104045-04-7

Basic information

• Product Name: N-acetyl-L-isoleucyl-O-benzyl-L-tyrosine methyl ester
• Synonyms: N-acetyl-L-isoleucyl-O-benzyl-L-tyrosine methyl ester
• CAS NO: 104045-04-7
• Molecular Weight: 440.539
• Mol File: 104045-04-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-acetyl-L-isoleucyl-O-benzyl-L-tyrosine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-acetyl-L-isoleucyl-O-benzyl-L-tyrosine methyl ester(104045-04-7)
• EPA Substance Registry System: N-acetyl-L-isoleucyl-O-benzyl-L-tyrosine methyl ester(104045-04-7)

Safety Data

• Hazardous Substances Data: 104045-04-7(Hazardous Substances Data)

Upstream product

• 5854-47-7 (2S,3S)-N-acetyl-2-amino-3-methylpentanoic acid 
• 34805-17-9 methyl 2S-amino-3-(4-benzyloxyphenyl)propionate hydrochloride 

Downstream Products

• 104044-85-1 N-acetyl-L-isoleucyl-O-benzyl-L-tyrosine 

Relevant articles and documents

Identification of ACE pharmacophore in the phosphonopeptide metabolite K-26

The naturally occurring phosphonotripeptide K-26 is a potent angiotensin converting enzyme (ACE) inhibitor containing an α-amino phosphonic acid analogue of tyrosine. Previous studies have demonstrated that canonical peptide analogues of K-26 are micromolar inhibitors of ACE. To ascertain the structure-activity relationships in this class of ACE inhibitory natural products, K-26 and eight analogues were chemically synthesized and evaluated. Phosphonyl substitution was found to be the critical determinant of activity, resulting in a 1500-fold increase in ACE inhibition versus carboxyl analogues. Secondarily, the absolute configuration of the terminal α-amino phosphonate and N-acetylation were found to significantly modulate ACE inhibitory activity.