266683-40-3Relevant articles and documents
Synthesis and evaluation of ω-borono-α-amino acids as active-site probes of arginase and nitric oxide synthases
Collet, Sylvain,Carreaux, Francois,Boucher, Jean-Luc,Pethe, Stephanie,Lepoivre, Michel,Danion-Bougot, Renee,Danion, Daniel
, p. 177 - 182 (2008/10/08)
Enantiomerically pure ω-borono-α-amino acids of various chain lengths have been synthesized according to a general methodology involving condensation of alkenyl and alkynyl bromides with NiII complex of the Schiff base derived from glycine and (S)-2-[N'-(N-benzylprolyl)amino]benzophenone, hydroboration of the intermediate ω-unsaturated α-amino acids with diisopinocampheylborane, and oxidation with acetaldehyde. Some of these compounds act as potent inhibitors of rat liver and murine macrophage arginases, demonstrating that distance between the B(OH)2 and α-amino acid groups is a key determinant for their interaction with arginase. In contrast, they are without effect on neuronal and inducible NO synthases.