Sulfated and Non-Sulfated Glycopeptide Recognition Domains of P-Selectin Glycoprotein Ligand 1 and their Binding to P- and E-Selectin

6533b827fe1ef96bd128679c

RESEARCH PRODUCT

Sulfated and Non-Sulfated Glycopeptide Recognition Domains of P-Selectin Glycoprotein Ligand 1 and their Binding to P- and E-Selectin

Claire Jones Martin K. Wild Katharina Baumann Danuta Kowalczyk Tobias Gutjahr Dietmar Vestweber Horst Kunz Markus Pieczyk

subject

chemistry.chemical_classification Glycosylation Membrane Glycoproteins Glycosylation Sulfates Stereochemistry Glycopeptides General Chemistry Ligand (biochemistry)Catalysis Glycopeptide Protein Structure Tertiary Sialic acid Mice P-Selectin chemistry.chemical_compound Protein structure chemistry Biochemistry Animals Humans P-selectin glycoprotein ligand-1 Tyrosine E-Selectin Glycoprotein

description

Total synthesis through block glycosylation and selective chemical O-sulfation of tyrosine residues yielded the glycopeptide recognition domain A (X=SO(3) (-)) of the P-selectin glycoprotein ligand 1, in which the terminal sialic acid of the complex hexasaccharide side chain was replaced by (S)-cyclohexyl lactic acid. In binding assays the O-sulfated structure A showed high affinity towards P-selectin, the non-sulfated towards E-selectin.

year	journal	country	edition	language
2009-03-27	Angewandte Chemie International Edition

https://doi.org/10.1002/anie.200805999

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