144647-60-9

Basic information

• Product Name: (S)-1-[(S)-2-((2S,3R)-3,7-Bis-benzyloxycarbonylamino-2-hydroxy-heptanoylamino)-propionyl]-pyrrolidine-2-carboxylic acid methyl ester
• CAS NO: 144647-60-9
• Molecular Weight: 626.707
• Mol File: 144647-60-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-1-[(S)-2-((2S,3R)-3,7-Bis-benzyloxycarbonylamino-2-hydroxy-heptanoylamino)-propionyl]-pyrrolidine-2-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-[(S)-2-((2S,3R)-3,7-Bis-benzyloxycarbonylamino-2-hydroxy-heptanoylamino)-propionyl]-pyrrolidine-2-carboxylic acid methyl ester(144647-60-9)
• EPA Substance Registry System: (S)-1-[(S)-2-((2S,3R)-3,7-Bis-benzyloxycarbonylamino-2-hydroxy-heptanoylamino)-propionyl]-pyrrolidine-2-carboxylic acid methyl ester(144647-60-9)

Safety Data

• Hazardous Substances Data: 144647-60-9(Hazardous Substances Data)

Upstream product

• 71067-42-0 alanylproline methyl ester hydrochloride 
• 138207-69-9 (2S,3S)-bis(N-benzyloxycarbonyl)-3,7-diamino-2-hydroxyheptanoic acid 

Relevant articles and documents

Aminopeptidase inhibitory properties and analgesic activity of (2S,3R)-3,7-diamino-2-hydroxy-heptanoic acid containing tripeptide analogues of the N-terminal tripeptide of probestin

(2S,3R)-3,7-Diamino-2-hydroxy-heptanoyl-Leu-Pro-OH [(2S,3R)-DAHHA-Leu Pro-OH, 4], analogue of the N-terminal tripeptide of probestin, has been synthesized, and tested as inhibitor of AP-B, Leu-AP, AP-M, and enkephalin-degrading APs, and as analgesic. In order to establish structure-activity relationships the dipeptide (2S,3R)-DAHHA-Pro-OH (5) and the tripeptide (2S,3R)-DAHHA-Ala-Pro-OH (6) were also prepared. Compounds 4 and 6 were potent and selective inhibitors of enkephalin-degrading APs and showed a prolonged antinociceptive effect.