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

被引：17

作者：

Hansen, Finn K. ^{[1
]}

Ha, Khanh ^{[1
]}

Todadze, Ekaterina ^{[1
]}

Lillicotch, Aaron ^{[1
]}

Frey, Alexander ^{[1
]}

Katritzky, Alan R. ^{[1
,2
]}

机构：

[1] Univ Florida, Dept Chem, Ctr Heterocycl Cpds, Gainesville, FL 32611 USA

[2] King Abdulaziz Univ, Dept Chem, Jeddah 21589, Saudi Arabia

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2011年 / 9卷 / 20期

关键词：

GLYCOPEPTIDE SYNTHESIS; AMINO-ACIDS; DESULFURIZATION; POLYPEPTIDES; PROTEINS;

D O I：

10.1039/c1ob05740e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 peptides via 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.

引用

页码：7162 / 7167

页数：6

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