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J. Biol. Chem., Vol. 278, Issue 33, 31007-31019, August 15, 2003

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Sialoside Specificity of the Siglec Family Assessed Using Novel Multivalent Probes

IDENTIFICATION OF POTENT INHIBITORS OF MYELIN-ASSOCIATED GLYCOPROTEIN^*

Ola Blixt , Brian E. Collins, Ingrid M. van den Nieuwenhof, Paul R. Crocker  and James C. Paulson ¶

From the Scripps Research Institute, Departments of Molecular Biology and Molecular and Experimental Medicine, La Jolla, California 92037 and The Wellcome Trust Biocentre, School of Life Sciences, University of Dundee, Dundee DD15EH, Scotland, United Kingdom

Ten of the 11 known human siglecs or their murine orthologs have been evaluated for their specificity for over 25 synthetic sialosides representing most of the major sequences terminating carbohydrate groups of glycoproteins and glycolipids. Analysis has been performed using a novel multivalent platform comprising biotinylated sialosides bound to a streptavidin-alkaline phosphatase conjugate. Each siglec was found to have a unique specificity for binding 16 different sialoside-streptavidin-alkaline phosphatase probes. The relative affinities of monovalent sialosides were assessed for each siglec in competitive inhibition studies. The quantitative data obtained allows a detailed analysis of each siglec for the relative importance of sialic acid and the penultimate oligosaccharide sequence on binding affinity and specificity. Most remarkable was the finding that myelin-associated glycoprotein (Siglec-4) binds with 500–10,000-fold higher affinity to a series of mono- and di-sialylated derivatives of the O-linked T-antigen (Gal(1–3)-GalNAcOThr) as compared with -methyl-NeuAc.

Received for publication, April 25, 2003 , and in revised form, May 27, 2003.

^* This work was supported in part by United States Public Health Service Grants GM60938 (to J. C. P.) and GM25042 (to B. E. C.). The costs of publication of this article were defrayed in part by the payment of page charges. This article must therefore be hereby marked "advertisement" in accordance with 18 U.S.C. Section 1734 solely to indicate this fact.

Supported by The Swedish Institute.

^¶ To whom correspondence should be addressed: Depts. of Molecular Biology and Molecular and Experimental Medicine, MEM-L71, 10550 North Torrey Pines Rd., La Jolla, CA 92037. Tel.: 858-784-9634; Fax: 858-784-9690; E-mail: jpaulson{at}scripps.edu.

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