1345543-65-8

Basic information

• Product Name: N-allyloxycarbonyl-S-(tert-butylthio)-L-cysteine pentafluorophenyl ester
• Synonyms: N-allyloxycarbonyl-S-(tert-butylthio)-L-cysteine pentafluorophenyl ester
• CAS NO: 1345543-65-8
• Molecular Weight: 459.458
• Mol File: 1345543-65-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-allyloxycarbonyl-S-(tert-butylthio)-L-cysteine pentafluorophenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-allyloxycarbonyl-S-(tert-butylthio)-L-cysteine pentafluorophenyl ester(1345543-65-8)
• EPA Substance Registry System: N-allyloxycarbonyl-S-(tert-butylthio)-L-cysteine pentafluorophenyl ester(1345543-65-8)

Safety Data

• Hazardous Substances Data: 1345543-65-8(Hazardous Substances Data)

Upstream product

• 30044-51-0 S-tert-butylmercapto-L-cysteine 
• 854032-63-6 N-allyloxycarbonyl-S-(tert-butylthio)-L-cysteine 
• 771-61-9 2,3,4,5,6-pentafluorophenol 

Downstream Products

• 1345543-68-1 3'-N-[N-allyloxycarbonyl-S-(tert-butylthio)-L-cysteinyl]-5'-O-(tert-butyldimethylsilyl)-N6,N6-{2-[3-oxo-3-(pentafluorophenyloxy)propyl]}glutaryl-9-(3'-amino-2',3'-dideoxy-β-D-ribofuranosyl)adenine 

Relevant articles and documents

Native chemical ligation of hydrolysis-resistant 3′-peptidyl-tRNA mimics

Hydrolysis-resistant 3′-peptidyl-RNA conjugates that mimic tRNA termini represent a remarkable synthetic challenge, particularly if they contain amino acids with complex side-chain functionalities, such as arginines. Here we demonstrate a novel approach that combines solid-phase synthesis and bioconjugation to obtain these derivatives with high efficiency and purity. The key step is native chemical ligation of 3′-cysteinyl-RNA fragments to highly soluble peptide thioesters. The so-prepared 3′-peptidyl-RNA conjugates relate to resistance peptides that can render the ribosome resistant to macrolide antibiotics by a yet unknown ribosomal translation mechanism.