Pyroacm Resin: An Acetamidomethyl Derived Resin for Solid Phase Synthesis of Peptides through Side Chain Anchoring of C-Terminal Cysteine Residues

  • Juvekar, Vinayak
  • Gong, Young Dae
Citations

WEB OF SCIENCE

6
Citations

SCOPUS

6

초록

The design, synthesis and utilization of an efficient acetamidomethyl derived resin for the peptide synthesis is presented using established Fmoc and Boc protocols via side chain anchoring. Cleavage of the target peptide from the resin is performed using carboxymethylsulfenyl chloride under mild conditions which gave in situ thiol-sulfenyl protection of the cysteine residues. The utility of the resin is successfully demonstrated through applications to the syntheses of model peptides and natural products Riparin 1.1 and Riparin 1.2.

키워드

DISULFIDE BOND FORMATIONTHIOL PROTECTING GROUPPARALLEL SYNTHESISCHEMICAL-SYNTHESISA-FACTORPOLYPEPTIDESSTRATEGYOXIDATIONLIGATIONPROTEINS
제목
Pyroacm Resin: An Acetamidomethyl Derived Resin for Solid Phase Synthesis of Peptides through Side Chain Anchoring of C-Terminal Cysteine Residues
저자
Juvekar, VinayakGong, Young Dae
DOI
10.1021/acs.orglett.6b00115
발행일
2016-02-19
유형
Article
저널명
Organic Letters
18
4
페이지
836 ~ 839