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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, canavanine or canaline

Berge MA, Rosenthal GA. Metabolism of L-canavanine and L-canaline in the tobacco budworm, Heliothis virescens [Noctuidae]. Chem. Res. Toxicol. 4: 237-240 (1991).

Cooper AJ. Oxime formation between alpha-keto acids and L-canaline. Arch. Biochem. Biophys. 233: 603-610 (1984).

Cronk Q, Ojeda I, Pennington RT. Legume comparative genomics: progress in phylogenetics and phylogenomics. Curr. Opin. Plant Biol. 9: 99-103 (2006).

Dahlman DL, Rosenthal GA. Further studies of the effect of L-canavanine on the tobacco hornworm, Manduca sexta. J. Insect Physiol. 22: 265-271 (1976).

Dahlman DL, Rosenthal GA. Non-protein amino acid-insect interactions. I. Growth effects and symptomology of L-canavanine consumption by tobacco hornworm, Manduca sexta (L.). Comp. Biochem. Physiol. [A] 51: 33-36 (1975).

Heilbronn J, Wilson J, Berger BJ. Tyrosine aminotransferase catalyzes the final step of methionine recycling in Klebsiella pneumoniae. J. Bacteriol. 181: 1739-1747 (1999).

Herrero A, Flores E. Transport of basic amino acids by the dinitrogen-fixing cyanobacterium Anabaena PCC 7120. J. Biol. Chem. 265: 3931-3935 (1990).

Kasai T, Sakamura S. Reexamination of canavanine disappearance during germination of alfalfa (Medicago sativa). J. Nutr. Sci. Vitaminol. (Tokyo) 32: 77-82 (1986).

Kavanaugh D, Berge MA, Rosenthal GA. A higher plant enzyme exhibiting broad acceptance of stereoisomers. Plant Physiol. 94: 67-70 (1990).

Korpela TK, Lorenz H, Laakso S. A specific arginase-based assay for L-canavanine in leguminous plants. J. Biochem. Biophys. Methods 7: 67-70 (1982).

Kozmin S, Slezak G, Reynaud-Angelin A, Elie C, de Rycke Y, Boiteux S, Sage E. UVA radiation is highly mutagenic in cells that are unable to repair 7,8-dihydro-8-oxoguanine in Saccharomyces cerevisiae. Proc. Natl. Acad. Sci. U.S.A. 102: 13538-13543 (2005).

Lee Y, Choi YA, Hwang ID, Kim SG, Kwon YM. cDNA cloning of two isoforms of ornithine carbamoyltransferase from Canavalia lineata leaves and the effect of site-directed mutagenesis of the carbamoyl phosphate binding site. Plant Mol. Biol. 46: 651-660 (2001).

Lee Y, Jun BO, Kim SG, Kwon YM. Purification of ornithine carbamoyltransferase from kidney bean (Phaseolus vulgaris L.) leaves and comparison of the properties of the enzyme from canavanine-containing and -deficient plants. Planta 205: 375-379 (1998).

Melangeli C, Rosenthal GA, Dalman DL. The biochemical basis for L-canavanine tolerance by the tobacco budworm Heliothis virescens (Noctuidae). Proc. Natl. Acad. Sci. U.S.A. 94: 2255-2260 (1997).

Michelangeli C, Vargas RE. L-Canavanine influences feed intake, plasma basic amino acid concentrations and kidney arginase activity in chicks. J. Nutr. 124: 1081-1087 (1994).

Moon BC, Choi MS, Kang YH, Kim MC, Cheong MS, Park CY, Yoo JH, Koo SC, Lee SM, Lim CO, Cho MJ, Chung WS. Arabidopsis ubiquitin-specific protease 6 (AtUBP6) interacts with calmodulin. FEBS Lett. 579: 3885-3890 (2005).

Pazlarova J, Dvorakova M, Chaloupka J. Turnover of canavanine-containing proteins in Saccharomyces cerevisiae. Folia Microbiol. (Praha) 38: 225-228 (1993).

Ramakrishna S, Adiga PR. Arginine decarboxylase from Lathyrus sativus seedlings. Purification and properites. Eur. J. Biochem. 59: 377-386 (1975).

Reczkowski RS, Ash DE. Rat liver arginase: kinetic mechanism, alternate substrates, and inhibitors. Arch. Biochem. Biophys. 312: 31-37 (1994).

Rosenthal GA. The biological effects and mode of action of L-canavanine, a structural analogue of L-arginine. Q. Rev. Biol. 52: 155-178 (1977).

Rosenthal GA. Plant nonprotein amino and imino acids; biological, biochemical and toxicological properties. Academic Press, New York (1982).

Rosenthal GA. Purification and characterization of the higher plant enzyme L-canaline reductase. Proc. Natl. Acad. Sci. U.S.A. 89: 1780-1784 (1992).

Rosenthal GA. L-Canaline: a potent antimetabolite and anti-cancer agent from leguminous plants. Life Sci. 60: 1635-1641 (1997).

Rosenthal GA. A mechanism of L-canaline toxicity. Eur. J. Biochem. 114: 301-304 (1981).

Rosenthal GA. Metabolism of L-canavanine and L-canaline in leguminous plants. Plant Physiol. 94: 1-3 (1990).

Rosenthal GA, Berge MA, Bleiler JA, Rudd TP. Aberrant, canavanyl protein formation and the ability to tolerate or utilize L-canavanine. Experientia 43: 558-561 (1987).

Rosenthal GA, Dahlman DL. Interaction of L-canaline with ornithine aminotransferase of the tobacco hornworm, Manduca sexta (Sphingidae). J. Biol. Chem. 265: 868-873 (1990).

Rosenthal GA, Dahlman DL. Studies of L-canavanine incorporation into insectan lysozyme. J. Biol. Chem. 266: 15684-15687 (1991).

Rosenthal GA, Dahlman DL. L-Canavanine and protein synthesis in the tobacco hornworm Manduca sexta. Proc. Natl. Acad. Sci. U.S.A. 83: 14-18 (1986).

Rosenthal GA, Dahlman DL, Janzen DH. A novel means for dealing with L-canavanine, a toxic metabolite. Science 192: 256-258 (1976).

Rosenthal GA, Dahlman DL, Robinson GW. L-Arginine kinase from tobacco hornworm, Manduca sexta (L.). Purification, properties, and interaction with L-canavanine. J. Biol. Chem. 252: 3679-3683 (1977).

Rosenthal GA, Downum KR, Mattler JE. Radiochemical synthesis of L-[guanidinooxy-14C]canavanine. Anal. Biochem. 133: 277-282 (1983).

Rosenthal GA, Harper L. L-Homoarginine studies provide insight into the antimetabolic properties of L-canavanine. Insect Biochem. Mol. Biol. 26: 389-394 (1996).

Rosenthal GA, Janzen DH, Dahlman DL. Degradation and detoxification of canavanine by a specialized seed predator. Science 196: 658-660 (1977).

Rosenthal GA, Lambert J, Hoffmann D. Canavanine incorporation into the antibacterial proteins of the fly, Phormia terranovae (Diptera), and its effect on biological activity. J. Biol. Chem. 264: 9768-9771 (1989).

Rosenthal GA, Reichhart JM, Hoffmann JA. L-Canavanine incorporation into vitellogenin and macromolecular conformation. J. Biol. Chem. 264: 13693-13696 (1989).

Rosenthal GA, Rhodes D. L-Canavanine transport and utilization in developing jack bean, Canavalia ensiformis (L.) DC. [Leguminosae]. Plant Physiol. 76: 541-544 (1984).

Rosenthal GA, Thomas D. Radiochemical synthesis of DL-canaline and the colorimetric assay of canaline. Anal. Biochem. 140: 246-249 (1984).

Rosenthal GA, Thomas DA. A radiometric assay for determining the incorporation of L-canavanine or L-arginine into protein. Anal. Biochem. 147: 428-431 (1985).

Shah SA, Shen BW, Brunger AT. Human ornithine aminotransferase complexed with L-canaline and gabaculine: structural basis for substrate recognition. Structure 5: 1067-1075 (1997).

Shimotohno KW, Iida J, Takizawa N, Endo T. Purification and characterization of arginine amidinohydrolase from Bacillus brevis TT02-8. Biosci. Biotechnol. Biochem. 58: 1045-1049 (1994).

Smith DW, Ganaway RL, Fahrney DE. Arginine deiminase from Mycoplasma arthritidis. Structure-activity relationships among substrates and competitive inhibitors. J. Biol. Chem. 253: 6016-6020 (1978).

Srivenugopal KS, Adiga PR. Partial purification and properties of a transamidinase from Lathyrus sativus seedlings. Involvement in homoarginine metabolism and amine interconversions. Biochem. J. 189: 553-560 (1980).

van Balgooy JN. Separation of canavanine and canaline by high performance liquid chromatography. Experientia 43: 1034-1037 (1987).

van Slegtenhorst M, Carr E, Stoyanova R, Kruger WD, Henske EP. Tsc1(+) and tsc2(+) regulate arginine uptake and metabolism in Schizosaccharomyces pombe. J. Biol. Chem. 279: 12706-12713 (2004).

Yan N, Doelling JH, Falbel TG, Durski AM, Vierstra RD. The ubiquitin-specific protease family from Arabidopsis. AtUBP1 and 2 are required for the resistance to the amino acid analog canavanine. Plant Physiol. 124: 1828-1843 (2000).

Number of references = 46

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Last Update: 10/01/09