53759-36-7

Basic information

• Product Name: N-[N-[(1,1-Dimethylethoxy)carbonyl]-L-alanyl]-D-glutamic acid 5-(phenylmethyl) ester
• Synonyms: N-[N-[(1,1-Dimethylethoxy)carbonyl]-L-alanyl]-D-glutamic acid 5-(phenylmethyl) ester;γ-benzyl tert-butoxycarbonyl-L-alanyl-D-glutamate;(R)-5-(benzyloxy)-2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)-5-oxopentanoic acid;Boc-Ala-D-Glu(OBzl)-OH
• CAS NO: 53759-36-7
• Molecular Formula: C₂₀H₂₈N₂O₇
• Molecular Weight: 408.44552
• Mol File: 53759-36-7.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-[N-[(1,1-Dimethylethoxy)carbonyl]-L-alanyl]-D-glutamic acid 5-(phenylmethyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-[N-[(1,1-Dimethylethoxy)carbonyl]-L-alanyl]-D-glutamic acid 5-(phenylmethyl) ester(53759-36-7)
• EPA Substance Registry System: N-[N-[(1,1-Dimethylethoxy)carbonyl]-L-alanyl]-D-glutamic acid 5-(phenylmethyl) ester(53759-36-7)

Safety Data

• Hazardous Substances Data: 53759-36-7(Hazardous Substances Data)

Usage

General Description

The chemical compound N-[N-[(1,1-Dimethylethoxy)carbonyl]-L-alanyl]-D-glutamic acid 5-(phenylmethyl) ester is a type of peptide derivative that contains a combination of amino acids, a carbonyl group, and a phenylmethyl group. It is commonly used in the field of pharmaceutical research and development due to its potential therapeutic benefits. The compound may have applications in drug delivery systems, as well as in the design and synthesis of novel pharmacological agents. Its specific properties and potential biological activities may make it a valuable tool for investigating new drug candidates and potential pharmaceutical applications.

Upstream product

• 2578-33-8 D-glutamic acid-5-benzyl ester 
• 3392-05-0 Boc-Ala-O-N-hydroxysuccinimide 
• 15761-38-3 L-N-Boc-Ala 
• 6893-26-1 D-Glutamic acid 
• 100-51-6 benzyl alcohol 

Downstream Products

• 143673-80-7 α-octadecylamide of γ-benzyl tert-butoxycarbonyl-L-alanyl-D-glutamate 
• 18814-49-8 tert-butoxycarbonyl-L-alanyl-D-isoglutamine benzyl ester 
• 65671-47-8 C₂₁H₃₀N₂O₇ 
• 1570068-68-6 Boc-Ala-^DGlu(OBzl)-Phe-CO₂CH₂COCH₃ 
• 1570068-97-1 Boc-Ala-^DGlu(Bzl)-Phe-CONHCH₂COCH₃ 

Relevant articles and documents

Design, synthesis, and biological evaluation of desmuramyl dipeptides modified by adamantyl-1,2,3-triazole

Muramyl dipeptide (MDP) is the smallest peptidoglycan fragment able to trigger the immune response. Structural modification of MDP can lead to the preparation of analogs with improved immunostimulant properties, including desmuramyl peptides (DMPs). The aim of this work was to prepare the desmuramyl peptide (L-Ala-D-Glu)-containing adamantyl-triazole moiety and its mannosylated derivative in order to study their immunomodulatory activities in vivo. The adjuvant activity of the prepared compounds was evaluated in a murine model using ovalbumin as an antigen, and compared to the reference adjuvant ManAdDMP. The results showed that the introduction of the lipophilic adamantyl-triazole moiety at the C-terminus of L-Ala-D-Glu contributes to the immunostimulant activity of DMP, and that mannosylation of DMP modified with adamantyl-triazole causes the amplification of its immunostimulant activity.

Transpeptidase-mediated incorporation of d-amino acids into bacterial peptidoglycan

The β-lactams are the most important class of antibiotics in clinical use. Their lethal targets are the transpeptidase domains of penicillin binding proteins (PBPs), which catalyze the cross-linking of bacterial peptidoglycan (PG) during cell wall synthesis. The transpeptidation reaction occurs in two steps, the first being formation of a covalent enzyme intermediate and the second involving attack of an amine on this intermediate. Here we use defined PG substrates to dissect the individual steps catalyzed by a purified E. coli transpeptidase. We demonstrate that this transpeptidase accepts a set of structurally diverse d-amino acid substrates and incorporates them into PG fragments. These results provide new information on donor and acceptor requirements as well as a mechanistic basis for previous observations that noncanonical d-amino acids can be introduced into the bacterial cell wall.

Transformations of glycyrrhizic acid. XIII. Synthesis of peptide derivatives of monomethyl glycyrrhizate

Novel dipeptide derivatives of glycyrrhizic acid monomethyl ester were synthesized by its condensation with Ala-Glu (or D-Glu) derivatives using Woodward K reagent or the active ester method. Two of the compounds prepared stimulated delayed hypersensitivi