Native chemical ligation at glutamine

Peter Siman; Subramanian Vedhanarayanan Karthikeyan; Ashraf Brik

doi:10.1021/ol300254y

Native chemical ligation at glutamine

Peter Siman, Subramanian Vedhanarayanan Karthikeyan, Ashraf Brik

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

80 Scopus citations

Abstract

The desulfurization reaction introduced by Yan and Dawson as a postnative chemical ligation step greatly expanded the scope of ligation chemistry beyond Xaa-Cys (Xaa is any amino acid) by making ligation at Xaa-Phe, Xaa-Val, Xaa-Lys, Xaa-Leu, Xaa-Thr, and Xaa-Pro junctions accessible in the synthesis of functional proteins. A new ligation site based on Xaa-Gln utilizing γ-mercaptoglutamine is reported, and several examples on the efficiency of ligation coupled with desulfurization are provided.

Original language	English
Pages (from-to)	1520-1523
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	6
DOIs	https://doi.org/10.1021/ol300254y
State	Published - 16 Mar 2012

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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title = "Native chemical ligation at glutamine",

abstract = "The desulfurization reaction introduced by Yan and Dawson as a postnative chemical ligation step greatly expanded the scope of ligation chemistry beyond Xaa-Cys (Xaa is any amino acid) by making ligation at Xaa-Phe, Xaa-Val, Xaa-Lys, Xaa-Leu, Xaa-Thr, and Xaa-Pro junctions accessible in the synthesis of functional proteins. A new ligation site based on Xaa-Gln utilizing γ-mercaptoglutamine is reported, and several examples on the efficiency of ligation coupled with desulfurization are provided.",

author = "Peter Siman and Karthikeyan, {Subramanian Vedhanarayanan} and Ashraf Brik",

year = "2012",

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AU - Karthikeyan, Subramanian Vedhanarayanan

AU - Brik, Ashraf

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AB - The desulfurization reaction introduced by Yan and Dawson as a postnative chemical ligation step greatly expanded the scope of ligation chemistry beyond Xaa-Cys (Xaa is any amino acid) by making ligation at Xaa-Phe, Xaa-Val, Xaa-Lys, Xaa-Leu, Xaa-Thr, and Xaa-Pro junctions accessible in the synthesis of functional proteins. A new ligation site based on Xaa-Gln utilizing γ-mercaptoglutamine is reported, and several examples on the efficiency of ligation coupled with desulfurization are provided.

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Native chemical ligation at glutamine

Abstract

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