1329089-94-2

Basic information

• Product Name: C₅₆H₆₉N₁₁O₁₀S₂
• CAS NO: 1329089-94-2
• Molecular Weight: 1120.36
• Mol File: 1329089-94-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₅₆H₆₉N₁₁O₁₀S₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₅₆H₆₉N₁₁O₁₀S₂(1329089-94-2)
• EPA Substance Registry System: C₅₆H₆₉N₁₁O₁₀S₂(1329089-94-2)

Safety Data

• Hazardous Substances Data: 1329089-94-2(Hazardous Substances Data)

Upstream product

• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 15260-10-3 N-Boc-O-benzyl-L-threonine 
• 18942-46-6 N-(tert-butyloxycarbonyl)-S-(4-methoxybenzyl)cysteine 
• 54613-99-9 Boc-(S)-Lys(2-Cl-Z)-OH 
• 65717-64-8 N-(t-butoxycarbonyl)-^im-benzyl-D-histidine 

Relevant articles and documents

N-Imidazolebenzyl-histidine substitution in somatostatin and in its octapeptide analogue modulates receptor selectivity and function

Despite 3 decades of focused chemical, biological, structural, and clinical developments, unusual properties of somatostatin (SRIF, 1) analogues are still being uncovered. Here we report the unexpected functional properties of 1 and the octapeptide cyclo(3-14)H-Cys-Phe-Phe-Trp8-Lys-Thr-Phe-Cys-OH (somatostatin numbering; OLT-8, 9) substituted by imBzl-l- or -d-His at position 8. These analogues were tested for their binding affinity to the five human somatostatin receptors (sst1-5), as well as for their functional properties (or functionalities) in an sst3 internalization assay and in an sst3 luciferase reporter gene assay. While substitution of Trp8 in somatostatin by imBzl-l- or -d-His8 results in sst3 selectivity, substitution of Trp8 in the octapeptide 9 by imBzl-l- or -d-His8 results in loss of binding affinity for sst1,2,4,5 and a radical functional switch from agonist to antagonist.