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Solid-phase synthesis of thioether-linked glycopeptide mimics for application to glycoprotein semisynthesis.

Macmillan, D; Daines, AM; Bayrhuber, M; Flitsch, SL; (2002) Solid-phase synthesis of thioether-linked glycopeptide mimics for application to glycoprotein semisynthesis. Org Lett , 4 (9) 1467 - 1470.

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Abstract

[reaction: see text]. Glycoproteins are particularly suited to protein semisynthesis since homogeneous samples for biological analyses are not readily available using traditional recombinant techniques. Here we apply glycosyl iodoacetamides, normally used for the modification of bacterially derived proteins, to solid-phase glycopeptide synthesis. This provides access to glycopeptide alpha-thioesters, which may lend themselves to the semisynthesis of homogeneous N-linked glycoprotein mimics and novel glycopeptide libraries.

Type:Article
Title:Solid-phase synthesis of thioether-linked glycopeptide mimics for application to glycoprotein semisynthesis.
Location:United States
Language:English
Keywords:Chromatography, High Pressure Liquid, Cysteine, Glycopeptides, Glycoproteins, Indicators and Reagents, Models, Chemical, Molecular Mimicry, Spectrometry, Mass, Electrospray Ionization, Sulfhydryl Compounds
UCL classification:UCL > School of BEAMS > Faculty of Maths and Physical Sciences > Chemistry

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