CONVENIENT ONE-POT SYNTHESIS OF CYSTINE-CONTAINING PEPTIDES USING THETRIMETHYLSILYL CHLORIDE-DIMETHYL SULFOXIDE TRIFLUOROACETIC ACID SYSTEM AND ITS APPLICATION TO THE SYNTHESIS OF BIFUNCTIONAL ANTI-HIV COMPOUNDS/

Authors
TAMAMURA H ISHIHARA T OYAKE H IMAI M OTAKA A IBUKA T ARAKAKI R NAKASHIMA H MURAKAMI T WAKI M MATSUMOTO A YAMAMOTO N FUJII N
Citation
H. Tamamura et al., CONVENIENT ONE-POT SYNTHESIS OF CYSTINE-CONTAINING PEPTIDES USING THETRIMETHYLSILYL CHLORIDE-DIMETHYL SULFOXIDE TRIFLUOROACETIC ACID SYSTEM AND ITS APPLICATION TO THE SYNTHESIS OF BIFUNCTIONAL ANTI-HIV COMPOUNDS/, Journal of the Chemical Society. Perkin transactions. I, (3), 1998, pp. 495-500
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
3
Year of publication
1998
Pages
495 - 500
Database
ISI
SICI code
0300-922X(1998):3<495:COSOCP>2.0.ZU;2-O
Abstract
A one-pot synthesis of cystine-containing peptides is achieved by trea tment of protected peptidyl resins with trimethylsilyl chloride-dimeth yl sulfoxide/trifluoroacetic acid in the presence of anisole. This met hodology has been successfully applied to the synthesis of highly acti ve anti-HIV peptides conjugated with 3'-azido-3'-deoxythymidine.