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

被引：22

作者：

Baumann, Katharina ^{[1
]}

Kowalczyk, Danuta ^{[1
]}

Gutjahr, Tobias ^{[1
]}

Pieczyk, Markus ^{[2
]}

Jones, Claire ^{[2
]}

Wild, Martin K. ^{[2
]}

Vestweber, Dietmar ^{[2
]}

Kunz, Horst ^{[1
]}

机构：

[1] Johannes Gutenberg Univ Mainz, Inst Organ Chem, D-55128 Mainz, Germany

[2] Max Planck Inst Mol Biomed, D-48149 Munster, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 17期

关键词：

sulfation; glycopeptides; total synthesis; peptidomimetics; sialyl Lewis(x) mimics; CATIONIC IRIDIUM COMPLEX; CELL-ADHESION; LEUKOCYTE-ADHESION; TANDEM REPEAT; ALLYL ETHERS; SIALYL; GLYCOSIDES; GLYCOSYLTRANSFERASES; ISOMERIZATION; MECHANISMS;

D O I：

10.1002/anie.200805999

中图分类号：

O6 [化学];

学科分类号：

070301 [无机化学];

摘要：

Total synthesis through block glycosylation and selective chemical O-sulfation of tyrosine residues yielded the glycopeptide recognition domain A (X=SO3-) 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. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

收藏

页码：3174 / 3178

页数：5

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