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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 FORMATION; THIOL PROTECTING GROUP; PARALLEL SYNTHESIS; CHEMICAL-SYNTHESIS; A-FACTOR; POLYPEPTIDES; STRATEGY; OXIDATION; LIGATION; PROTEINS
- 제목
- Pyroacm Resin: An Acetamidomethyl Derived Resin for Solid Phase Synthesis of Peptides through Side Chain Anchoring of C-Terminal Cysteine Residues
- 저자
- Juvekar, Vinayak; Gong, Young Dae
- 발행일
- 2016-02-19
- 유형
- Article
- 저널명
- Organic Letters
- 권
- 18
- 호
- 4
- 페이지
- 836 ~ 839