Abstract
The pursuit of chemical diversity for the purpose of drug discovery has focused primarily on the generation of peptide and heterocyclic small molecule combinatorial libraries [1–3]. With genomics initiatives beginning to dramatically increase the number of interesting biomolecular targets, a great need has arisen for expanding the universe of molecular structures available for screening. Although carbohydrates play fundamental roles in many biological processes [4,5] and are found as structural units in many drugs [6,7], they are poorly represented in the historical structurally biased chemical sample collections being used by most drug discovery organizations in their screening programs. However, it is because of their biological importance and unique chemical characteristics that carbohydrates are valuable in generating leads through drug discovery screening efforts.
This is a preview of subscription content, log in via an institution.
Buying options
Tax calculation will be finalised at checkout
Purchases are for personal use only
Learn about institutional subscriptionsPreview
Unable to display preview. Download preview PDF.
References
Gordon, E. M., Barrett, R. W., Dower, W. J., Fodor, S. P. A. and Gallop, M. A., J. Med. Chem., 37 (1994) 1385.
Gallop, M. A., Barrett, R. W., Dower, W. J., Fodor, S. P. A. and Gordon, E. M., J. Med. Chem., 37 (1994) 1233.
Nefzi, A., Ostresh, J. M. and Houghten, R. A., Chem. Rev., 97 (1997) 449.
Varki, A., Glycobiology, 3 (1993) 97.
Rademacher, T. W., Parekh, R. B. and Dwek, R. A., Annu. Rev. Biochem., 57 (1988) 785.
Petitou, M., In Kovac, P. (Ed.), Synthetic Oligosaccharides: Indispensable Probes for the Life Sciences, ACS Symposium Series 560, American Chemical Society, Washington, DC, 1994, p. 19.
Musser, J. H., Anderson, M. B. and Fugedi, P., Pharmaceutical News, 3 (1996) 11.
Yan, L., Taylor, C. M., Goodnow Jr., R. and Kahne, D., J. Am. Chem. Soc., 116 (1994) 6953.
Danishefsky, Si.,. McClure, K. F., Randolph, J. T. and Ruggeri, R. B., Science, 260 (1993) 1307.
Randolph, J. T., McClure, K. F. and Danishefsky, S. J., J. Am. Chem. Soc., 117 (1995) 5712.
Hunt, J. A. and Roush, W. R., J. Am. Chem. Soc., 118 (1996) 9998.
Rademann, J. and Schmidt, R. R., J. Org. Chem., 62 (1997) 3650.
Nicolaou, K. C., Winssinger, N., Pastor, J. and DeRoose, F., J. Am. Chem. Soc., 119 (1997) 449.
Ito, Y. and Ogawa, T., J. Am. Chem. Soc., 119 (1997) 5562.
Rodebaugh, R., Joshi, S., Fraser-Reid, B. and Geysen, H. M., J. Org. Chem., 62 (1997) 5660.
Frechet, J. M. and Schuerch, C., J. Am. Chem. Soc., 93 (1971) 492.
Frechet, J. M. and Schuerch, C., Carbohydr. Res., 22 (1972) 399.
Frechet, J. M. and Schuerch, C., J. Am. Chem. Soc., 94 (1972) 604.
Halcomb, R. L., Huang, H. and Wong, C. -H., J. Am. Chem. Soc., 116 (1994) 11315.
Wong, C. -H., Halcomb, R. L., Ichikawa, Y. and Kajimoto, T., Angew. Chem., Int. Ed. Engl., 34 (1995) 521.
Schuster, M., Wang, P., Paulson, J. C. and Wong, C. -H., J. Am. Chem. Soc., 116 (1994) 1135.
Liang, R., Yan, L., Loebach, J., Ge, M., Uozumi, Y., Sekanina, K., Horan, N., Gildersleeve, J., Thompson, C., Smith, A., Biswas, K., Still, W. C. and Kahne, D., Science, 274 (1996) 1520.
Ohlmeyer, M. J., Swanson, R. N., Dillard, L. W., Reader, J. C., Asouline, G., Kobayashi, R., Wigler, M. and Still, W. C., Proc. Natl. Acad. Sci. USA, 90 (1993) 10922.
Muller, C., Kitas, E. and Wessel, H. P., J. Chem. Soc., Chem. Commun., 11 (1995) 2425.
Nicolaou, K. C., Florke, H., Egan, M. G., Barth, T. and Estevez, V. A., Tetrahedron Lett., 36 (1995) 1775.
Suhara, Y., Hildreth, J. E. K. and Ichikawa, Y., Tetrahedron Lett., 37 (1996) 1575.
Kanie, O., Barresi, F., Ding, Y., Labbe, J., Otter, A., Forsberg, L. S., Ernst, B. and Hindsgaul, O., Angew. Chem., Int. Ed. Engl., 34 (1995) 2720.
Ding, Y., Kanie, O., Labbe, J., Palcic, M. M., Ernst, B. and Hindsgaul, O., In Alavi, A. and Axford, J. S. (Eds.) Glycoimmunology, Plenum, New York, NY, 1995, p. 261.
Boons, G. -J., Heskamp, B. and flout, F., Angew. Chem., Int. Ed. Engl., 35 (1996) 2845.
Sutherlin, D. P. and Armstrong, R. W., J. Org. Chem., 62 (1997) 5267.
Sofia, M. J., Mol. Div., 3 (1997) 75.
Sofia, M. J., Drug Discos,. Today, 1 (1996) 27.
Meldal, M., Curr. Opin. Struct. Biol., 4 (1994) 710.
Andrews, D. M. and Seale, P. W., Int. J. Pept. Protein Res., 42 (1993) 165.
Vetter, D. and Gallop, M. A., Bioconj. Chem., 6 (1995) 316.
Vetter, D., Tumelty, D., Singh, S. K. and Gallop, M. A., Angew. Chem., Int. Ed. Engl., 34 (1995) 60.
Vetter, D., Tate, E. M. and Gallop, M. A., Bioconj. Chem., 6 (1995) 319.
Chan, T. Y., Chen, A., Allanson, N., Chen, R., Liu, D. and Sofia, M. J., Tetrahedron Lett., 37 (1996) 8097.
Allanson, N., Chan, T. Y., Chen, A., Chen, R., Liu, D., Baizman, E., Mintz, C., Axelrod, H. and Sofia, M. J., 211th ACS National Meeting, Abstract No. 199, New Orleans, LA, U. S. A., March 24–28, 1996.
Jansson, A. M., Meldal, M. and Bock, K., Tetrahedron Lett., 31 (1990) 6991.
Meldal, M. and Bock, K., Tetrahedron Lett., 31 (1990) 6987.
Bielfeldt, T., Peters, S., Meldal, M., Bock, K. and Paulsen, H., Angew. Chem., Int. Ed. Engl., 31 (1992) 857.
Jansson, A. M., Meldal, M. and Bock, K., J. Chem. Soc., Perkin Trans. 1 (1992) 1699.
Reimer, K. B., Meldal, M., Kusumoto, S., Fukase, K. and Bock, K., J. Chem. Soc., Perkin Trans. 1 (1993) 925.
Christensen, M. K., Meldal, M. and Bock, K., J. Chem. Soc., Perkin Trans. 1 (1993) 1453.
Christiansen-Brams, I., Meldal, M. and Bock, K., J. Chem Soc., Perkin Trans. 1 (1993) 1461.
Jensen, K. J., Meldal, M. and Bock, K., J. Chem. Soc., Perkin Trans. 1 (1993) 2119.
Christensen, M. K., Meldal, M., Bock, K., Cordes, H., Mouritsen, S. and Elsner, H., J. Chem. Soc., Perkin Trans. 1 (1994) 1299.
Meldal, M., Auzanneau, F. -1., Hindsgaul, O. and Palcic, M. M., J. Chem. Soc., Chem. Commun., 10 (1994) 1849.
Paulsen, H., Bielfeldt, T., Peters, S., Meldal, M. and Bock, K., Liebigs Ann. Chem., 10 (1994) 369.
Seitz, O. and Kunz, H., Angew. Chem., Int. Ed. Engl., 34 (1995) 803.
Polt, R., Szabo, L., Treiberg, J., Li, Y. and Hmby, V. J., J. Am. Chem. Soc., 114 (1992) 10249.
Szabo, L, Li, Y. and Polt, R., Tetrahedron Lett, 32 (1991) 585.
Broddefalk, J., Bergquist, K: E. and Kihlberg, J., Tetrahedron Lett., 37 (1996) 3011.
Peters, S., Bielfeldt, T., Meldal, M., Bock, K. and Paulsen, H., J. Chem. Soc., Perkin Trans. 1 (1992) 1163.
Meldal, M., Bisgaard Holm, C., Bojesen, G., Jakobsen, M. H. and Holm, A., Int. J. Pept. Res., 41 (1993) 250.
Rio-Anneheim, S., Paulsen, H., Melds!, M. and Bock, K., J. Chem. Soc., Perkin Trans. 1 (1995) 1071.
Frische, K., Meldal, M., Werdelin, O., Mouritsen, S., Jensen, T., Galli-Stampino, L. and Bock, K., J. Pept. Sci., 2 (1996) 212.
Sutherlin, D. P., Stark, T. M., Hughes, R. and Armstrong, R. W., J. Org. Chem., 61 (1996) 8350.
Armstrong, R. W., Combs, A. P., Tempest, P. A., Brown, S. D. and Keating, T. A., Acc. Chem. Res., 29 (1996) 123.
Gravert, D. J. and Janda, K. D., Chem. Rev., 97 (1997) 489.
Park, W. K. C., Auer, M., Jaksche, H. and Wong, C. -H., J. Am. Chem. Soc., 118 (1996) 10150.
Author information
Authors and Affiliations
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 1999 Springer Science+Business Media Dordrecht
About this chapter
Cite this chapter
Sofia, M.J. (1999). Accessing carbohydrate-based combinatorial libraries through solid phase and solution phase approaches. In: Moos, W.H., Pavia, M.R. (eds) Annual Reports in Combinatorial Chemistry and Molecular Diversity. Annual Reports in Combinatorial Chemistry and Molecular Diversity, vol 2. Springer, Dordrecht. https://doi.org/10.1007/978-94-017-0735-0_6
Download citation
DOI: https://doi.org/10.1007/978-94-017-0735-0_6
Publisher Name: Springer, Dordrecht
Print ISBN: 978-90-481-5227-8
Online ISBN: 978-94-017-0735-0
eBook Packages: Springer Book Archive