Chemical Ligation of Multiple Peptide Fragments Using a New Protection Strategy
Chemical Ligation of Multiple Peptide Fragments Using a New Protection Strategy
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使用新的保护策略对多个肽片段进行化学连接
DOI：
10.1007/978-94-010-0464-0_47
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发表时间：
2001
影响因子：
15
通讯作者：
H. Gaertner
中科院分区：
文献类型：
--
作者：
M. Villain;J. Vizzavona;H. Gaertner
大多肽的合成需要通过化学连接[1]组装三个或更多个30个或更多个氨基酸的未保护肽段。在C-to-N方向的合成中，关键问题是中间片段的潜在反应性，其将携带N-末端Cys和C-末端硫酯。到目前为止，Acm [2]或Msc [3]基团通常用于暂时保护N-末端Cys残基的Ss或Nα，以防止自缩合和其他副反应。为了克服这两种方法的局限性，我们研究了使用的噻唑烷衍生物，硫代脯氨酸，作为前体的N-末端半胱氨酸在合成的中间肽段。
Synthesis of large polypeptides requires the assembly by chemical ligation [1] of three or more unprotected peptide segments of thirty or more amino acids. In the synthesis in the C-to-N direction, a key issue is the potential reactivity of the middle segments, which would bear both an N-terminal Cys and C-terminal thioester. Up until now, an Acm [2] or Msc [3] group has usually been employed to temporarily protect either the Ss or Nα of the N-terminal Cys residue, to prevent self condensation and other side reactions. In order to overcome the limitations of these two approaches, we investigated the use of a thiazolidine derivative, thioproline, as a precursor of the N-terminal Cys in the synthesis of the middle peptide segments.