L-Canavanine sulfate

L-Canavanine sulfate is a selective inhibitor of inducible NO synthase.

ChEBI: An organic sulfate salt obtained by combining L-canavanine with one molar equivalent of sulfuric acid.

Canavanine is a homolog of arginine and a non-protein amino acid. It is present in plants like alfalfa, cloves, beans onions and sprouts. Canavanine is synthesized from L-canavaninosuccinic acid and the biosynthetic pathway was first elucidated in jack bean plant.

Recrystallise the sulfate by dissolving (~1g) in H2O (10mL), and adding with stirring 0.5 to 1.0 volumes of 95% EtOH whereby crystals separate. These are collected, washed with Me2CO/EtOH (1:1) and dried over P2O5 in a vacuum. [Hunt & Thompson Biochemical Preparations 13 416 1971, Feacon & Bell Biochem J 59 221 1955, Beilstein 4 III 1636, 4 IV 3188.]

A Nitric Oxide Synthase inhibitor

Canavanine sulfate salt has been used:as a translation inhibitor in yeast translation studiesas a component of synthetic complete (SC) drop-out medium for screening yeastfor screeningSaccharomyces cerevisiaein canavanine mutation frequency assay

Molecular Weight:274.26
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:5
Exact Mass:274.05831997
Monoisotopic Mass:274.05831997
Topological Polar Surface Area:220
Heavy Atom Count:17
Complexity:259
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes