New prototypical O-linked-glycopeptidomimetics corresponding to the linkage region of proteoglycans

Carbohydrate Research

Volumn 298, Issue 3, 1997, Pages 173-179

  Kim, Jin Mi ^a   Roy, René ^a  

^a UNIVERSITY OF OTTAWA   (Canada)

Author keywords

D Xylose; Oligoglycine; Peptodomimetic; Peptoid; Proteoglycan

Indexed keywords

GLYCOPEPTIDE; PROTEOGLYCAN; PSEUDOPEPTIDE;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0031040981     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0008-6215(96)00301-1     Document Type: Article

References (17)

1. L. Kjellén and U. Lindhal, Annu. Rev. Biochem., 60 (1991) 443-475.
2. H.G. Garg and N.B. Lyon. Adv. Carbohydr. Chem. Biochem., 49 (1991) 239-262.
3. R.J. Simon, R.S. Kania, R.N. Zuckermann, V.D. Huebner, D.A. Jewell, S. Banville, S. Ng, L. Wang, S. Rosenberg, C.K. Marlowe, D.C. Spellmeyer, R. Tan, A.D. Frankel, D.V. Santi, F.E. Cohen and P.A. Bartlett, Proc. Natl. Acad. Sci. USA, 89 (1992) 9367-9371.
4. R.N. Zuckermann, J.M. Kerr, S.B.H. Kent and W.H. Moos, J. Am. Chem. Soc., 114 (1992) 10646-10647; R.N. Zuckermann, E.J. Martin, D.C. Spellmeyer, G.B. Stauber, K.R. Shoemaker, J.M. Kerr, G.M. Figliozzi, D.A. Goff, M.A. Siani, R.J. Simon, S.C. Banville, E.G. Brown, L. Wang, L.S. Richter and W.H. Moos, J. Med. Chem., 37 (1994) 2678-2685.
5. R.N. Zuckermann, J.M. Kerr, S.B.H. Kent and W.H. Moos, J. Am. Chem. Soc., 114 (1992) 10646-10647; R.N. Zuckermann, E.J. Martin, D.C. Spellmeyer, G.B. Stauber, K.R. Shoemaker, J.M. Kerr, G.M. Figliozzi, D.A. Goff, M.A. Siani, R.J. Simon, S.C. Banville, E.G. Brown, L. Wang, L.S. Richter and W.H. Moos, J. Med. Chem., 37 (1994) 2678-2685.
6. H. Kessler, Angew. Chem. Int. Ed. Engl., 32 (1993) 543-544; J.A. Kruijtzer and R.M.J. Liskamp, Tetrahedron Lett., 36 (1995) 6969-6972.
7. H. Kessler, Angew. Chem. Int. Ed. Engl., 32 (1993) 543-544; J.A. Kruijtzer and R.M.J. Liskamp, Tetrahedron Lett., 36 (1995) 6969-6972.
8. U.K. Saha and R. Roy, Tetrahedron Lett., 36 (1995) 3635-3638.
9. U.K. Saha and R. Roy, J. Chem. Soc., Chem. Commun., (1995) 2571-2573.
10. R. Roy and U.K. Saha, J. Chem. Soc., Chem. Commun., (1996) 201-202.
11. J.M. Kim and R. Roy, Carbohydr. Lett., 1 (1996) 465-468.
12. F. Weygand, Methods Carbohydr. Chem., 1 (1962) 182-185.
13. A.Y. Chernyak, G.V.M. Sharma, L.O. Kononov, P.R. Krishna, A.V.R. Rao and N.K. Kochetkov, Glycoconjugate J., 8 (1991) 82-89.
14. R.J. Ferrier and R.H. Furneaux, Carbohydr. Res., 52 (1976) 63-68.
15. F.D. Tropper, F.O. Andersson, C. Grand-Maître and R. Roy, Synthesis, (1991) 734-736.
16. R. Roy, Phase-Transfer Catalysis in Carbohydrate Chemistry, in Y. Sasson and R. Neumann (Eds.), Handbook of Phase-Transfer Catalysis, Chapman & Hall, Hampshire, England, 1997, in press.
17. R. Roy, F.D. Tropper, S. Cao and J.M. Kim, ACS Symp. Ser., in press.