L-Canaline

L-Canaline is an aminooxy analog of ornithine that irreversibly inhibits aminotransferases (transaminases), including ornithine aminotransferase (K_i = 2 µM).^1,2,3 It forms oximes with α-keto acids and aldehydes, most notably with pyridoxal phosphate, an essential cofactor of aminotransferases.³ L-Canaline is naturally found in plants, including legumes, and is involved in the metabolism of L-canavanine, an aminooxy analog of arginine.⁴ It is cytotoxic to a range of organisms, including bacteria, insects, and parasites.^2,4,5

WARNING This product is not for human or veterinary use.

1. Bolkenius, F.N., Knödgen, B., and Seiler, N. DL-Canaline and 5-fluoromethylornithine. Comparison of two inactivators of ornithine aminotransferase. Biochem. J. 268, 409-414 (1990).

2. Heilbronn, J., Wilson, J., and Berger, B.J. Tyrosine aminotransferase catalyzes the final step of methionine recycling in Klebsiella pneumoniae. J. Bacteriol. 181(6), 1739-1747 (1999).

3. Worthen, D.R., Ratliff, D.K., Rosenthal, G.A., et al. Structure-activity studies of L-canaline-mediated inhibition of porcinealanine aminotransferase. Chem. Res. Toxicol. 9(8), 1293-1297 (1996).

4. Rosenthal, G.A. L-Canavanine Transport and Utilization in Developing Jack Bean, Canavalia ensiformis (L.) DC. [Leguminosae]. Plant Physiol. 69, 1066-1069 (1982).

5. Berger, B.J. Antimalarial activities of aminooxy compounds. Antimicrob. Agents Chemother. 44(9), 2540-2542 (2000).