Cysteine-derived s-protected oxazolidinones: potential chemical devices for the preparation of peptide thioesters.
[reaction: see text]. An N-S acyl-transfer-mediated preparation of peptide thioesters using the S-protected oxazolidinone derived from cysteine has been developed and applied to the synthesis of a 32-mer biologically active peptide by native chemical ligation protocols.
Ohta
Yusuke
Y
Graduate School of Pharmaceutical Sciences, Kyoto University, Sakyo-ku, Kyoto 606-8501, Japan.
Itoh
Saori
S
Shigenaga
Akira
A
Shintaku
Saori
S
Fujii
Nobutaka
N
Otaka
Akira
A
D003545:Cysteine / Q000737:chemistry*; D004952:Esters; D015394:Molecular Structure; D023303:Oxazolidinones / Q000138:chemical synthesis* / Q000737:chemistry*; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry; D013457:Sulfur Compounds / Q000138:chemical synthesis* / Q000737:chemistry
D004952:Esters; D023303:Oxazolidinones; D010455:Peptides; D013457:Sulfur Compounds; D003545:Cysteine