31953-80-7

Basic information

• Product Name: Glycine, N-[1-[(1,1-dimethylethoxy)carbonyl]-L-prolyl]-, phenylmethyl ester
• CAS NO: 31953-80-7
• Molecular Formula: C19H26N2O5
• Molecular Weight: 362.426
• Mol File: 31953-80-7.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: Glycine, N-[1-[(1,1-dimethylethoxy)carbonyl]-L-prolyl]-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Glycine, N-[1-[(1,1-dimethylethoxy)carbonyl]-L-prolyl]-, phenylmethyl ester(31953-80-7)
• EPA Substance Registry System: Glycine, N-[1-[(1,1-dimethylethoxy)carbonyl]-L-prolyl]-, phenylmethyl ester(31953-80-7)

Safety Data

• Hazardous Substances Data: 31953-80-7(Hazardous Substances Data)

Upstream product

• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 1738-76-7 glycine benzyl ester p-toluenesulfonic acid salt 
• 34290-72-7 tert-butyloxycarbonyl-prolyl-glycine methyl ester 
• 100-51-6 benzyl alcohol 
• 3392-10-7 tert-butoxycarbonyl-L-proline N-hydroxysuccinimide ester 
• 1738-68-7 Gly-OBz 
• 2462-31-9 benzyl 2-aminoacetate hydrochloride 

Downstream Products

• 3705-27-9 (S)-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione 
• 82289-41-6 des-Tyr¹-β-casomorphin-5 
• 83280-23-3 β-casomorphine monohydrochloride 
• 83280-22-2 Boc-Tyr-Pro-Phe-Pro-Gly-OH 
• 83280-20-0 Z-Pro-Phe-Pro-Gly-OBzl 
• 407629-42-9 t-BuOCO-L-Pro-Gly-Gly-Gly-OCH₂Ph₂ 
• 80451-92-9 Boc-Leu-Gly-Gly-Gly-Pro-Gly-OBzl 
• 80463-63-4 H-Gly-Pro-Gly-OBzl hydrochloride 
• 70512-89-9 N-benzyloxycarbonyl-L-threonyl-N^ε-benzyloxycarbonyl-L-lysyl-L-prolyl-glycine benzyl ester 
• 115901-40-1 Z-O-benzyltyrosylprolylphenylalanylprolylglycine benzyl ester 
• 103725-70-8 BOC-prolylphenylalanylprolylglycine benzyl ester 
• 83280-18-6 BOC-phenylalanylprolylglycine benzyl ester 
• 83280-19-7 phenylalanylprolylglycine benzyl ester hydrochloride 
• 72122-63-5 bovine β-casomorphin-5 

Relevant articles and documents

Synthesis of temperature-dependent elastin-like peptide-modified dendrimer for drug delivery

Dendrimers are synthetic macromolecules with a unique structure that are potential unimolecular drug carriers and potential scaffolds for peptides. Elastin is one of the main components of the extracellular matrix, as well as a temperature-sensitive biomacromolecule. Val-Pro-Gly-Val-Gly repeats, an elastin-like peptide, have been used for designing artificial elastin molecules. In this study, we have synthesized a novel type of temperature-dependent drug carrier by conjugating Ac-Val-Pro-Gly-Val-Gly to a dendrimer, named elastin-mimetic dendrimer. The elastin-mimetic dendrimer formed β-turn structure by heating. The elastin-mimetic dendrimer exhibited the inverse phase transition, depending on pH and NaCl concentration in addition to temperature. The elastin-mimetic dendrimer could encapsulate a model drug, rose bengal, even though the complex stability was similar to the dendrimer without elastin-like peptide. Therefore, the elastin-mimetic dendrimer is a potential drug carrier with temperature- and pH-dependent properties. (134 words)

Synthesis and evaluation of in Vivo anti-hypothermic effect of the N- And C-terminus modified thyrotropin-releasing hormone mimetic: [(4S,5S)-(5-methyl-2-oxooxazolidine-4-yl)-carbonyl]-[3-(thiazol-4-yl)-L-alanyl]-L-prolinamide

We explored orally effective thyrotropin-releasing hormone (TRH) mimetics, which show high central nervous system effects in structure–activity relationship studies based on in vivo antagonistic activity on reserpine-induced hypothermia (anti-hypothermic effect) in mice starting from TRH. This led us to the TRH mimetic: [(4S,5S)-(5-methyl-2-oxooxazolidine-4-yl)carbonyl]-[3-(thiazol-4-yl)-L-alanyl]-L-prolinamide 1, which shows a higher anti-hypothermic effect compared with that of TRH after oral administration. We next attempted further chemical modification of the N- and C-terminus of 1 to find more orally effective TRH mimetics. As a result, we obtained several N- and C-terminus modified TRH mimetics which showed high anti-hypothermic effects.

Peptide bond isosteres: Ester or (E)-alkene in the backbone of the collagen triple helix

(Chemical Equation Presented) Collagen is the most abundant protein in animals. Interstrand N-H...O=C hydrogen bonds between backbone amide groups form a ladder in the middle of the collagen triple helix. Isosteric replacement of the hydrogen-bond-donatin