1202705-09-6

Basic information

• Product Name: C₄₃H₆₃N₇O₁₆
• Synonyms: C₄₃H₆₃N₇O₁₆
• CAS NO: 1202705-09-6
• Molecular Weight: 934.011
• Mol File: 1202705-09-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₄₃H₆₃N₇O₁₆(CAS DataBase Reference)
• NIST Chemistry Reference: C₄₃H₆₃N₇O₁₆(1202705-09-6)
• EPA Substance Registry System: C₄₃H₆₃N₇O₁₆(1202705-09-6)

Safety Data

• Hazardous Substances Data: 1202705-09-6(Hazardous Substances Data)

Upstream product

• 1202704-97-9 Boc-Phe-Lys(Poc)-Val-OMe 
• 21893-05-0 methyl 2,3,4-tri-O-acetyl-6-azido-6-deoxy-β-L-idopyranoside 

Relevant articles and documents

Development and characterization of lysine based tripeptide analogues as inhibitors of Sir2 activity

Sirtuins are NAD+ dependent deacetylases that modulate various essential cellular functions. Development of peptide based inhibitors of Sir2s would prove useful both as pharmaceutical agents and as effectors by which downstream cellular alterations can be monitored. Click chemistry that utilizes Huisgen's 1,3-dipolar cycloaddition permits attachment of novel modifications onto the side chain of lysine. Herein, we report the synthesis of peptide analogues prepared using click reactions on Nε-propargyloxycarbonyl protected lysine residues and their characterization as inhibitors of Plasmodium falciparum Sir2 activity. The peptide based inhibitors exhibited parabolic competitive inhibition with respect to acetylated-peptide substrate and parabolic non-competitive inhibition with NAD+ supporting the formation of EI2 and E·NAD+·I2 complexes. Cross-competition inhibition analysis with the non-competitive inhibitor nicotinamide (NAM) ruled out the possibility of the NAM-binding site being the second inhibitor binding site, suggesting the presence of a unique alternate pocket accommodating the inhibitor. One of these compounds was also found to be a potent inhibitor of the intraerythrocytic growth of P. falciparum with 50% inhibitory concentration in the micromolar range.