title: Synthesis of all the stereoisomers of statine (4-amino-3-hydroxy-6-methylheptanoic acid). Inhibition of pepsin activity by N-carbobenzoxy-L-valyl-L-valyl-statine derived from the four stereoisomers.
abstract: Synthesis of all four stereoisomers of the novel amino acid statine, 4-amino-3-hydroxy-6-methylheptanoic acid, found in pepstatin, a potent acid protease inhibitor, has been accomplished. Carbobenzoxy-L-valyl-L-valyl-statine tripeptides derived from all four stereoisomers have been prepared and their effect on pepsin activity is compared to that of pepstatin.
mesh_terms: D000596:Amino Acids / Q000138:chemical synthesis* / Q000494:pharmacology; D000605:Amino Alcohols / Q000138:chemical synthesis* / Q000494:pharmacology; D006454:Hemoglobins / Q000378:metabolism; D009842:Oligopeptides / Q000138:chemical synthesis* / Q000494:pharmacology; D010434:Pepsin A / Q000037:antagonists & inhibitors*; D010436:Pepstatins / Q000494:pharmacology; D013237:Stereoisomerism
chemical_list: D000596:Amino Acids; D000605:Amino Alcohols; D006454:Hemoglobins; D009842:Oligopeptides; D010436:Pepstatins; D010434:Pepsin A