Microwave-assisted chemical ligation of S-acyl peptides containing non-terminal cysteine residues.

Microwave-assisted chemical ligation of S-acyl peptides containing non-terminal cysteine residues.
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含有非末端半胱氨酸残基的 S-酰基肽的微波辅助化学连接。

DOI:
10.1039/c1ob05740e
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发表时间:
2011
影响因子:
3.2
通讯作者:
Katritzky,AlanR
Katritzky,AlanR
中科院分区:
化学3区
文献类型:
--
作者:
Hansen,FinnK;Ha,Khanh;Todadze,Ekaterina;Lillicotch,Aaron;Frey,Alexander;Katritzky,AlanR

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An efficient approach for the synthesis of a series of S-acyl peptides containing internal cysteine residues has been developed and the chemical long-range ligation of these S-acyl peptidesvia 5-, 8-, 11- and 14-membered cyclic transition states has been investigated. Our results include the first examples of successful isopeptide ligations starting from S-acyl peptides containing non-terminal cysteine residues and indicate that the cyclic transition states studied in this present paper are decreasingly favored in the order of their sizes 5≫14>11≫8.