A new procedure for the synthesis of peptide-derived Amadori products on a solid support

A new and straightforward solid-phase synthesis of a series of site-specific Amadori-modified peptides is described. The method involves reductive alkylation of the ε-amino groups of lysine with 2,3:4,5-di- O-isopropylidene-β- d-arabino-hexos-2-ulo-2,6-pyranose in the presence of sodium cyanoborohyd...

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Bibliographic Details
Published in:Tetrahedron letters 2007-02, Vol.48 (6), p.967-969
Main Authors: Stefanowicz, Piotr, Kapczyńska, Katarzyna, Kluczyk, Alicja, Szewczuk, Zbigniew
Format: Article
Language:English
Subjects:
Amadori rearrangement
Glycation
Solid-phase peptide synthesis
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Summary:A new and straightforward solid-phase synthesis of a series of site-specific Amadori-modified peptides is described. The method involves reductive alkylation of the ε-amino groups of lysine with 2,3:4,5-di- O-isopropylidene-β- d-arabino-hexos-2-ulo-2,6-pyranose in the presence of sodium cyanoborohydride on a solid support.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2006.12.022