136314-94-8

Basic information

• Product Name: Cyclo(glycyl-L-prolyl-L-phenylalanyl-L-prolylglycyl-L-prolyl-L-phenyla lanyl-L-prolyl)
• Synonyms: Cyclo(glycyl-L-prolyl-L-phenylalanyl-L-prolylglycyl-L-prolyl-L-phenyla lanyl-L-prolyl);cyclo(phenylalanyl-prolyl-glycyl-prolyl)2
• CAS NO: 136314-94-8
• Molecular Formula: C₄₂H₅₂N₈O₈
• Molecular Weight: 796.91108
• Mol File: 136314-94-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 1195.6°Cat760mmHg
• Flash Point: 676.9°C
• Appearance: /
• Density: 1.355g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.637
• CAS DataBase Reference: Cyclo(glycyl-L-prolyl-L-phenylalanyl-L-prolylglycyl-L-prolyl-L-phenyla lanyl-L-prolyl)(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclo(glycyl-L-prolyl-L-phenylalanyl-L-prolylglycyl-L-prolyl-L-phenyla lanyl-L-prolyl)(136314-94-8)
• EPA Substance Registry System: Cyclo(glycyl-L-prolyl-L-phenylalanyl-L-prolylglycyl-L-prolyl-L-phenyla lanyl-L-prolyl)(136314-94-8)

Safety Data

• Hazardous Substances Data: 136314-94-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C42H52N8O8/c43-25-36(52)48-20-8-17-34(48)39(55)46-32(24-29-13-5-2-6-14-29)42(58)50-22-10-16-33(50)38(54)44-26-37(53)49-21-9-18-35(49)40(56)45-31(23-28-11-3-1-4-12-28)41(57)47-19-7-15-30(47)27-51/h1-6,10-14,22,27,30-35H,7-9,15-21,23-26,43H2,(H,44,54)(H,45,56)(H,46,55)/t30-,31-,32-,33-,34-,35-/m0/s1

Upstream product

• 136206-75-2 L-Phe-L-Pro-Gly-L-Pro-L-Phe-L-Pro-Gly-L-Pro-OSu 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 41324-66-7 H-Pro-OBzl 
• 136206-73-0 Boc-L-Phe-L-Pro-Gly-L-Pro-L-Phe-L-Pro-Gly-L-Pro-OBzl 
• 136206-70-7 Boc-L-Phe-L-Pro-Gly-L-Pro-OBzl 
• 136206-71-8 Boc-L-Phe-L-Pro-Gly-L-Pro 
• 136206-72-9 L-Phe-L-Pro-Gly-L-Pro-OBzl 
• 64472-24-8 glycyl-L-proline benzyl ester 
• 29776-78-1 (S)-1-(2-tert-butoxycarbonylaminoacetyl)pyrrolidine-2-carboxylic acid benzyl ester 
• 70462-58-7 benzyl (tert-butoxycarbonyl)-L-phenylalanyl-L-prolinate 
• 23420-32-8 N-tert-butoxycarbonyl-L-phenylalanyl-L-proline 
• 136236-56-1 Boc-L-Phe-L-Pro-Gly-L-Pro-L-Phe-L-Pro-Gly-L-Pro-OSu 
• 136206-74-1 Boc-L-Phe-L-Pro-Gly-L-Pro-L-Phe-L-Pro-Gly-L-Pro 

Relevant articles and documents

Conformational studies of cyclo(L-Phe-L-Pro-Gly-L-Pro)2 by 1H- and 13C-nuclear magnetic resonance spectroscopy, and its enantioface-differentiating ability

Analyses of the 1H- and 13C-nuclear magnetic resonance (1H- and 13C-NMR) spectra of the cyclooctapeptide cyclo (L-Phe-L-Pro-Gly-L-Pro)2 (3) in CDCl3 with the aid of the C-H correlated spectroscopy (C-H COSY) two-dimensional NMR spectrum (Fig. 2) suggested that two kinds of C2-symmetric conformation with all trans and cis-trans-trans-trans forms coexist. When 0.5 eq of CsSCN or 1 eq of D- and L-PheOMe · HCl (D/L ratio = 1/2) was added to a solution of the cyclooctapeptide (3) in CDCl3, the 1H- and 13C-NMR spectra (Fig. 3) suggested the presence of only one C2-symmetric conformation (all trans), resulting from the formation of complexes with CsSCN or D- and L-PheOMe · HCl. The 13C-NMR spectra of the complexes of the cyclooctapeptide (3 or 4) with D- and L-PheOMe · HCl displayed separate resonances for each carbon atom of D-PheOMe · HCl and L-PheOMe · HCl. Furthermore, the ability of 3 to distinguish the D from the L enantiomer, is superior to that of 4 (Table II).