Sugar-assisted ligation of N-linked glycopeptides with broad sequence tolerance at the ligation junction.

Sugar-assisted ligation of N-linked glycopeptides with broad sequence tolerance at the ligation junction. Research Abstract Details 

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Sugar-assisted ligation of N-linked glycopeptides with broad sequence tolerance at the ligation junction. Abstract Text:

Ashraf Brik,Simon Ficht,Yu-Ying Yang,Clay S Bennett,Chi-Huey Wong,

A novel method for the synthesis of N-linked glycopeptides using the sugar-assisted ligation strategy from cysteine free peptides is presented. The ligation junction tolerates a variety of amino acids, favoring less hindered amino acids and those with side chains that could serve as a general base in the ligation pathway. Since our approach allows the ligation of difficult junctions, the method could be applied to the synthesis of large peptides by enzymatic removal of the sugar moiety. Alternatively, more complex glycopeptides can be synthesized using glycosyltransferases. Together, this sequence of reactions should be amenable to the synthesis of glycopeptides and glycoproteins and their deglycosylated products.

Sugar-assisted ligation of N-linked glycopeptides with broad sequence tolerance at the ligation junction. Publishing Authors By Initials

A Brik,S Ficht,YY Yang,CS Bennett,CH Wong,

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Sugar-assisted ligation of N-linked glycopeptides with broad sequence tolerance at the ligation junction. Journal Published:

PUBLICATION TYPE: Research Support, Non-U.S. Gov

Journal: Journal of the American Chemical Society

VOLUME: 128

Page Numbers: 15026-33

Journal Abbreviation: J. Am. Chem. Soc.

ISSN: 0002-7863

DAY: 22

MONTH: Nov

YEAR: 2006

Sugar-assisted ligation of N-linked glycopeptides with broad sequence tolerance at the ligation junction. Information

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LANGUAGE: eng

NlmUniqueID: 7503056

Sugar-assisted ligation of N-linked glycopeptides with broad sequence tolerance at the ligation junction. Keywords Mesh Terms:

KEYWORDS: Spectrometry, Mass, Matrix-Assisted Lase

MESH TERMS: chemistry

Chemical & Substance for Abstract: Sugar-assisted ligation of N-linked glycopeptides with broad sequence tolerance at the ligation junction. Information

Substance Name: Glycopeptides

Registry Number: 0

Grant and Affiliation Information for Sugar-assisted ligation of N-linked glycopeptides with broad sequence tolerance at the ligation junction.

AFFILIATION: Department of Chemistry and the Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA. abrik@bgu.ac.il

Country: United States

AGENCY: United States NIGMS

GRANT: GM 073500-02

ACRONYM: GM

MEDLINETA: J Am Chem Soc

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