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Volumn 117, Issue 1, 1995, Pages 66-79

Ligand Recognition by E-Selectin: Synthesis, Inhibitory Activity, and Conformational Analysis of Bivalent Sialyl Lewis x Analogs

Author keywords

[No Author keywords available]

Indexed keywords

ENDOTHELIAL LEUKOCYTE ADHESION MOLECULE 1; OLIGOSACCHARIDE;

EID: 0028895061     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00106a008     Document Type: Article
Times cited : (137)

References (19)
  • 1
    • 85022307522 scopus 로고
    • The Receptors
    • Conn, M., Ed.; Academic Press: New York, 1985; Vol. 2, pp 131—219. (b) Paulson, J. C. In Adhesion: its role in inflammatory disease; Harlan, J., Liu, D., Eds.; W. H. Freeman: New York, 1992; Chapter 2, p 19. (c) Springer, T. A.; Lasky, L. A. Nature 1991, 349, 196. Lasky, L. A. Science 1992, 258, 964. (d) Rice, G. E.; Bevilacqua, M. P. Science 1989, 246, 1303. (e) Bevilacqua, M. P.; Pober, J. S.; Hendrick, D. L.; Cotran, R. S.; Gimbrone, M. A. Proc. Natl. Acad. Sci. U.S.A. 1987, 84, 9238. (f) For cDNA of E-selectin: Bevilacqua, M. P.; Stengeling, S.; Gimbrone, M. A., Jr.; Seed, B
    • Paulson, J. C. In The Receptors; Conn, M., Ed.; Academic Press: New York, 1985; Vol. 2, pp 131—219. (b) Paulson, J. C. In Adhesion: its role in inflammatory disease; Harlan, J., Liu, D., Eds.; W. H. Freeman: New York, 1992; Chapter 2, p 19. (c) Springer, T. A.; Lasky, L. A. Nature 1991, 349, 196. Lasky, L. A. Science 1992, 258, 964. (d) Rice, G. E.; Bevilacqua, M. P. Science 1989, 246, 1303. (e) Bevilacqua, M. P.; Pober, J. S.; Hendrick, D. L.; Cotran, R. S.; Gimbrone, M. A. Proc. Natl. Acad. Sci. U.S.A. 1987, 84, 9238. (f) For cDNA of E-selectin: Bevilacqua, M. P.; Stengeling, S.; Gimbrone, M. A., Jr.; Seed, B. Science 1989, 243, 1160.
    • (1989) Science , vol.243 , pp. 1160
    • Paulson, J.C.1
  • 2
    • 0025572709 scopus 로고
    • (b) Waltz, G.; Arufto, A.; Kalanus, W.; Bevilacqua, M.; Seed, B. Science 1990, 250, 1132. (c) Lowe, J. B.; Stoolman, L. M.; Nair, R. P.; Larson, R. D.; Berhend, T. L.; Marks, R. M. Cell 1990, 63, 475
    • Phillips, M. L.; Nudelman, E.; Gaeta, F. C. A.; Perez, M.; Singhal, A. K.; Hakomori, S.; Paulson, J. C. Science 1990, 250, 1130. (b) Waltz, G.; Arufto, A.; Kalanus, W.; Bevilacqua, M.; Seed, B. Science 1990, 250, 1132. (c) Lowe, J. B.; Stoolman, L. M.; Nair, R. P.; Larson, R. D.; Berhend, T. L.; Marks, R. M. Cell 1990, 63, 475.
    • (1990) Science , vol.250 , pp. 1130
    • Phillips, M.L.1    Nudelman, E.2    Gaeta, F.C.A.3    Perez, M.4    Singhal, A.K.5    Hakomori, S.6    Paulson, J.C.7
  • 3
    • 0025827565 scopus 로고
    • (b) Berg, E. L.; Robinson, M. K.; Mansson, O.; Butcher, E. C.; Magnani, J. L. J. Biol. Chem. 1991, 266, 14869. (c) Yuen, C.-T.; Lawson, A. M.; Chai, W.; Larkin, M.; Stoll, M. S.; Stuart, A. C.; Sullivan, F. X.; Ahern, T. J.; Feizi, T. Biochemistry 1992, 31, 9126. (d) DeFrees, S. A.; Gaeta, F. C. A.; Lin, Y.-C.; Ichikawa, Y.; Wong, C.-H. J. Am. Chem. Soc. 1993, 115, 7549
    • Tyrrell, D.; James, P.; Rao, N.; Foxall, C.; Abbas, S.; Dasgupta, F.; Nashed, M.; Hasegawa, A.; Kiso, M.; Asa, D.; Kidd, J.; Brandley, B. K. Proc. Natl. Acad. Sci. U.S.A. 1991, 88, 10372. (b) Berg, E. L.; Robinson, M. K.; Mansson, O.; Butcher, E. C.; Magnani, J. L. J. Biol. Chem. 1991, 266, 14869. (c) Yuen, C.-T.; Lawson, A. M.; Chai, W.; Larkin, M.; Stoll, M. S.; Stuart, A. C.; Sullivan, F. X.; Ahern, T. J.; Feizi, T. Biochemistry 1992, 31, 9126. (d) DeFrees, S. A.; Gaeta, F. C. A.; Lin, Y.-C.; Ichikawa, Y.; Wong, C.-H. J. Am. Chem. Soc. 1993, 115, 7549.
    • (1991) Proc. Natl. Acad. Sci. U.S.A. , vol.88 , pp. 10372
    • Tyrrell, D.1    James, P.2    Rao, N.3    Foxall, C.4    Abbas, S.5    Dasgupta, F.6    Nashed, M.7    Hasegawa, A.8    Kiso, M.9    Asa, D.10    Kidd, J.11    Brandley, B.K.12
  • 4
    • 0000097517 scopus 로고
    • Both galactosylation and sialylation have been carried out on 0.5—1 kg scales using galactosyl-transferase and sialyltransferase coupled with regeneration of the corresponding nucleoside phosphates. The fucosylation step is currently performed chemically in large-scale processes. Work is in progress to prepare recombinant. GDP-fucose pyrophosphorylase for the large-scale regeneration of GDP-fucose
    • Ichikawa, Y.; Lin, Y.-C.; Dumas, D. P.; Shen, G.-J.; Garcia-Junceda, E.; Williams, M. A.; Bayer, R.; Ketcham, C.; Walker, L. E.; Paulson, J. C.; Wong, C.-H. J. Am. Chem. Soc. 1992, 114, 9283. Both galactosylation and sialylation have been carried out on 0.5—1 kg scales using galactosyl-transferase and sialyltransferase coupled with regeneration of the corresponding nucleoside phosphates. The fucosylation step is currently performed chemically in large-scale processes. Work is in progress to prepare recombinant. GDP-fucose pyrophosphorylase for the large-scale regeneration of GDP-fucose.
    • (1992) J. Am. Chem. Soc. , vol.114 , pp. 9283
    • Ichikawa, Y.1    Lin, Y.-C.2    Dumas, D.P.3    Shen, G.-J.4    Garcia-Junceda, E.5    Williams, M.A.6    Bayer, R.7    Ketcham, C.8    Walker, L.E.9    Paulson, J.C.10    Wong, C.-H.11
  • 6
    • 0001373188 scopus 로고
    • For recent reviews on chemo-enzymatic synthesis of complex carbohydrates (b) Drueckhammer, D. G.; Hennen, W. J.; Pederson, R. L.; Barbas, C. F., III: Gautheron. C. M.; Krach, T.; Wong, C.-H. Synthesis 1991, 499. (c) Hindsgaul. O. Sem. Cell Biol. 1991, 2, 319. (d) Look. G. C.; Ichikawa, Y.; Wong. C.-H. Anal. Biochem. 1992, 202, 215. (e) Ito, Y.; Gaudino, J. J.; Paulson, J. C. Pure Appl. Chem. 1993. 65, 753. (f) Wong, C.-H.; Halcomb, R. L.; Ichikawa, Y.; Kajimoto, T. Angew. Chem., Int. Ed. Engl., in press
    • For recent reviews on chemo-enzymatic synthesis of complex carbohydrates: (a) Tonne, E. J.; Simon, E. S.; Bednarski, M. D.; Whitesides, G. M. Tetrahedron 1989. 45, 5365. (b) Drueckhammer, D. G.; Hennen, W. J.; Pederson, R. L.; Barbas, C. F., III: Gautheron. C. M.; Krach, T.; Wong, C.-H. Synthesis 1991, 499. (c) Hindsgaul. O. Sem. Cell Biol. 1991, 2, 319. (d) Look. G. C.; Ichikawa, Y.; Wong. C.-H. Anal. Biochem. 1992, 202, 215. (e) Ito, Y.; Gaudino, J. J.; Paulson, J. C. Pure Appl. Chem. 1993. 65, 753. (f) Wong, C.-H.; Halcomb, R. L.; Ichikawa, Y.; Kajimoto, T. Angew. Chem., Int. Ed. Engl., in press.
    • (1989) Tetrahedron , vol.45 , pp. 5365
    • Tonne, E.J.1    Simon, E.S.2    Bednarski, M.D.3    Whitesides, G.M.4
  • 10
    • 0000389891 scopus 로고
    • (b) Unverzagt, C.; Kunz. H.; Paulson, J. C. J. Am. Chem. Soc. 1990, 112, 9308
    • Sabesan, S.; Paulson, J. C. J. Am. Chem. Soc. 1986, 108, 2068. (b) Unverzagt, C.; Kunz. H.; Paulson, J. C. J. Am. Chem. Soc. 1990, 112, 9308.
    • (1986) J. Am. Chem. Soc. , vol.108 , pp. 2068
    • Sabesan, S.1    Paulson, J.C.2
  • 13
    • 0001809684 scopus 로고
    • (b) Paulsen, H.; Paal, M.: Hadamczyk, D.; Steiger, K.-M. Carbohydr. Res. 1984, 131, Cl
    • Paulsen, H.; Paal, M. Carbohydr. Res. 1985, 137, 39. (b) Paulsen, H.; Paal, M.: Hadamczyk, D.; Steiger, K.-M. Carbohydr. Res. 1984, 131, Cl.
    • (1985) Carbohydr. Res. , vol.137 , pp. 39
    • Paulsen, H.1    Paal, M.2
  • 14
    • 0026080794 scopus 로고
    • (b) Glick, G. D.; Toogood, P. L.; Wiley, D. C.; Skehel, J. J.; Knowles, J. R. J. Biol. Chem. 1991, 266, 23660. (c) Conolly, D. T.; Townsend, R. R.; Kawaguchi, K.; Bell, W. R.; Lee, Y. C. J. Biol. Chem. 1982, 257, 939. (d) Weis, W. J.; Drickamer, K.; Hendrickson, W. A. Nature 1992, 360, 127. (e) Kingery-Wood, J. E.; Williams, K. W.; Sigal, G. B.; Whitesides, G. M. J. Am, Chem. Soc. 1992, 114, 7303. (f) Spevak, W.; Nagy, J. O.; Charych, D. H.; Schaefer, M. E.; Gilbert, J. H.; Bednarski, M. D. J. Am. Chem. Soc. 1993, 115, 1147. (g) Roy, R.; Pon, R. A.; Tropper, F. D.; Andersson, F. O. J. Chem. Soc., Chem. Commun. 1993, 264
    • Spaltensin, A.; Whitesides, G. M. J. Am. Chem. Soc. 1991, 113, 686. (b) Glick, G. D.; Toogood, P. L.; Wiley, D. C.; Skehel, J. J.; Knowles, J. R. J. Biol. Chem. 1991, 266, 23660. (c) Conolly, D. T.; Townsend, R. R.; Kawaguchi, K.; Bell, W. R.; Lee, Y. C. J. Biol. Chem. 1982, 257, 939. (d) Weis, W. J.; Drickamer, K.; Hendrickson, W. A. Nature 1992, 360, 127. (e) Kingery-Wood, J. E.; Williams, K. W.; Sigal, G. B.; Whitesides, G. M. J. Am, Chem. Soc. 1992, 114, 7303. (f) Spevak, W.; Nagy, J. O.; Charych, D. H.; Schaefer, M. E.; Gilbert, J. H.; Bednarski, M. D. J. Am. Chem. Soc. 1993, 115, 1147. (g) Roy, R.; Pon, R. A.; Tropper, F. D.; Andersson, F. O. J. Chem. Soc., Chem. Commun. 1993, 264.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 686
    • Spaltensin, A.1    Whitesides, G.M.2
  • 16
    • 0023637186 scopus 로고
    • Seed, B. Nature 1987, 329, 840.
    • (1987) Nature , vol.329 , pp. 840
    • Seed, B.1
  • 18
    • 0003681609 scopus 로고
    • Gene Transfer and Expression: A Laboratory Manual
    • W. H. Freeman New York
    • Kriegler, M. Gene Transfer and Expression: A Laboratory Manual; W. H. Freeman: New York, 1991.
    • (1991)
    • Kriegler, M.1


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