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无痕 Staudinger 试剂用于递送重氮甲烷。

A traceless Staudinger reagent to deliver diazirines.

机构信息

University of Arizona , 1306 East University Boulevard, Tucson, Arizona 85721, United States.

出版信息

Org Lett. 2013 Oct 4;15(19):5060-3. doi: 10.1021/ol402404n. Epub 2013 Sep 23.

Abstract

A triarylphosphine reagent that reacts with organic azides to install amide-linked diazirines is reported. This traceless Staudinger reagent reacts with complex organic azides to yield amide-linked diazirines, thus expanding the scope of the utility of both azide and diazirine chemistry.

摘要

一种三芳基膦试剂,它与有机叠氮化物反应,用于安装酰胺连接的重氮化合物。这种无痕迹的斯塔德林试剂与复杂的有机叠氮化物反应,生成酰胺连接的重氮化合物,从而扩展了叠氮化物和重氮化合物化学的应用范围。

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本文引用的文献

2
A safe and facile route to imidazole-1-sulfonyl azide as a diazotransfer reagent.
Org Lett. 2013 Jan 4;15(1):18-21. doi: 10.1021/ol3028708. Epub 2012 Dec 14.
3
Photocrosslinking approaches to interactome mapping.
Curr Opin Chem Biol. 2013 Feb;17(1):90-101. doi: 10.1016/j.cbpa.2012.10.034. Epub 2012 Nov 10.
4
Metabolic labeling enables selective photocrosslinking of O-GlcNAc-modified proteins to their binding partners.
Proc Natl Acad Sci U S A. 2012 Mar 27;109(13):4834-9. doi: 10.1073/pnas.1114356109. Epub 2012 Mar 12.
5
A genetically incorporated crosslinker reveals chaperone cooperation in acid resistance.
Nat Chem Biol. 2011 Sep 4;7(10):671-7. doi: 10.1038/nchembio.644.
6
From mechanism to mouse: a tale of two bioorthogonal reactions.
Acc Chem Res. 2011 Sep 20;44(9):666-76. doi: 10.1021/ar200148z. Epub 2011 Aug 15.
7
Bioconjugation via azide-Staudinger ligation: an overview.
Chem Soc Rev. 2011 Sep;40(9):4840-71. doi: 10.1039/c0cs00123f. Epub 2011 Jun 17.
8
Photocrosslinking of glycoconjugates using metabolically incorporated diazirine-containing sugars.
Nat Protoc. 2009;4(7):1044-63. doi: 10.1038/nprot.2009.85. Epub 2009 Jun 18.
9
Mitsunobu and related reactions: advances and applications.
Chem Rev. 2009 Jun;109(6):2551-651. doi: 10.1021/cr800278z.
10
A phosphine-mediated conversion of azides into diazo compounds.
Angew Chem Int Ed Engl. 2009;48(13):2359-63. doi: 10.1002/anie.200804689.

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