46
Views
7
CrossRef citations to date
0
Altmetric
Original Articles

Synthesis of 3E- And 6E-Monosulfated and 3E,6E-Disulfated Lewis X Pentasaccharides, Candidate Ligands for Human L-Selectin

Pages 151-169 | Published online: 27 Feb 2008

REFERENCES AND NOTES

  • Harlan , J.M. and Liu , D.Y. 1992 . “Adhesion: its Role in Inflammatory Diseases” , New York : H.H. Freeman .
  • Bevilacqua M.P. Nelson R.M. , J. Clin. Invest. , 379 ( 1993 ).
  • Berg E.L. Robinson M.K. Manson O. Butcher E.C. Magnani J.L. , J. Biol. Chem. , 266 , 14869 ( 1991 ).
  • Larkin M. Ahern T. Stoll M.S. Shaffer M. Sako D. O'Brien J. Yuen C.T. Larson A.M. Childs R.A. Barone K.M. Langer-Safer P.R. Hasegawa A. Kiso M. Larsen G.R. Feizi T. , Biol. Chem. , 267 , 13661 ( 1992 ).
  • Magnani J.L. , Glycobiology , 1 , 318 ( 1991 ).
  • Yuen C.T. Bezouska K. O'Brien J. Stoll M. Lemoine R. Lubineau A. Kiso M. Hasegawa A. Bockovich N.J. Nicolaou K.C. Feizi T. , J. Biol. Chem. , 269 , 1595 ( 1994 ).
  • Green P.J. Yuen C.T. Childs R.A. Chai W. Miyasaka M. Lemoine R. Lubineau A. Smith B. Ueno H. Nicolaou K.C. Feizi T. , Glycobiology , 5 , 29 ( 1995 ).
  • Reignier J. Sellak H. Lemoine R. Lubineau A. Mazmanian G.M. Detruit H. Chapelier A. Herve P. and the Paris-Sud University lung transplantation group, J. Appl. Physiol. , 82 , 1058 ( 1997 ).
  • Hemmerich S. Rosen S.D. , Biochemistry , 33 , 4830 ( 1994 ).
  • Galustian C. Lawson A.M. Komba S. Ishida H. Kiso M. Feizi T. , Biochem. Biophys. Res. Commun. , 240 , 748 ( 1997 ).
  • Other sulfated Lewisx derivatives have already been prepared: Nicolaou K.C. Bockovich N.J. Carcanague D.R. , J. Am. Chem. Soc. , 115 , 8843 ( 1993 ); P.R. Scudder, K. Shailubhai, K.L. Duffin, P.R. Streeter and G.S. Jacob, Glycobiology, 4, 929 (1994); R.K. Jain, R. Vig, R. Rampal, E.V. Chandrasekaran and K.L. Matta, J. Am. Chem. Soc., 116, 12123 (1994); S. Numomura, M. Iida, M. Numata, M. Sugimoto and T. Ogawa, Carbohydr. Res., 263, c1 (1994); E.V. Chandrasekaran, R.K. Jain, R.D. Larsen, K. Wlasichuk, R.A. DiCioccio and K.L. Matta, Biochemistry, 34, 2925 (1995); R. Vig, R.K. Jain and K.L. Matta, Carbohydr. Res., 266, 279 (1995); A. Hasegawa, K. Ito, H. Ishida and M. Kiso, J. Carbohydr. Chem., 14, 353 (1995); H. Maeda, H. Ishida, M. Kiso and A. Hasegawa, J. Carbohydr. Chem., 14, 369 (1995); H. Maeda, K. Ito, H. Ishida, M. Kiso and A. Hasegawa, J. Carbohydr. Chem., 14, 387 (1995); W.J. Sanders, T.R. Katsumoto, C.R. Bertozzi, S.D. Rosen and L. Kiessling, Biochemistry, 35, 14862 (1996); G. V. Reddy, R.K. Jain, R.D. Locke and K.L. Matta, Carbohydr. Res., 280, 261 (1996); M. Yoshida, Y. Kawakami, H. Ishida, M. Kiso and A. Hasegawa, J. Carbohydr. Chem., 15, 399 (1996); S. Komba, H. Ishida, M. Kiso and A. Hasegawa, Carbohydr. Res., 285, C1 (1996); T. Tsukida, M. Yoshida, K. Kurokawa, Y. Nakai, T. Achiha, T. Kiyoi and H. Kondo, J. Org. Chem., 62, 6876 (1997); K. Yoshino, H. Ohmoto, N. Kondo, H. Tsujishita and Y. Hiramatsu, J. Med. Chem., 40, 455 (1997); A. Koenig, R. Jain, R. Vig, K.E. Norgard-Sumnicht, K.L. Matta and A. Varki, Glycobiology, 7, 79 (1997); B. Huang, R.D. Locke, R.K. Jain and K.L. Matta, Bioorg. Med. Chem. Lett., 7, 1157 (1997); R. Roy, W.K.C. Park, D. Zanini, C. Foxall and O.M.P. Srivastava, Carbohydr. Lett., 3, 259 (1997); Y. Zhang, A. Brodzky and P. Sinay, Tetrahedron: Asymmetry, 9, 2451 (1998); W.J. Sanders, E.J. Gordon, O. Dwir, P.J. Beck, R. Alon and L.L. Kiessling, J. Biol. Chem., 274, 5271 (1999). S. Komba, C. Galustian, H. Ishida, T. Feizi, R. Kannagi and M. Kiso, Angew. Chem. Int. Ed., 38, 1131 (1999) .
  • Chandra E.V. Sekaran Jain R.K. Larsen R.D. Wlasichuk K. DiCioccio R.A. Matta K.L. , Biochemistry , 35 , 8925 ( 1996 ).
  • Sato S. Ito Y. Nukada T. Nakahara Y. Ogawa T. , Carbohydr. Res. , 167 , 197 ( 1987 ).
  • Balavoine G. Berteina S. Gref A. Fischer J.-C. Lubineau A. , J. Carbohydr. Chem. , 14 , 1237 ( 1995 ).
  • Lubineau A. Le Gallic J. Lemoine R. , Bioorg. Med. Chem. , 2 , 1143 ( 1994 ).
  • Lönn H. , Carbohydr. Res. , 139 , 105 ( 1985 ).
  • Amvam-Zollo P.H. Sinaÿ P. , Carbohydr. Res. , 150 , 199 ( 1986 ).
  • Fukuyama T. Laird A.A. Hotchkiss L.M. , Tetrahedron Lett. , 26 , 6291 ( 1985 ); J. Peyton III, P.S. Callery, A.T. Shulgin and N. Castagnoli Jr., J. Org. Chem., 41, 3627 (1976) .
  • Paulsen H. Paal M. , Carbohydr. Res. , 137 , 39 ( 1985 ).
  • Classon B. Garegg P.J. Samuelsson B. , Acta Chem. Scand. B , 38 , 4192 ( 1984 ).
  • Lubineau A. Lemoine R. , Tetrahedron Lett. , 35 , 8795 ( 1994 ); B. Guilbert, N.J. Davis, Melanie Pearce, R.T. Aplin and S.L. Flitsch, Tetrahedron: Asymmetry, 5, 2163 (1994) .
  • Galustian C. Lubineau A. Le Narvor C. Kiso M. Brown G. Feizi T. , J. Biol. Chem. , 274 , 18213 ( 1999 ).

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.