Synthesis of Cysteine-Containing Polypeptide Using a Peptide Thioester Containing a Cys(Acm) Residue
作者： Toru Kawakami , Shuji Kogure , Saburo Aimoto
DOI: 10.1246/BCSJ.69.3331
关键词: Thioester 、 Amino acid residue 、 Combinatorial chemistry 、 Cysteine 、 Residue (chemistry) 、 Chemistry 、 Peptide 、 Adrenomedullin 、 General chemistry
摘要: A method was developed for the preparation of a cysteine-containing polypeptide, using Cys(Acm)-containing peptide thioester obtained by Boc solid-phase method. To demonstrate utility method, human adrenomedullin consisting 52 amino acid residues synthesized. thioester, Boc–[Cys(Acm)16]–adrenomedullin(1—19)-SCH2CH2CO-β-Ala–NH2, and [Cys(Acm)21, Lys(Boc)25,36,38,46]-adrenomedullin(20—52) were prepared conventional methods. These segments condensed in presence silver ions, an additive, base. When HOBt or HOOBt used as segment coupling proceeded with negligible decomposition Acm groups to give desired product. removal S-Acm from cysteine under basic conditions ions water, is also described.
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