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Science 29 November 1996:
Vol. 274. no. 5292, pp. 1520 - 1522
DOI: 10.1126/science.274.5292.1520
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Reports

Parallel Synthesis and Screening of a Solid Phase Carbohydrate Library

Rui Liang, Lin Yan, Jennifer Loebach, Min Ge, Yasuhiro Uozumi, Klara Sekanina, Nina Horan, Jeff Gildersleeve, Chris Thompson, Andri Smith, Kaustav Biswas, W. Clark Still, Daniel Kahne *

A solid phase carbohydrate library was synthesized and screened against Bauhinia purpurea lectin. The library, which contains approximately 1300 di- and trisaccharides, was synthesized with chemical encoding on TentaGel resin so that each bead contained a single carbohydrate. Two ligands that bind more tightly to the lectin than Gal-beta -1,3-GalNAc (the known ligand) have been identified. The strategy outlined can be used to identify carbohydrate-based ligands for any receptor; however, because the derivatized beads mimic the polyvalent presentation of cell surface carbohydrates, the screen may prove especially valuable for discovering new compounds that bind to proteins participating in cell adhesion.

R. Liang, L. Yan, J. Loebach, M. Ge, N. Horan, J. Gildersleeve, C. Thompson, A. Smith K. Biswas, D. Kahne, Department of Chemistry, Princeton University, Princeton, NJ 08544, USA.
Y. Uozumi, K. Sekanina, W. C. Still, Department of Chemistry, Columbia University, New York, NY 10027, USA.
*   To whom correspondence should be addressed.

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THIS ARTICLE HAS BEEN CITED BY OTHER ARTICLES:
Carbohydrate recognition factors of a T{alpha} (Gal{beta}1->3GalNAc{alpha}1->Ser/Thr) and Tn (GalNAc{alpha}1->Ser/Thr) specific lectin isolated from the seeds of Artocarpus lakoocha.
T. Singh, U. Chatterjee, J. H. Wu, B. P. Chatterjee, and A. M. Wu (2005)
Glycobiology 15, 67-78
   Abstract »    Full Text »    PDF »
Construction and selection of bead-bound combinatorial oligonucleoside phosphorothioate and phosphorodithioate aptamer libraries designed for rapid PCR-based sequencing.
X. Yang, S. E. Bassett, X. Li, B. A. Luxon, N. K. Herzog, R. E. Shope, J. Aronson, T. W. Prow, J. F. Leary, R. Kirby, et al. (2002)
Nucleic Acids Res. 30, e132
   Abstract »    Full Text »    PDF »
Toward Automated Synthesis of Oligosaccharides and Glycoproteins.
P. Sears and C.-H. Wong (2001)
Science 291, 2344-2350
   Abstract »    Full Text »
Nonstatistical binding of a protein to clustered carbohydrates.
N. Horan, L. Yan, H. Isobe, G. M. Whitesides, and D. Kahne (1999)
PNAS 96, 11782-11786
   Abstract »    Full Text »    PDF »
Polyvalent binding to carbohydrates immobilized on an insoluble resin.
R. Liang, J. Loebach, N. Horan, M. Ge, C. Thompson, L. Yan, and D. Kahne (1997)
PNAS 94, 10554-10559
   Abstract »    Full Text »    PDF »
Automated Solid-Phase Synthesis of Oligosaccharides.
O. J. Plante, E. R. Palmacci, and P. H. Seeberger (2001)
Science 291, 1523-1527
   Abstract »    Full Text »    PDF »


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