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N Use By Plants
Nitrate Assimilation
Ammonia Assimilation
Glu, Gln, Asn, Gly, Ser
Aminotransferases
Asp, Ala, GABA
Val, Leu, Ileu, Thr, Lys
Pro, Arg, Orn
Polyamines
Non-protein AAs
Alkaloids
Sulfate Assimilation
Cys, Met, AdoMet, ACC
His, Phe, Tyr, Tryp
Secondary Products
Onium Compounds
Enzymes
Methods
Simulation
References
HORT640 - Metabolic Plant Physiology

References, glucosinolate

Agerbirk N, Olsen CE, Nielsen JK. Seasonal variation in leaf glucosinolates and insect resistance in two types of Barbarea vulgaris ssp. arcuata. Phytochemistry 58: 91-100 (2001).

Agerbirk N, Orgaard M, Nielsen JK. Glucosinolates, flea beetle resistance, and leaf pubescence as taxonomic characters in the genus Barbarea (Brassicaceae). Phytochemistry 63: 69-80 (2003).

Agerbirk N, Petersen BL, Olsen CE, Halkier BA, Nielsen JK. 1,4-Dimethoxyglucobrassicin in Barbarea and 4-hydroxyglucobrassicin in Arabidopsis and Brassica. J. Agric. Food Chem. 49: 1502-1507 (2001).

Agerbirk N, Warwick SI, Hansen PR, Olsen CE. Sinapis phylogeny and evolution of glucosinolates and specific nitrile degrading enzymes. Phytochemistry 69: 2937-2949 (2008).

Alvarez S, He Y, Chen S. Comparative investigations of the glucosinolate-myrosinase system in Arabidopsis suspension cells and hypocotyls. Plant Cell Physiol. 49: 324-333 (2008).

Andreasson E, Jorgensen LB, Hoglund AS, Rask L, Meijer J. Different myrosinase and idioblast distribution in Arabidopsis and Brassica napus. Plant Physiol. 127: 1750-1763 (2001).

Armengaud P, Breitling R, Amtmann A. The potassium-dependent transcriptome of Arabidopsis reveals a prominent role of jasmonic acid in nutrient signaling. Plant Physiol. 136: 2556-2576 (2004).

Attieh J, Djiana R, Koonjul P, Etienne C, Sparace SA, Saini HS. Cloning and functional expression of two plant thiol methyltransferases: a new class of enzymes involved in the biosynthesis of sulfur volatiles. Plant Mol. Biol. 50: 511-521 (2002).

Attieh J, Kleppinger-Sparace KF, Nunes C, Sparace SA, Saini HS. Evidence implicating a novel thiol methyltransferase in the detoxification of glucosinolate hydrolysis products in Brassica oleracea L. Plant Cell Environ. 23: 165-174 (2000).

Attieh J, Sparace SA, Saini HS. Purification and properties of multiple isoforms of a novel thiol methyltransferase involved in the production of volatile sulfur compounds from Brassica oleracea. Arch. Biochem. Biophys. 380: 257-266 (2000).

Bak S, Feyereisen R. The involvement of two P450 enzymes, CYP83B1 and CYP83A1, in auxin homeostasis and glucosinolate biosynthesis. Plant Physiol. 127: 108-118 (2001).

Bak S, Nielsen HL, Halkier BA. The presence of CYP79 homologues in glucosinolate-producing plants shows evolutionary conservation of the enzymes in the conversion of amino acid to aldoxime in the biosynthesis of cyanogenic glucosides and glucosinolates. Plant Mol. Biol. 38: 725-734 (1998).

Bak S, Olsen CE, Halkier BA, Moller BL. Transgenic tobacco and Arabidopsis plants expressing the two multifunctional sorghum cytochrome P450 enzymes, CYP79A1 and CYP71E1, are cyanogenic and accumulate metabolites derived from intermediates in dhurrin biosynthesis. Plant Physiol. 123: 1437-1448 (2000).

Bak S, Olsen CE, Petersen BL, Moller BL, Halkier BA. Metabolic engineering of p-hydroxybenzylglucosinolate in Arabidopsis by expression of the cyanogenic CYP79A1 from Sorghum bicolor. Plant J. 20: 663-671 (1999).

Bak S, Tax FE, Feldmann KA, Galbraith DW, Feyereisen R. CYP83B1, a cytochrome P450 at the metabolic branch point in auxin and indole glucosinolate biosynthesis in Arabidopsis. Plant Cell 13: 101-111 (2001).

Barillari J, Gueyrard D, Rollin P, Iori R. Barbarea verna as a source of 2-phenylethyl glucosinolate, precursor of cancer chemopreventive phenylethyl isothiocyanate. Fitoterapia 72: 760-764 (2001).

Barth C, Jander G. Arabidopsis myrosinases TGG1 and TGG2 have redundant function in glucosinolate breakdown and insect defense. Plant J. 46: 549-562 (2006).

Bartling D, Seedorf M, Schmidt RC, Weiler EW. Molecular characterization of two cloned nitrilases from Arabidopsis thaliana: key enzymes in biosynthesis of the plant hormone indole-3-acetic acid. Proc. Natl. Acad. Sci. U.S.A. 91: 6021-6025 (1994).

Beekwilder J, van Leeuwen W, van Dam NM, Bertossi M, Grandi V, Mizzi L, Soloviev M, Szabados L, Molthoff JW, Schipper B, Verbocht H, de Vos RC, Morandini P, Aarts MG, Bovy A. The impact of the absence of aliphatic glucosinolates on insect herbivory in Arabidopsis. PLoS ONE 3: e2068 (2008).

Benderoth M, Textor S, Windsor AJ, Mitchell-Olds T, Gershenzon J, Kroymann J. Positive selection driving diversification in plant secondary metabolism. Proc. Natl. Acad. Sci. U.S.A. 103: 9118-9123 (2006).

Bennett R, Donald A, Dawson G, Hick A, Wallsgrove R. Aldoxime-forming microsomal enzyme systems involved in the biosynthesis of glucosinolates in oilseed rape (Brassica napus) leaves. Plant Physiol. 102: 1307-1312 (1993).

Bennett R, Mellon F, Botting N, Eagles J, Rosa E, Williamson G. Identification of the major glucosinolate (4-mercaptobutyl glucosinolate) in leaves of Eruca sativa L. (salad rocket). Phytochemistry 61: 25 (2002).

Bennett RN, Hick AJ, Dawson GW, Wallsgrove RM. Glucosinolate biosynthesis. Further characterization of the aldoxime-forming microsomal monooxygenases in oilseed rape leaves. Plant Physiol. 109: 299-305 (1995).

Bennett RN, Kiddle G, Wallsgrove RM. Involvement of cytochrome P450 in glucosinolate biosynthesis in white mustard. A biochemical anomaly. Plant Physiol. 114: 1283-1291 (1997).

Bennett RN, Mellon FA, Rosa EA, Perkins L, Kroon PA. Profiling glucosinolates, flavonoids, alkaloids, and other secondary metabolites in tissues of Azima tetracantha L. (Salvadoraceae). J. Agric. Food Chem. 52: 5856-5862 (2004).

Bennett RN, Wenke T, Freudenberg B, Mellon FA, Ludwig-Muller J. The tu8 mutation of Arabidopsis thaliana encoding a heterochromatin protein 1 homolog causes defects in the induction of secondary metabolite biosynthesis. Plant Biol. (Stuttg.) 7: 348-357 (2005).

Blake-Kalff MM, Harrison KR, Hawkesford MJ, Zhao FJ, McGrath SP. Distribution of sulfur within oilseed rape leaves in response to sulfur deficiency during vegetative growth. Plant Physiol. 118: 1337-1344 (1998).

Bones AM, Rossiter JT. The enzymic and chemically induced decomposition of glucosinolates. Phytochemistry 67: 1053-1067 (2006).

Botti MG, Taylor MG, Botting NP. Studies on the mechanism of myrosinase. Investigation of the effect of glycosyl acceptors on enzyme activity. J. Biol. Chem. 270: 20530-20535 (1995).

Botting CH, Davidson NE, Griffiths DW, Bennett RN, Botting NP. Analysis of intact glucosinolates by MALDI-TOF mass spectrometry. J. Agric. Food Chem. 50: 983-988 (2002).

Brabban AD, Edwards C. The effects of glucosinolates and their hydrolysis products on microbial growth. J. Appl. Bacteriol. 79: 171-177 (1995).

Bradburne RP, Mithen R. Glucosinolate genetics and the attraction of the aphid parasitoid Diaeretiella rapae to Brassica. Proc. Roy. Soc. Lond. B. Biol. Sci. 267: 89-95 (2000).

Brader G, Mikkelsen MD, Halkier BA, Tapio Palva E. Altering glucosinolate profiles modulates disease resistance in plants. Plant J. 46: 758-767 (2006).

Brader G, Tas E, Palva ET. Jasmonate-dependent induction of indole glucosinolates in Arabidopsis by culture filtrates of the nonspecific pathogen Erwinia carotovora. Plant Physiol. 126: 849-860 (2001).

Branca F, Li G, Goyal S, Quiros CF. Survey of aliphatic glucosinolates in Sicilian wild and cultivated Brassicaceae. Phytochemistry 59: 717-724 (2002).

Bridges M, Jones AME, Bones AM, Hodgson C, Cole R, Bartlet E, Wallsgrove R, Karapapa VK, Watts N, Rossiter JT. Spatial organization of the glucosinolate-myrosinase system in brassica specialist aphids is similar to that of the host plant. Proc. Roy. Soc. Lond. B. Biol. Sci. 269: 187-191 (2002).

Brown PD, Tokuhisa JG, Reichelt M, Gershenzon J. Variation of glucosinolate accumulation among different organs and developmental stages of Arabidopsis thaliana. Phytochemistry 62: 471-481 (2003).

Burow M, Bergner A, Gershenzon J, Wittstock U. Glucosinolate hydrolysis in Lepidium sativum--identification of the thiocyanate-forming protein. Plant Mol. Biol. 63: 49-61 (2007).

Burow M, Losansky A, Muller R, Plock A, Kliebenstein DJ, Wittstock U. The genetic basis of constitutive and herbivore-induced ESP-independent nitrile formation in Arabidopsis thaliana. Plant Physiol. 149: 561-574 (2009).

Burow M, Rice M, Hause B, Gershenzon J, Wittstock U. Cell- and tissue-specific localization and regulation of the epithiospecifier protein in Arabidopsis thaliana. Plant Mol. Biol. 64: 173-185 (2007).

Burow M, Zhang ZY, Ober JA, Lambrix VM, Wittstock U, Gershenzon J, Kliebenstein DJ. ESP and ESM1 mediate indol-3-acetonitrile production from indol-3-ylmethyl glucosinolate in Arabidopsis. Phytochemistry 69: 663-671 (2008).

Byun YJ, Kim HJ, Lee DH. LongSAGE analysis of the early response to cold stress in Arabidopsis leaf. Planta 229: 1181-1200 (2009).

Cartea ME, Velasco P, Obregon S, Padilla G, de Haro A. Seasonal variation in glucosinolate content in Brassica oleracea crops grown in northwestern Spain. Phytochemistry 69: 403-410 (2008).

Celenza JL. Metabolism of tyrosine and tryptophan - new genes for old pathways. Curr. Opin. Plant Biol. 4: 234-240 (2001).

Celenza JL, Quiel JA, Smolen GA, Merrikh H, Silvestro AR, Normanly J, Bender J. The Arabidopsis ATR1 Myb transcription factor controls indolic glucosinolate homeostasis. Plant Physiol. 137: 253-262 (2005).

Chapple CCS, Glover JR, Ellis BE. Purification and characterization of methionine:glyoxylate aminotransferase from Brassica carinata and Brassica napus. Plant Physiol. 94: 1887-1896 (1990).

Charron CS, Sams CE, Canaday CH. Impact of glucosinolate content in broccoli (Brassica oleracea (Italica group)) on growth of Pseudomonas marginalis, a causal agent of bacterial soft rot. Plant Dis. 86: 629-632 (2002).

Chavadej S, Brisson N, McNeil JN, De Luca V. Redirection of tryptophan leads to production of low indole glucosinolate canola. Proc. Natl. Acad. Sci. U.S.A. 91: 2166-2170 (1994).

Chen S, Glawischnig E, Jorgensen K, Naur P, Jorgensen B, Olsen CE, Hansen CH, Rasmussen H, Pickett JA, Halkier BA. CYP79F1 and CYP79F2 have distinct functions in the biosynthesis of aliphatic glucosinolates in Arabidopsis. Plant J. 33: 923-937 (2003).

Chen S, Halkier BA. Characterization of glucosinolate uptake by leaf protoplasts of Brassica napus. J. Biol. Chem. 275: 22955-22960 (2000).

Chen S, Petersen BL, Olsen CE, Schulz A, Halkier BA. Long-distance phloem transport of glucosinolates in Arabidopsis. Plant Physiol. 127: 194-201 (2001).

Chevolleau S, Debrauwer L, Boyer G, Tulliez J. Isolation and structure elucidation of a new thermal breakdown product of glucobrassicin, the parent indole glucosinolate. J. Agric. Food Chem. 50: 5185-5190 (2002).

Chiao JW, Chung FL, Kancherla R, Ahmed T, Mittelman A, Conaway CC. Sulforaphane and its metabolite mediate growth arrest and apoptosis in human prostate cancer cells. Int. J. Oncol. 20: 631-636 (2002).

Cipollini DF, Sipe ML. Jasmonic acid treatment and mammalian herbivory differentially affect chemical defenses and growth of wild mustard (Brassica kaber). Chemoecology 11: 137-143 (2001).

Combourieu B, Elfoul L, Delort AM, Rabot S. Identification of new derivatives of sinigrin and glucotropaeolin produced by the human digestive microflora using H-1 NMR spectroscopy analysis of in vitro incubations. Drug Metab. Dispos. 29: 1440-1445 (2001).

Cottaz S, Henrissat B, Driguez H. Mechanism-based inhibition and stereochemistry of glucosinolate hydrolysis by myrosinase. Biochemistry 35: 15256-15259 (1996).

Das S, Tyagi AK, Singhal KK. Chemical composition including amino acid, fatty acid and glucosinolate profile of taramira (Eruca sativa) oilseed. Indian J. Agric. Sci. 71: 613-615 (2001).

De Craene LPR, Yang TYA, Schols P, Smets EF. Floral anatomy and systematics of Bretschneidera (Bretschneideraceae). Bot. J. Linnean Soc. 139: 29-45 (2002).

de Kraker JW, Luck K, Textor S, Tokuhisa JG, Gershenzon J. Two Arabidopsis genes (IPMS1 and IPMS2) encode isopropylmalate synthase, the branchpoint step in the biosynthesis of leucine. Plant Physiol. 143: 970-986 (2007).

De Vos M, Jander G. Choice and no-choice assays for testing the resistance of A. thaliana to chewing insects. J. Vis. Exp. 15 pii: 683 (2008).

Decraene LPR, Smets EF. Floral developmental evidence for the systematic relationships of Tropaeolum (Tropaeolaceae). Ann. Bot. (Lond.) 88: 879-892 (2001).

Dombrecht B, Xue GP, Sprague SJ, Kirkegaard JA, Ross JJ, Reid JB, Fitt GP, Sewelam N, Schenk PM, Manners JM, Kazan K. MYC2 differentially modulates diverse jasmonate-dependent functions in Arabidopsis. Plant Cell 19: 2225-2245 (2007).

Douglas Grubb C, Zipp BJ, Ludwig-Muller J, Masuno MN, Molinski TF, Abel S. Arabidopsis glucosyltransferase UGT74B1 functions in glucosinolate biosynthesis and auxin homeostasis. Plant J. 40: 893-908 (2004).

Du L, Halkier BA. Isolation of a microsomal enzyme system involved in glucosinolate biosynthesis from seedlings of Tropaeolum majus L. Plant Physiol. 111: 831-837 (1996).

Du L, Lykkesfeldt J, Olsen CE, Halkier BA. Involvement of cytochrome P450 in oxime production in glucosinolate biosynthesis as demonstrated by an in vitro microsomal enzyme system isolated from jasmonic acid-induced seedlings of Sinapis alba L. Proc. Natl. Acad. Sci. U.S.A. 92: 12505-12509 (1995).

Duan H, Huang MY, Palacio K, Schuler MA. Variations in CYP74B2 (hydroperoxide lyase) gene expression differentially affect hexenal signaling in the Columbia and Landsberg erecta ecotypes of Arabidopsis. Plant Physiol. 139: 1529-1544 (2005).

Eriksson S, Andreasson E, Ekbom B, Graner G, Pontoppidan B, Taipalensuu J, Zhang J, Rask L, Meijer J. Complex formation of myrosinase isoenzymes in oilseed rape seeds are dependent on the presence of myrosinase-binding proteins. Plant Physiol. 129: 1592-1599 (2002).

Facchini PJ. Alkaloid biosynthesis in plants: biochemistry, cell biology, molecular regulation, and metabolic engineering applications. Annu. Rev. Plant Physiol. Plant Mol. Biol. 52: 29-66 (2001).

Facchini PJ, Huber-Allanach KL, Tari LW. Plant aromatic L-amino acid decarboxylases: evolution, biochemistry, regulation, and metabolic engineering applications. Phytochemistry 54: 121-138 (2000).

Fahey JW, Haristoy X, Dolan PM, Kensler TW, Scholtus I, Stephenson KK, Talalay P, Lozniewski A. Sulforaphane inhibits extracellular, intracellular, and antibiotic-resistant strains of Helicobacter pylori and prevents benzo[a]pyrene-induced stomach tumors. Proc. Natl. Acad. Sci. U.S.A. 99: 7610-7615 (2002).

Fahey JW, Zalcmann AT, Talalay P. The chemical diversity and distribution of glucosinolates and isothiocyanates among plants. Phytochemistry 56: 5-51 (2001).

Fahey JW, Zhang Y, Talalay P. Broccoli sprouts: an exceptionally rich source of inducers of enzymes that protect against chemical carcinogens. Proc. Natl. Acad. Sci. U.S.A. 94: 10367-10372 (1997).

Falk KL, Tokuhisa JG, Gershenzon J. The effect of sulfur nutrition on plant glucosinolate content: physiology and molecular mechanisms. Plant Biol. (Stuttg.) 9: 573-581 (2007).

Falk KL, Vogel C, Textor S, Bartram S, Hick A, Pickett JA, Gershenzon J. Glucosinolate biosynthesis: demonstration and characterization of the condensing enzyme of the chain elongation cycle in Eruca sativa. Phytochemistry 65: 1073-1084 (2004).

Field B, Cardon G, Traka M, Botterman J, Vancanneyt G, Mithen R. Glucosinolate and amino acid biosynthesis in Arabidopsis. Plant Physiol. 135: 828-839 (2004).

Field B, Furniss C, Wilkinson A, Mithen R. Expression of a Brassica isopropylmalate synthase gene in Arabidopsis perturbs both glucosinolate and amino acid metabolism. Plant Mol. Biol. 60: 717-727 (2006).

Foo HL, Gronning LM, Goodenough L, Bones AM, Danielsen B, Whiting DA, Rossiter JT. Purification and characterisation of epithiospecifier protein from Brassica napus: enzymic intramolecular sulphur addition within alkenyl thiohydroximates derived from alkenyl glucosinolate hydrolysis. FEBS Lett. 468: 243-246 (2000).

Francis F, Lognay G, Wathelet JP, Haubruge E. Characterisation of aphid myrosinase and degradation studies of glucosinolates. Arch. Insect Biochem. Physiol. 50: 173-182 (2002).

Frechard A, Fabre N, Hannedouche S, Fouraste I. Glucosinolates from Cardaria draba. Fitoterapia 73: 177-178 (2002).

Gachon CM, Langlois-Meurinne M, Henry Y, Saindrenan P. Transcriptional co-regulation of secondary metabolism enzymes in Arabidopsis: functional and evolutionary implications. Plant Mol. Biol. 58: 229-245 (2005).

Gigolashvili T, Berger B, Mock HP, Müller C, Weisshaar B, Flugge UI. The transcription factor HIG1/MYB51 regulates indolic glucosinolate biosynthesis in Arabidopsis thaliana. Plant J. 50: 886-901 (2007).

Gigolashvili T, Yatusevich R, Berger B, Muller C, Flugge UI. The R2R3-MYB transcription factor HAG1/MYB28 is a regulator of methionine-derived glucosinolate biosynthesis in Arabidopsis thaliana. Plant J. 51: 247-261 (2007).

Glendening TM, Poulton JE. Partial purification and characterization of a 3'-phosphosulfate:desulfoglucosinolate sulfotransferase from cress (Lepidium sativum). Plant Physiol. 94: 811-818 (1990).

Graser G, Oldham NJ, Brown PD, Temp U, Temp U, Gershenzon J. The biosynthesis of benzoic acid glucosinolate esters in Arabidopsis thaliana. Phytochemistry 57: 23-32 (2001).

Graser G, Schneider B, Oldham NJ, Gershenzon J. The methionine chain elongation pathway in the biosynthesis of glucosinolates in Eruca sativa (Brassicaceae). Arch. Biochem. Biophys. 378: 411-419 (2000).

GrootWassink J, Reed DW, Kolenovsky AD. Immunopurification and immunocharacterization of the glucosinolate biosynthetic enzyme thiohydroximate S-glucosyltransferase. Plant Physiol. 105: 425-433 (1994).

Grubb CD, Abel S. Glucosinolate metabolism and its control. Trends Plant Sci. 11: 89-100 (2006).

Grubb CD, Gross HB, Chen DL, Abel S. Identification of Arabidopsis mutants with altered glucosinolate profiles based on isothiocyanate bioactivity. Plant Sci. 162: 143-152 (2002).

Halkier BA, Gershenzon J. Biology and biochemistry of glucosinolates. Annu. Rev. Plant Biol. 57: 303-333 (2006).

Hansen BG, Halkier BA. New insight into the biosynthesis and regulation of indole compounds in Arabidopsis thaliana. Planta 221: 603-606 (2005).

Hansen BG, Kerwin RE, Ober JA, Lambrix VM, Mitchell-Olds T, Gershenzon J, Halkier BA, Kliebenstein DJ. A novel 2-oxoacid-dependent dioxygenase involved in the formation of the goiterogenic 2-hydroxybut-3-enyl glucosinolate and generalist insect resistance in Arabidopsis thaliana. Plant Physiol. 148: 2096-2108 (2008).

Hansen BG, Kliebenstein DJ, Halkier BA. Identification of a flavin-monooxygenase as the S-oxygenating enzyme in aliphatic glucosinolate biosynthesis in Arabidopsis. Plant J. 50: 902-910 (2007).

Hansen CH, Du L, Naur P, Olsen CE, Axelsen KB, Hick AJ, Pickett JA, Halkier BA. CYP83b1 is the oxime-metabolizing enzyme in the glucosinolate pathway in Arabidopsis. J. Biol. Chem. 276: 24790-24796 (2001).

Hansen CH, Wittstock U, Olsen CE, Hick AJ, Pickett JA, Halkier BA. Cytochrome P450 CYP79F1 from Arabidopsis catalyzes the conversion of dihomomethionine and trihomomethionine to the corresponding aldoximes in the biosynthesis of aliphatic glucosinolates. J. Biol. Chem. 276: 11078-11085 (2001).

Hanson AD, Huang ZH, Gage DA. Evidence that the putative compatible solute 5-dimethylsulfoniopentanoate is an extraction artifact. Plant Physiol. 101: 1391-1393 (1993).

Harada E, Kusano T, Sano H. Differential expression of genes encoding enzymes involved in sulfur assimilation pathways in response to wounding and jasmonate in Arabidopsis thaliana. J. Plant Physiol. 156: 272-276 (2000).

Hasan M, Friedt W, Pons-Kuhnemann J, Freitag NM, Link K, Snowdon RJ. Association of gene-linked SSR markers to seed glucosinolate content in oilseed rape (Brassica napus ssp. napus). Theor. Appl. Genet. 10: 3070-3081 (2008).

Haughn GW, Davin L, Giblin M, Underhill EW. Biochemical genetics of plant secondary metabolites in Arabidposis thaliana. The glucosinolates. Plant Physiol. 97: 217-226 (1991).

Hayes JD, Kelleher MO, Eggleston IM. The cancer chemopreventive actions of phytochemicals derived from glucosinolates. Eur. J. Nutr. 47 Suppl. 2: 73-88 (2008).

He H, Fingerling G, Schnitzler WH. Glucosinolate contents and patterns in different organs of Chinese cabbages, Chinese kale (Brassica alboglabra Bailey) and Choy sum (Brassica campestris L. ssp. chinensis var. utilis Tsen et Lee). J. Appl. Bot. 74: 21-25 (2000).

Heiss S, Schafer HJ, Haag-Kerwer A, Rausch T. Cloning sulfur assimilation genes of Brassica juncea L.: cadmium differentially affects the expression of a putative low-affinity sulfate transporter and isoforms of ATP sulfurylase and APS reductase. Plant Mol. Biol. 39: 847-857 (1999).

Hemm MR, Ruegger MO, Chapple C. The Arabidopsis ref2 mutant is defective in the gene encoding CYP83A1 and shows both phenylpropanoid and glucosinolate phenotypes. Plant Cell 15: 179-194 (2003).

Husebye H, Chadchawan S, Winge P, Thangstad OP, Bones AM. Guard cell- and phloem idioblast-specific expression of thioglucoside glucohydrolase 1 (myrosinase) in Arabidopsis. Plant Physiol. 128: 1180-1188 (2002).

Hwang ES, Lee HJ. Induction of quinone reductase by allylisothiocyanate (AITC) and the N-acetylcysteine conjugate of AITC in Hepa1c1c7 mouse hepatoma cells. Biofactors 26: 7-15 (2006).

Ibdah M, Chen YT, Wilkerson CG, Pichersky E. An aldehyde oxidase in developing seeds of Arabidopsis converts benzaldehyde to benzoic acid. Plant Physiol. 150: 416-423 (2009).

Iori R, Rollin P, Streicher H, Thiem J, Palmieri S. The myrosinase-glucosinolate interaction mechanism studied using some synthetic competitive inhibitors. FEBS Lett. 385: 87-90 (1996).

Ishihara A, Asada Y, Takahashi Y, Yabe N, Komeda Y, Nishioka T, Miyagawa H, Wakasa K. Metabolic changes in Arabidopsis thaliana expressing the feedback-resistant anthranilate synthase alpha subunit gene OASA1D. Phytochemistry 67: 2349-2362 (2006).

Jakoby MJ, Falkenhan D, Mader MT, Brininstool G, Wischnitzki E, Platz N, Hudson A, Hulskamp M, Larkin J, Schnittger A. Transcriptional profiling of mature Arabidopsis trichomes reveals that NOECK encodes the MIXTA-like transcriptional regulator MYB106. Plant Physiol. 148: 1583-1602 (2008).

Jander G, Cui J, Nhan B, Pierce NE, Ausubel FM. The TASTY locus on chromosome 1 of Arabidopsis affects feeding of the insect herbivore Trichoplusia ni. Plant Physiol. 126: 890-898 (2001).

Johnson IT. Glucosinolates: Bioavailability and importance to health. Int. J. Vitam. Nutr. Res. 72: 26-31 (2002).

Jones AME, Winge P, Bones AM, Cole R, Rossiter JT. Characterization and evolution of a myrosinase from the cabbage aphid Brevicoryne brassicae. Insect Biochem. Mol. Biol. 32: 275-284 (2002).

Jost R, Altschmied L, Bloem E, Bogs J, Gershenzon J, Hahnel U, Hansch R, Hartmann T, Kopriva S, Kruse C, Mendel RR, Papenbrock J, Reichelt M, Rennenberg H, Schnug E, Schmidt A, Textor S, Tokuhisa J, Wachter A, Wirtz M, Rausch T, Hell R. Expression profiling of metabolic genes in response to methyl jasmonate reveals regulation of genes of primary and secondary sulfur-related pathways in Arabidopsis thaliana. Photosynth Res. 86: 491-508 (2005).

Kaplan I, Halitschke R, Kessler A, Sardanelli S, Denno RF. Constitutive and induced defenses to herbivory in above- and belowground plant tissues. Ecology 89: 392-406 (2008).

Kelly PJ, Bones A, Rossiter JT. Sub-cellular immunolocalization of the glucosinolate sinigrin in seedlings of Brassica juncea. Planta 206: 370-377 (1998).

Kiddle GA, Bennett RN, Hick AJ, Wallsgrove RM. C-S lyase activities in leaves of crucifers and non-crucifers, and the characterization of three classes of C-S lyase activities from oilseed rape (Brassica napus L.). Plant Cell Environ. 22: 433-445 (1999).

Kim JH, Durrett TP, Last RL, Jander G. Characterization of the Arabidopsis TU8 glucosinolate mutation, an allele of TERMINAL FLOWER2. Plant Mol. Biol. 54: 671-682 (2004).

Kim JH, Jander G. Myzus persicae (green peach aphid) feeding on Arabidopsis induces the formation of a deterrent indole glucosinolate. Plant J. 49: 1008-1019 (2007).

Kim JH, Lee BW, Schroeder FC, Jander G. Identification of indole glucosinolate breakdown products with antifeedant effects on Myzus persicae (green peach aphid). Plant J. 54: 1015-1026 (2008).

Kim MK, Park JH. Conference on "Multidisciplinary approaches to nutritional problems". Symposium on "Nutrition and health". Cruciferous vegetable intake and the risk of human cancer: epidemiological evidence. Proc. Nutr. Soc. 68: 103-110 (2009).

Kim SJ, Matsuo T, Watanabe M, Watanabe Y. Effect of nitrogen and sulphur application on the glucosinolate content in vegetable turnip rape (Brassica rapa L.). Soil Sci. Plant Nutr. 48: 43-49 (2002).

Klein M, Papenbrock J. Kinetics and substrate specificities of desulfo-glucosinolate sulfotransferases in Arabidopsis thaliana. Physiol. Plant. 135: 140-149 (2009).

Kliebenstein D, Pedersen D, Barker B, Mitchell-Olds T. Comparative analysis of quantitative trait loci controlling glucosinolates, myrosinase and insect resistance in Arabidopsis thaliana. Genetics 161: 325-332 (2002).

Kliebenstein DJ. Secondary metabolites and plant/environment interactions: a view through Arabidopsis thaliana tinged glasses. Plant Cell Environ. 27: 675-684 (2004).

Kliebenstein DJ, D'Auria JC, Behere AS, Kim JH, Gunderson KL, Breen JN, Lee G, Gershenzon J, Last RL, Jander G. Characterization of seed-specific benzoyloxyglucosinolate mutations in Arabidopsis thaliana. Plant J. 51: 1062-1076 (2007).

Kliebenstein DJ, Figuth A, Mitchell-Olds T. Genetic architecture of plastic methyl jasmonate responses in Arabidopsis thaliana. Genetics 161: 1685-1696 (2002).

Kliebenstein DJ, Kroymann J, Brown P, Figuth A, Pedersen D, Gershenzon J, Mitchell-Olds T. Genetic control of natural variation in Arabidopsis glucosinolate accumulation. Plant Physiol. 126: 811-825 (2001).

Kliebenstein DJ, Kroymann J, Mitchell-Olds T. The glucosinolate-myrosinase system in an ecological and evolutionary context. Curr. Opin. Plant Biol. 8: 264-271 (2005).

Kliebenstein DJ, Lambrix VM, Reichelt M, Gershenzon J, Mitchell-Olds T. Gene duplication in the diversification of secondary metabolism. Tandem 2-oxoglutarate-dependent dioxygenases control glucosinolate biosynthesis in Arabidopsis. Plant Cell 13: 681-693 (2001).

Kliebenstein DJ, Rowe HC, Denby KJ. Secondary metabolites influence Arabidopsis/Botrytis interactions: variation in host production and pathogen sensitivity. Plant J. 44: 25-36 (2005).

Koroleva OA, Davies A, Deeken R, Thorpe MR, Tomos AD, Hedrich R. Identification of a new glucosinolate-rich cell type in Arabidopsis flower stalk. Plant Physiol. 124: 599-608 (2000).

Kristensen C, Morant M, Olsen CE, Ekstrom CT, Galbraith DW, Moller BL, Bak S. Metabolic engineering of dhurrin in transgenic Arabidopsis plants with marginal inadvertent effects on the metabolome and transcriptome. Proc. Natl. Acad. Sci. U.S.A. 102: 1779-1784 (2005).

Kroumova AB, Wagner GJ. Different elongation pathways in the biosynthesis of acyl groups of trichome exudate sugar esters from various solanaceous plants. Planta 216: 1013-1021 (2003).

Kroymann J, Textor S, Tokuhisa JG, Falk KL, Bartram S, Gershenzon J, Mitchell-Olds T. A gene controlling variation in Arabidopsis glucosinolate composition is part of the methionine chain elongation pathway. Plant Physiol. 127: 1077-1088 (2001).

Krul C, Humblot C, Philippe C, Vermeulen M, van Nuenen M, Havenaar R, Rabot S. Metabolism of sinigrin (2-propenyl glucosinolate) by the human colonic microflora in a dynamic in vitro large-intestinal model. Carcinogenesis 23: 1009-1016 (2002).

Kusnierczyk A, Winge P, Jorstad TS, Troczynska J, Rossiter JT, Bones AM. Towards global understanding of plant defence against aphids - timing and dynamics of early Arabidopsis defence responses to cabbage aphid (Brevicoryne brassicae) attack. Plant Cell Environ. 31: 1097-1115 (2008).

Kusnierczyk A, Winge P, Midelfart H, Armbruster WS, Rossiter JT, Bones AM. Transcriptional responses of Arabidopsis thaliana ecotypes with different glucosinolate profiles after attack by polyphagous Myzus persicae and oligophagous Brevicoryne brassicae. J. Exp. Bot. 58: 2537-2552 (2007).

Kutz A, Muller A, Hennig P, Kaiser WM, Piotrowski M, Weiler EW. A role for nitrilase 3 in the regulation of root morphology in sulphur-starving Arabidopsis thaliana. Plant J. 30: 95-106 (2002).

Lambrix V, Reichelt M, Mitchell-Olds T, Kliebenstein DJ, Gershenzon J. The Arabidopsis epithiospecifier protein promotes the hydrolysis of glucosinolates to nitriles and influences Trichoplusia ni herbivory. Plant Cell 13: 2793-2807 (2001).

Lampe JW, Peterson S. Brassica, biotransformation and cancer risk: genetic polymorphisms alter the preventive effects of cruciferous vegetables. J. Nutr. 132: 2991-2994 (2002).

Lazzeri L, Manici LM. Allelopathic effect of glucosinolate-containing plant green manure on Pythium sp and total fungal population in soil. Hortscience 36: 1283-1289 (2001).

Lee SA, Fowke JH, Lu W, Ye C, Zheng Y, Cai Q, Gu K, Gao YT, Shu XO, Zheng W. Cruciferous vegetables, the GSTP1 Ile105Val genetic polymorphism, and breast cancer risk Am. J. Clin. Nutr. 87: 753-760 (2008).

Lefoix M, Tatibouet A, Cottaz S, Driguez H, Rollin P. Carba-glucotropaeolin: the first non-hydrolyzable glucosinolate analogue, to inhibit myrosinase. Tetrahedron Lett. 43: 2889-2890 (2002).

Leoni O, Iori R, Palmieri S, Esposito E, Menegatti E, Cortesi R, Nastruzzi C. Myrosinase-generated isothiocyanate from glucosinolates: isolation, characterization and in vitro antiproliferative studies. Bioorg. Med. Chem. 5: 1799-1806 (1997).

Levy M, Wang Q, Kaspi R, Parrella MP, Abel S. Arabidopsis IQD1, a novel calmodulin-binding nuclear protein, stimulates glucosinolate accumulation and plant defense. Plant J. 43: 79-96 (2005).

Li J, Hansen BG, Ober JA, Kliebenstein DJ, Halkier BA. A subclade of flavin-monooxygenases involved in aliphatic glucosinolate biosynthesis. Plant Physiol. 148: 1721-1733 (2008).

Liang YS, Choi YH, Kim HK, Linthorst HJ, Verpoorte R. Metabolomic analysis of methyl jasmonate treated Brassica rapa leaves by 2-dimensional NMR spectroscopy. Phytochemistry 67: 2503-2511 (2006).

Llic N, Normanly J, Cohen JD. Quantification of free plus conjugated indoleacetic acid in Arabidopsis requires correction for the nonenzymatic conversion of indolic nitriles. Plant Physiol. 111: 781-788 (1996).

Lopez-Berenguer C, Martinez-Ballesta Mdel C, Moreno DA, Carvajal M, García-Viguera C. Growing hardier crops for better health: salinity tolerance and the nutritional value of broccoli. J. Agric. Food Chem. 57: 572-578 (2009).

Lou P, Zhao J, He H, Hanhart C, Pino Del Carpio D, Verkerk R, Custers J, Koornneef M, Bonnema G. Quantitative trait loci for glucosinolate accumulation in Brassica rapa leaves. New Phytol. 179: 1017-1032 (2008).

Ludikhuyze L, Rodrigo L, Hendrickx M. The activity of myrosinase from broccoli (Brassica oleracea L. cv. Italica): influence of intrinsic and extrinsic factors. J. Food Prot. 63: 400-403 (2000).

Ludwig-Muller J, Bennett RN, Garcia-Garrido JM, Piche Y, Vierheilig H. Reduced arbuscular mycorrhizal root colonization in Tropaeolum majus and Carica papaya after jasmonic acid application can not be attributed to increased glucosinolate levels. J. Plant Physiol. 159: 517-523 (2002).

Ludwig-Muller J, Krishna P, Forreiter C. A glucosinolate mutant of Arabidopsis is thermosensitive and defective in cytosolic Hsp90 expression after heat stress. Plant Physiol. 123: 949-958 (2000).

Ludwig-Muller J, Pieper K, Ruppel M, Cohen JD, Epstein E, Kiddle G, Bennett R. Indole glucosinolate and auxin biosynthesis in Arabidopsis thaliana (L.) Heynh. glucosinolate mutants and the development of clubroot disease. Planta 208: 409-419 (1999).

Lykkesfeldt J, Moller BL. Synthesis of benzylglucosinolate in Tropaeolum majus L. Isothiocyanates as potent enzyme inhibitors. Plant Physiol. 102: 609-613 (1993).

Marillia EF, MacPherson JM, Tsang EWT, Van Audenhove K, Keller WA, GrootWassink JWD. Molecular cloning of a Brassica napus thiohydroximate S-glucosyltransferase gene and its expression in Escherichia coli. Physiol. Plant. 113: 176-184 (2001).

Maruyama-Nakashita A, Nakamura Y, Tohge T, Saito K, Takahashi H. Arabidopsis SLIM1 is a central transcriptional regulator of plant sulfur response and metabolism. Plant Cell 18: 3235-3251 (2006).

Matusheski NV, Jeffery EH. Comparison of the bioactivity of two glucoraphanin hydrolysis products found in broccoli, sulforaphane and sulforaphane nitrile. J. Agric. Food Chem. 49: 5743-5749 (2001).

Matusheski NV, Juvik JA, Jeffery EH. Heating decreases epithiospecifier protein activity and increases sulforaphane formation in broccoli. Phytochemistry 65: 1273-1281 (2004).

Mazzola M, Brown J, Izzo AD, Cohen MF. Mechanism of action and efficacy of seed meal-induced pathogen suppression differ in a Brassicaceae species and time-dependent manner. Phytopathology 97: 454-460 (2007).

Mazzola M, Granatstein DM, Elfving DC, Mullinix K. Suppression of specific apple root pathogens by Brassica napus seed meal amendment regardless of glucosinolate content. Phytopathology 91: 673-679 (2001).

Mellon FA, Bennett RN, Holst B, Williamson G. Intact glucosinolate analysis in plant extracts by programmed cone voltage electrospray LC/MS: performance and comparison with LC/MS/MS methods. Anal. Biochem. 306: 83-91 (2002).

Memelink J. The use of genetics to dissect plant secondary pathways. Curr. Opin. Plant Biol. 8: 230-235 (2005).

Menard R, Larue JP, Silue D, Thouvenot D. Glucosinolates in cauliflower as biochemical markers for resistance against downy mildew. Phytochemistry 52: 29-35 (1999).

Mewis I, Appel HM, Hom A, Raina R, Schultz JC. Major signaling pathways modulate Arabidopsis glucosinolate accumulation and response to both phloem-feeding and chewing insects. Plant Physiol. 138: 1149-1162 (2005).

Mewis I, Tokuhisa JG, Schultz JC, Appel HM, Ulrichs C, Gershenzon J. Gene expression and glucosinolate accumulation in Arabidopsis thaliana in response to generalist and specialist herbivores of different feeding guilds and the role of defense signaling pathways. Phytochemistry 67: 2450-2462 (2006).

Mikkelsen MD, Fuller VL, Hansen BG, Nafisi M, Olsen CE, Nielsen HB, Halkier BA. Controlled indole-3-acetaldoxime production through ethanol-induced expression of CYP79B2. Planta 229: 1209-1217 (2009).

Mikkelsen MD, Halkier BA. Metabolic engineering of valine- and isoleucine-derived glucosinolates in Arabidopsis expressing CYP79D2 from cassava. Plant Physiol. 131: 773-779 (2003).

Mikkelsen MD, Hansen CH, Wittstock U, Halkier BA. Cytochrome P450 CYP79B2 from Arabidopsis catalyzes the conversion of tryptophan to indole-3-acetaldoxime, a precursor of indole glucosinolates and indole-3-acetic acid. J. Biol. Chem. 275: 33712-33717 (2000).

Mikkelsen MD, Naur P, Halkier BA. Arabidopsis mutants in the C-S lyase of glucosinolate biosynthesis establish a critical role for indole-3-acetaldoxime in auxin homeostasis. Plant J. 37: 770-777 (2004).

Mikkelsen MD, Petersen BL, Glawischnig E, Jensen AB, Andreasson E, Halkier BA. Modulation of CYP79 genes and glucosinolate profiles in Arabidopsis by defense signaling pathways. Plant Physiol. 131: 298-308 (2003).

Mikkelsen MD, Petersen BL, Olsen CE, Halkier BA. Biosynthesis and metabolic engineering of glucosinolates. Amino Acids 22: 279-295 (2002).

Mithen R. Glucosinolates - biochemistry, genetics and biological activity. Plant Growth Regul. 34: 91-103 (2001).

Mohn T, Hamburger M. Glucosinolate pattern in Isatis tinctoria and I. indigotica seeds. Planta Med. 74: 885-888 (2008).

Mohn T, Plitzko I, Hamburger M. A comprehensive metabolite profiling of Isatis tinctoria leaf extracts. Phytochemistry 70: 924-934 (2009).

Morant AV, Jorgensen K, Jorgensen C, Paquette SM, Sanchez-Perez R, Moller BL, Bak S. beta-Glucosidases as detonators of plant chemical defense. Phytochemistry 69: 1795-1813 (2008).

Mugford SG, Yoshimoto N, Reichelt M, Wirtz M, Hill L, Mugford ST, Nakazato Y, Noji M, Takahashi H, Kramell R, Gigolashvili T, Flugge UI, Wasternack C, Gershenzon J, Hell R, Saito K, Kopriva S. Disruption of adenosine-5'-phosphosulfate kinase in Arabidopsis reduces levels of sulfated secondary metabolites. Plant Cell 21: 910-927 (2009).

Muller A, Weiler EW. Indolic constituents and indole-3-acetic acid biosynthesis in the wild-type and a tryptophan auxotroph mutant of Arabidopsis thaliana. Planta 211: 855-863 (2000).

Muller C, Agerbirk N, Olsen CE, Boeve JL, Schaffner U, Brakefield PM. Sequestration of host plant glucosinolates in the defensive hemolymph of the sawfly Athalia rosae. J. Chem. Ecol. 27: 2505-2516 (2001).

Mumm R, Burow M, Bukovinszkine'kiss G, Kazantzidou E, Wittstock U, Dicke M, Gershenzon J. Formation of simple nitriles upon glucosinolate hydrolysis affects direct and indirect defense against the specialist herbivore, Pieris rapae. J. Chem. Ecol. 34: 1311-1321 (2008).

Nakamura Y, Nakamura K, Asai Y, Wada T, Tanaka K, Matsuo T, Okamoto S, Meijer J, Kitamura Y, Nishikawa A, Park EY, Sato K, Ohtsuki K. Comparison of the glucosinolate-myrosinase systems among daikon (Raphanus sativus, Japanese white radish) varieties. J. Agric. Food Chem. 56: 2702-2707 (2008).

Naur P, Petersen BL, Mikkelsen MD, Bak S, Rasmussen H, Olsen CE, Halkier BA. CYP83A1 and CYP83B1, two nonredundant cytochrome P450 enzymes metabolizing oximes in the biosynthesis of glucosinolates in Arabidopsis. Plant Physiol. 133: 63-72 (2003).

Newton EL, Bullock JM, Hodgson DJ. Glucosinolate polymorphism in wild cabbage (Brassica oleracea) influences the structure of herbivore communities. Oecologia 160: 63-76 (2009).

Nijhoff WA, Grubben MJ, Nagengast FM, Jansen JB, Verhagen H, van Poppel G, Peters WH. Effects of consumption of Brussels sprouts on intestinal and lymphocytic glutathione S-transferases in humans. Carcinogenesis 16: 2125-2128 (1995).

Ofori A, Becker HC, Kopisch-Obuch FJ. Effect of crop improvement on genetic diversity in oilseed Brassica rapa (turnip-rape) cultivars, detected by SSR markers. J. Appl. Genet. 49: 207-212 (2008).

Olson ME. Intergeneric relationships within the Caricaceae-Moringaceae clade (Brassicales) and potential morphological synapomorphies of the clade and its families. Int. J. Plant Sci. 163: 51-65 (2002).

Pan Y, Michael TP, Hudson ME, Kay SA, Chory J, Schuler MA. Cytochrome P450 monooxygenases as reporters for circadian-regulated pathways. Plant Physiol. 150: 858-878 (2009).

Pedras MS, Montaut S, Xu Y, Khan AQ, Loukaci A. Assembling the biosynthetic puzzle of crucifer metabolites: indole-3-acetaldoxime is incorporated efficiently into phytoalexins but glucobrassicin is not. Chem. Commun. (Camb.) 17: 1572-1573 (2001).

Pedras MSC, Nycholat CM, Montaut S, Xu YM, Khan AQ. Chemical defenses of crucifers: elicitation and metabolism of phytoalexins and indole-3-acetonitrile in brown mustard and turnip. Phytochemistry 59: 611-625 (2002).

Pereira FM, Rosa E, Fahey JW, Stephenson KK, Carvalho R, Aires A. Influence of temperature and ontogeny on the levels of glucosinolates in broccoli (Brassica oleracea var. Italica) sprouts and their effect on the induction of mammalian phase 2 enzymes. J. Agric. Food Chem. 50: 6239-6244 (2002).

Perocco P, Iori R, Barillari J, Broccoli M, Sapone A, Affatato A, Paolini M. In vitro induction of benzo(a)pyrene cell-transforming activity by the glucosinolate gluconasturtiin found in cruciferous vegetables. Cancer Lett. 184: 65-71 (2002).

Petersen BL, Andreasson E, Bak S, Agerbirk N, Halkier BA. Characterization of transgenic Arabidopsis thaliana with metabolically engineered high levels of p-hydroxybenzylglucosinolate. Planta 212: 612-618 (2001).

Petersen BL, Chen S, Hansen CH, Olsen CE, Halkier BA. Composition and content of glucosinolates in developing Arabidopsis thaliana. Planta 214: 562-571 (2002).

Pfalz M, Vogel H, Kroymann J. The gene controlling the indole glucosinolate modifier1 quantitative trait locus alters indole glucosinolate structures and aphid resistance in Arabidopsis. Plant Cell 21: 985-999 (2009).

Piacente S, Carbone V, Plaza A, Zampelli A, Pizza C. Investigation of the tuber constituents of maca (Lepidium meyenii Walp.). J. Agric. Food Chem. 50: 5621-5625 (2002).

Piotrowski M. Primary or secondary? Versatile nitrilases in plant metabolism. Phytochemistry 69: 2655-2667 (2008).

Prestera T, Fahey JW, Holtzclaw WD, Abeygunawardana C, Kachinski JL, Talalay P. Comprehensive chromatographic and spectroscopic methods for the separation and identification of intact glucosinolates. Anal. Biochem. 239: 168-179 (1996).

Qiu D, Gao M, Li G, Quiros C. Comparative sequence analysis for Brassica oleracea with similar sequences in B. rapa and Arabidopsis thaliana. Plant Cell Rep. 28: 649-661 (2009).

Rahman MH, Joersbo M, Poulsen MH. Development of yellow-seeded Brassica napus of double low quality. Plant Breed. 120: 473-478 (2001).

Rask L, Andreasson E, Ekbom B, Eriksson S, Pontoppidan B, Meijer J. Myrosinase: gene family evolution and herbivore defense in Brassicaceae. Plant Mol. Biol. 42: 93-113 (2000).

Ratzka A, Vogel H, Kliebenstein DJ, Mitchell-Olds T, Kroymann J. Disarming the mustard oil bomb. Proc. Natl. Acad. Sci. U.S.A. 99: 11223-11228 (2002).

Reichelt M, Brown PD, Schneider B, Oldham NJ, Stauber E, Tokuhisa J, Kliebenstein DJ, Mitchell-Olds T, Gershenzon J. Benzoic acid glucosinolate esters and other glucosinolates from Arabidopsis thaliana. Phytochemistry 59: 663-671 (2002).

Reifenrath K, Muller C. Species-specific and leaf-age dependent effects of ultraviolet radiation on two Brassicaceae. Phytochemistry 68: 875-885 (2007).

Reintanz B, Lehnen M, Reichelt M, Gershenzon J, Kowalczyk M, Sandberg G, Godde M, Uhl R, Palme K. bus, a Bushy Arabidopsis cyp79f1 knockout mutant with abolished synthesis of short-chain aliphatic glucosinolates. Plant Cell 13: 351-367 (2001).

Reymond P, Bodenhausen N, Van Poecke RM, Krishnamurthy V, Dicke M, Farmer EE. A conserved transcript pattern in response to a specialist and a generalist herbivore. Plant Cell 16: 3132-3147 (2004).

Rhodes D, Peel GJ, Dudareva N. Metabolism, secondary: engineering pathways of. In (RM Goodman, ed) Encyclopedia of Plant and Crop Science, Marcell Dekker, N.Y., pp. 720-723 (2004).

Rider SD Jr, Hemm MR, Hostetler HA, Li HC, Chapple C, Ogas J. Metabolic profiling of the Arabidopsis pkl mutant reveals selective derepression of embryonic traits. Planta 219: 489-499 (2004).

Rochfort SJ, Trenerry VC, Imsic M, Panozzo J, Jones R. Class targeted metabolomics: ESI ion trap screening methods for glucosinolates based on MSn fragmentation. Phytochemistry 69: 1671-1679 (2008).

Rosa E, Gomes MH. Relationship between free amino acids and glucosinolates in primary and secondary inflorescences of 11 broccoli (Brassica oleracea L var italica) cultivars grown in early and late seasons. J. Sci. Food Agric. 82: 61-64 (2002).

Rossiter JT, Pickett JA, Bennett MH, Bones AM, Powell G, Cobb J. The synthesis and enzymic hydrolysis of (E)-2-[2,3-2H2]propenyl glucosinolate: confirmation of the rearrangement of the thiohydroximate moiety. Phytochemistry 68: 1384-1390 (2007).

Sakorn P, Rakariyatham N, Niamsup H, Nongkunsarn P. Rapid detection of myrosinase-producing fungi: a plate method based on opaque barium sulphate formation. World J. Microbiol. Biotechnol. 18: 73-74 (2002).

Sasaki-Sekimoto Y, Taki N, Obayashi T, Aono M, Matsumoto F, Sakurai N, Suzuki H, Hirai MY, Noji M, Saito K, Masuda T, Takamiya K, Shibata D, Ohta H. Coordinated activation of metabolic pathways for antioxidants and defence compounds by jasmonates and their roles in stress tolerance in Arabidopsis. Plant J. 44: 653-668 (2005).

Schlaeppi K, Bodenhausen N, Buchala A, Mauch F, Reymond P. The glutathione-deficient mutant pad2-1 accumulates lower amounts of glucosinolates and is more susceptible to the insect herbivore Spodoptera littoralis. Plant J. 55: 774-786 (2008).

Schlaich NL. Flavin-containing monooxygenases in plants: looking beyond detox. Trends Plant Sci. 12: 412-418 (2007).

Schuster J, Knill T, Reichelt M, Gershenzon J, Binder S. BRANCHED-CHAIN AMINOTRANSFERASE4 is part of the chain elongation pathway in the biosynthesis of methionine-derived glucosinolates in Arabidopsis. Plant Cell 18: 2664-2679 (2006).

Schutze W, Mandel F, Schulz H. Identification of glucosinolates in radish (Raphanus sativus L.) and cross-breeds of R. sativus L. x Brassica oleracea L. (Raphanobrassica) by LC-MS. Nahrung-Food 43: 245-248 (1999).

Sebastian RL, Kearsey MJ, King GJ. Identification of quantitative trait loci controlling developmental characteristics of Brassica oleracea L.. Theor. Appl. Genet. 104: 601-609 (2002).

Serra B, Rosa E, Iori R, Barillari J, Cardoso A, Abreu C, Rollin P. In vitro activity of 2-phenylethyl glucosinolate, and its hydrolysis derivatives on the root-knot nematode Globodera rostochiensis (Woll.). Sci. Hortic. 92: 75-81 (2002).

Sexton AC, Kirkegaard JA, Howlett BJ. Glucosinolates in Brassica juncea and resistance to Australian isolates of Leptosphaeria maculans, the blackleg fungus. Australasian Plant Pathol. 28: 95-102 (1999).

Shapiro TA, Fahey JW, Wade KL, Stephenson KK, Talalay P. Human metabolism and excretion of cancer chemoprotective glucosinolates and isothiocyanates of cruciferous vegetables. Cancer Epidemiol. Biomarkers Prev. 7: 1091-1100 (1998).

Shikita M, Fahey JW, Golden TR, Holtzclaw WD, Talalay P. An unusual case of 'uncompetitive activation' by ascorbic acid: purification and kinetic properties of a myrosinase from Raphanus sativus seedlings. Biochem. J. 341: 725-732 (1999).

Shroff R, Vergara F, Muck A, Svatos A, Gershenzon J. Nonuniform distribution of glucosinolates in Arabidopsis thaliana leaves has important consequences for plant defense. Proc. Natl. Acad. Sci. U.S.A. 105: 6196-6201 (2008).

Siemens DH, Garner SH, Mitchell-Olds T, Callaway RM. Cost of defense in the context of plant competition: Brassica rapa may grow and defend. Ecology 83: 505-517 (2002).

Skirycz A, Reichelt M, Burow M, Birkemeyer C, Rolcik J, Kopka J, Zanor MI, Gershenzon J, Strnad M, Szopa J, Mueller-Roeber B, Witt I. DOF transcription factor AtDof1.1 (OBP2) is part of a regulatory network controlling glucosinolate biosynthesis in Arabidopsis. Plant J. 47: 10-24 (2006).

Smiechowska A, Bartoszek A, Namiesnik J. Cancer chemopreventive agents: glucosinolates and their decomposition products in white cabbage (Brassica oleracea var. capitata). Postepy. Hig. Med. Dosw. (Online) 62: 125-140 (2008).

Smolen G, Bender J. Arabidopsis cytochrome P450 cyp83B1 mutations activate the tryptophan biosynthetic pathway. Genetics 160: 323-332 (2002).

Srinivasasainagendra V, Page G, Mehta T, Coulibaly I, Loraine AE. CressExpress: a tool for large-scale mining of expression data from Arabidopsis thaliana. Plant Physiol. 147: 1004-1016 (2008).

Taipalensuu J, Andreasson E, Eriksson S, Rask L. Regulation of the wound-induced myrosinase-associated protein transcript in Brassica napus plants. Eur. J. Biochem. 247: 963-971 (1997).

Taipalensuu J, Falk A, Rask L. A wound- and methyl jasmonate-inducible transcript coding for a myrosinase-associated protein with similarities to an early nodulin. Plant Physiol. 110: 483-491 (1996).

Takechi K, Sakamoto W, Utsugi S, Murata M, Motoyoshi F. Characterization of a flower-specific gene encoding a putative myrosinase binding protein in Arabidopsis thaliana. Plant Cell Physiol. 40: 1287-1296 (1999).

Takeda M, Sugimori N, Torizawa T, Terauchi T, Ono AM, Yagi H, Yamaguchi Y, Kato K, Ikeya T, Jee J, Guntert P, Aceti DJ, Markley JL, Kainosho M. Structure of the putative 32 kDa myrosinase-binding protein from Arabidopsis (At3g16450.1) determined by SAIL-NMR. FEBS J. 275: 5873-5884 (2008).

Tantikanjana T, Mikkelsen MD, Hussain M, Halkier BA, Sundaresan V. Functional analysis of the tandem-duplicated P450 genes SPS/BUS/CYP79F1 and CYP79F2 in glucosinolate biosynthesis and plant development by Ds transposition-generated double mutants. Plant Physiol. 135: 840-848 (2004).

Textor S, Bartram S, Kroymann J, Falk KL, Hick A, Pickett JA, Gershenzon J. Biosynthesis of methionine-derived glucosinolates in Arabidopsis thaliana: recombinant expression and characterization of methylthioalkylmalate synthase, the condensing enzyme of the chain-elongation cycle. Planta 218: 1026-1035 (2004).

Textor S, de Kraker JW, Hause B, Gershenzon J, Tokuhisa JG. MAM3 catalyzes the formation of all aliphatic glucosinolate chain lengths in Arabidopsis. Plant Physiol. 144: 60-71 (2007).

Thornalley PJ. Isothiocyanates: mechanism of cancer chemopreventive action. Anti-Cancer Drugs 13: 331-338 (2002).

Tierens KF, Thomma BP, Brouwer M, Schmidt J, Kistner K, Porzel A, Mauch-Mani B, Cammue BP, Broekaert WF. Study of the role of antimicrobial glucosinolate-derived isothiocyanates in resistance of Arabidopsis to microbial pathogens. Plant Physiol. 125: 1688-1699 (2001).

Traw MB, Feeny P. Glucosinolates and trichomes track tissue value in two sympatric mustards. Ecology 89: 763-772 (2008).

Tripathi MK, Agrawal IS, Sharma SD, Mishra DP. Effect of substitution of soybean meal with treated or untreated high glucosinolate mustard (Brassica juncea) meal on intake, digestibility, growth performance and body composition of calves. Anim. Feed Sci. Technol. 94: 137-146 (2001).

Tsao R, Yu Q, Potter J, Chiba M. Direct and simultaneous analysis of sinigrin and allyl isothiocyanate in mustard samples by high-performance liquid chromatography. J. Agric. Food Chem. 50: 4749-4753 (2002).

van Doorn HE, van der Kruk GC, van Holst GJ. Large scale determination of glucosinolates in Brussels sprouts samples after degradation of endogenous glucose. J. Agric. Food Chem. 47: 1029-1034 (1999).

van Leur H, Raaijmakers CE, van Dam NM. A heritable glucosinolate polymorphism within natural populations of Barbarea vulgaris. Phytochemistry 67: 1214-1223 (2006).

van Poppel G, Verhoeven DT, Verhagen H, Goldbohm RA. Brassica vegetables and cancer prevention. Epidemiology and mechanisms. Adv. Exp. Med. Biol. 472: 159-68 (1999).

Vang O, Frandsen H, Hansen KT, Sorensen JN, Sorensen H, Andersen O. Biochemical effects of dietary intakes of different broccoli samples. I. Differential modulation of cytochrome P-450 activities in rat liver, kidney, and colon. Metab.-Clin. Exp. 50: 1123-1129 (2001).

Vang O, Mortensen J, Andersen O. Biochemical effects of dietary intake of different broccoli samples. II. Multivariate analysis of contributions of specific glucosinolates in modulating cytochrome P-450 and antioxidant defense enzyme activities. Metab.-Clin. Exp. 50: 1130-1135 (2001).

Vanhaelen N, Haubruge E, Lognay G, Francis F. Hoverfly glutathione S-transferases and effect of Brassicaceae secondary metabolites. Pest. Biochem. Physiol. 71: 170-177 (2001).

Vergara F, Wenzler M, Hansen BG, Kliebenstein DJ, Halkier BA, Gershenzon J, Schneider B. Determination of the absolute configuration of the glucosinolate methyl sulfoxide group reveals a stereospecific biosynthesis of the side chain. Phytochemistry 69: 2737-2742 (2008).

Verhoeven DT, Verhagen H, Goldbohm RA, van den Brandt PA, van Poppel G. A review of mechanisms underlying anticarcinogenicity by Brassica vegetables. Chem. Biol. Interact. 103: 79-129 (1997).

Vorwerk S, Biernacki S, Hillebrand H, Janzik I, Muller A, Weiler EW, Piotrowski M. Enzymatic characterization of the recombinant Arabidopsis thaliana nitrilase subfamily encoded by the NIT2/NIT1/NIT3-gene cluster. Planta 212: 508-516 (2001).

Wallace SK, Eigenbrode SD. Changes in the glucosinolate-myrosinase defense system in Brassica juncea cotyledons during seedling development. J. Chem. Ecol. 28: 243-256 (2002).

Wang QM, Grubb CD, Abel S. Direct analysis of single leaf disks for chemopreventive glucosinolates. Phytochem. Anal. 13: 152-158 (2002).

Warton B, Matthiessen JN, Shackleton MA. Glucosinolate content and isothiocyanate evolution - Two measures of the biofumigation potential of plants. J. Agric. Food Chem. 49: 5244-5250 (2001).

Wentzell AM, Boeye I, Zhang Z, Kliebenstein DJ. Genetic networks controlling structural outcome of glucosinolate activation across development. PLoS Genet. 4: e1000234 (2008).

Wentzell AM, Kliebenstein DJ. Genotype, age, tissue, and environment regulate the structural outcome of glucosinolate activation. Plant Physiol. 147: 415-428 (2008).

Westerman S, Blake-Kalff MMA, De Kok LJ, Stulen I. Sulfate uptake and utilization by two varieties of Brassica oleracea with different sulfur need as affected by atmospheric H2S. Phyton-Ann. REI Bot. 41: 49-61 (2001).

Williams DJ, Critchley C, Pun S, Nottingham S, O'Hare TJ. Epithiospecifier protein activity in broccoli: the link between terminal alkenyl glucosinolates and sulphoraphane nitrile. Phytochemistry 69: 2765-2773 (2008).

Wittstock U, Halkier BA. Cytochrome P450 CYP79A2 from Arabidopsis thaliana L. catalyzes the conversion of L-phenylalanine to phenylacetaldoxime in the biosynthesis of benzylglucosinolate. J. Biol. Chem. 275: 14659-14666 (2000).

Wittstock U, Halkier BA. Glucosinolate research in the Arabidopsis era. Trends Plant Sci. 7: 263-270 (2002).

Xue JP, Lenman M, Falk A, Rask L. The glucosinolate-degrading enzyme myrosinase in Brassicaceae is encoded by a gene family. Plant Mol. Biol. 18: 387-398 (1992).

Zang YX, Kim JH, Park YD, Kim DH, Hong SB. Metabolic engineering of aliphatic glucosinolates in Chinese cabbage plants expressing Arabidopsis MAM1, CYP79F1, and CYP83A1. BMB Rep. 41: 472-478 (2008).

Zang YX, Lim MH, Park BS, Hong SB, Kim DH. Metabolic engineering of indole glucosinolates in Chinese cabbage plants by expression of Arabidopsis CYP79B2, CYP79B3, and CYP83B1. Mol. Cells 25: 231-241 (2008).

Zasada IA, Ferris H. Sensitivity of Meloidogyne javanica and Tylenchulus semipenetrans to isothiocyanates in laboratory assays. Phytopathology 93: 747-750 (2003).

Zhang JM, Pontoppidan B, Xue JP, Rask L, Meijer J. The third myrosinase gene TGG3 in Arabidopsis thaliana is a pseudogene specifically expressed in stamen and petal. Physiol. Plant. 115: 25-34 (2002).

Zhang Z, Ober JA, Kliebenstein DJ. The gene controlling the quantitative trait locus EPITHIOSPECIFIER MODIFIER1 alters glucosinolate hydrolysis and insect resistance in Arabidopsis. Plant Cell 18: 1524-1536 (2006).

Zhao C, Craig JC, Petzold HE, Dickerman AW, Beers EP. The xylem and phloem transcriptomes from secondary tissues of the Arabidopsis root-hypocotyl. Plant Physiol. 138: 803-818 (2005).

Zhao Z, Zhang W, Stanley BA, Assmann SM. Functional proteomics of Arabidopsis thaliana guard cells uncovers new stomatal signaling pathways. Plant Cell 20: 3210-3226 (2008).

Number of references = 264

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David Rhodes
Department of Horticulture & Landscape Architecture
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Last Update: 10/01/09