53935-21-0

Basic information

• Product Name: L-Alanine, N-[N-[(1,1-dimethylethoxy)carbonyl]-L-a-glutamyl]-, bis(phenylmethyl) ester
• CAS NO: 53935-21-0
• Molecular Formula: C27H34N2O7
• Molecular Weight: 498.576
• Mol File: 53935-21-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: L-Alanine, N-[N-[(1,1-dimethylethoxy)carbonyl]-L-a-glutamyl]-, bis(phenylmethyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: L-Alanine, N-[N-[(1,1-dimethylethoxy)carbonyl]-L-a-glutamyl]-, bis(phenylmethyl) ester(53935-21-0)
• EPA Substance Registry System: L-Alanine, N-[N-[(1,1-dimethylethoxy)carbonyl]-L-a-glutamyl]-, bis(phenylmethyl) ester(53935-21-0)

Safety Data

• Hazardous Substances Data: 53935-21-0(Hazardous Substances Data)

Upstream product

• 13574-13-5 Boc-Glu(OBzl)-OH 
• 5557-81-3 L-alanine benzyl ester hydrochloride 
• 42854-62-6 L-alanine benzyl ester p-toluenesulfonate 

Downstream Products

• 66638-59-3 tert-Butoxycarbonyl-nitro-L-arginyl-nitro-L-arginyl-L-glutamyl(ω-benzylester)-L-alanin-benzylester 
• 66638-58-2 Nitro-L-arginyl-L-glutamyl(ω-benzylester)-L-alanin-benzylester-Hydrochlorid 
• 53935-23-2 tert-Butoxycarbonyl-nitro-L-arginyl-L-glutamyl(ω-benzylester)-L-alanin-benzylester 
• 67543-12-8 L-Glutamyl(ω-benzylester)-L-alanin-benzylester-Hydrochlorid 

Relevant articles and documents

The hydrolysis of primary amide groups in Asn/Gln-containing peptides

Peptides Boc-Ala-Asn/Gln-OH and Boc-Asn/Gln-Ala-OH were saponified with barium hydroxide to corresponding Asp/Glu-containing peptides. Under the conditions of saponification, Boc-Asn-Ala-OH additionally afforded Boc-Asp-OH, isopeptide Boc-Asp(Ala)-OH, and Boc-NHSuc > Ala-OH, with the third being the key intermediate in these transformations. Boc-Asp(OMe)-Ala-OMe underwent similar transformations under treatment with diazomethane or triethylamine. Saponification with barium hydroxide was accompanied by a high epimerization of N-terminal amino acid residues, whereas the products of the diazomethane treatment of Boc-Asp(OMe)-Ala-OMe had a low degree of epimerization.