80682-07-1

Upstream product

• 2790-86-5 (Z-L-Cys-GlyOH)2 
• 501-53-1 benzyl chloroformate 
• 6968-11-2 N,N'-bis(benzyloxycarbonyl)-L-cystine 
• 24948-53-6 N-glycine methyl ester disulfide 
• 616-34-2 methoxycarbonylmethylamine 

Downstream Products

• 80682-10-6 (S)-4-[(S)-3-{(R)-2-Benzyloxycarbonylamino-2-[(2,4,5-trichloro-phenoxycarbonylmethyl)-carbamoyl]-ethylsulfanylcarbonyl}-1-((S)-1,2-dicarbamoyl-ethylcarbamoyl)-propylcarbamoyl]-4-tert-butoxycarbonylamino-butyric acid benzyl ester 
• 80682-11-7 (S)-4-Amino-4-[(S)-3-{(R)-2-benzyloxycarbonylamino-2-[(2,4,5-trichloro-phenoxycarbonylmethyl)-carbamoyl]-ethylsulfanylcarbonyl}-1-((S)-1,2-dicarbamoyl-ethylcarbamoyl)-propylcarbamoyl]-butyric acid benzyl ester 
• 80682-12-8 3-[(3R,9S,12S)-3-Benzyloxycarbonylamino-12-((S)-1,2-dicarbamoyl-ethylcarbamoyl)-4,7,10,15-tetraoxo-1-thia-5,8,11-triaza-cyclopentadec-9-yl]-propionic acid benzyl ester 
• 80682-09-3 (S)-4-[(S)-3-[(R)-2-Benzyloxycarbonylamino-2-(carboxymethyl-carbamoyl)-ethylsulfanylcarbonyl]-1-((S)-1,2-dicarbamoyl-ethylcarbamoyl)-propylcarbamoyl]-4-tert-butoxycarbonylamino-butyric acid benzyl ester 

Relevant academic research and scientific papers

Cysteinyl peptide inhibitors of Bacillus cereus zinc β-lactamase

Several cysteinyl peptides have been synthesised and shown to be reversible competitive inhibitors of the Bacillus cereus metallo-β-lactamase. The pH dependence of pKi indicates that the thiol anion displaces hydroxide ion from the active site zinc(II). D,D-Peptides bind to the enzyme better than other diastereoisomers, which is compatible with the predicted stereochemistry of the active site.

Improved efficiency and selectivity in peptide synthesis: Use of triethylsilane as a carbocation scavenger in deprotection of t-butyl esters and t-butoxycarbonyl-protected sites

The use of triethylsilane as a carbocation scavenger in the presence of trifluoroacetic acid in dichloromethane leads to increased yields, decreased reaction times, simple work-up and improved selectivity for the deprotection of t-butyl ester and t-butoxycarbonyl sites in protected amino-acids and peptides in the presence of other acid-sensitive protecting groups such as the benzyloxycarbonyl, 9-fluorenylmethoxycarbonyl, O- and S-benzyl and t-butylthio groups.