24959-68-0

Usage

Uses

Used in Pharmaceutical Research and Development:
Z-ALA-LEU-OH is used as a building block for the synthesis of larger peptides or proteins, contributing to the development of new drug compounds.
Used in Drug Formulation Studies:
Z-ALA-LEU-OH is used as a reference standard in chemical analysis, aiding in the formulation and optimization of drug compounds.
Used in Biomedical Research:
Z-ALA-LEU-OH is used in the study of enzyme-substrate interactions and the development of targeted drug delivery systems, due to its ability to interact with biological systems.

Upstream product

• 41041-70-7 Benzyloxycarbonyl-L-alanyl-L-leucinethylester 
• 2743-60-4 L-Leucine ethyl ester 
• 2443-71-2 benzyl (S)-(1-hydrazineyl-3-methyl-1-oxobutan-2-yl)carbamate 
• 1142-20-7 N-Cbz-Ala 
• 203640-41-9 Z-L-Ala 2,2,2-trifluoroethyl ester 

Downstream Products

• 128228-44-4 [(S)-1-((S)-4-Isobutyl-5-oxo-4,5-dihydro-oxazol-2-yl)-ethyl]-carbamic acid benzyl ester 
• 269079-86-9 (N-Benzyloxycarbonyl-L-alanyl-L-leucyl)diazomethane 
• 204992-89-2 (S)-N-[(S)-1-((S)-1-Allyloxycarbonyl-2-benzyloxy-ethylcarbamoyl)-3-methyl-butyl]-3-[(S)-2-((S)-2-benzyloxycarbonylamino-propionylamino)-4-methyl-pentanoylamino]-succinamic acid 4-methoxy-benzyl ester 
• 204992-90-5 (2S,3R)-3-Benzyloxy-2-{(S)-2-[(S)-2-[(S)-2-((S)-2-benzyloxycarbonylamino-propionylamino)-4-methyl-pentanoylamino]-3-(4-methoxy-benzyloxycarbonyl)-propionylamino]-4-methyl-pentanoylamino}-butyric acid allyl ester 
• 4864-39-5 N-carbobenzoxy-L-alanyl-L-leucine methyl ester 
• 1803-60-7 (3S,6S)-3-methyl-6-(2-methylpropyl)piperazine-2,5-dione 
• 167414-27-9 (2S,3R)-3-Benzyloxy-2-((S)-2-{(S)-2-[(S)-2-((S)-2-benzyloxycarbonylamino-propionylamino)-4-methyl-pentanoylamino]-3-carboxy-propionylamino}-4-methyl-pentanoylamino)-butyric acid allyl ester 

Relevant academic research and scientific papers

Enzymatic synthesis of activated esters and their subsequent use in enzyme-based peptide synthesis

Chemoenzymatic peptide synthesis is potentially the most cost-efficient technology for the synthesis of short and medium-sized peptides. However, there are still some limitations when challenging peptides, e.g. containing sterically demanding acyl donors, non-proteinogenic amino acids or proline residues, are to be synthesized. To remedy these limitations, special ester moieties have been used that are specifically recognized by the enzyme, e.g. guanidinophenyl, carboxamidomethyl (Cam) or trifluoroethyl (Tfe) esters, which, unfortunately, are notoriously difficult to synthesize chemically. Herein, we demonstrate that Cam and Tfe esters are very useful for Alcalase-CLEA mediated peptide synthesis using sterically demanding and non-proteinogenic acyl donors as well as poor nucleophiles, and combinations thereof. Furthermore, these esters can be efficiently synthesized by using the lipase Cal-B or Alcalase-CLEA. Finally, it is shown that the ester synthesis by Cal-B and subsequent peptide synthesis by Alcalase-CLEA can be performed simultaneously using a two-enzyme-one-pot approach with glycolamide or 2,2,2-trifluoroethanol as additive.