Application of the four-component Ugi condensation for the preparation of sulfated glycoconjugate libraries

Liu, L., Li, C.P., Cochran, S. and Ferro, V. (2004) Application of the four-component Ugi condensation for the preparation of sulfated glycoconjugate libraries. Bioorganic & Medicinal Chemistry Letters, 14 9: 2221-2226.


Author Liu, L.
Li, C.P.
Cochran, S.
Ferro, V.
Title Application of the four-component Ugi condensation for the preparation of sulfated glycoconjugate libraries
Journal name Bioorganic & Medicinal Chemistry Letters   Check publisher's open access policy
ISSN 0960-894X
1464-3405
Publication date 2004-05-03
Sub-type Article (original research)
DOI 10.1016/j.bmcl.2004.02.017
Volume 14
Issue 9
Start page 2221
End page 2226
Total pages 6
Editor D. L. Boger
M. Shibasaki
S. Neidle
Place of publication Amsterdam, The Netherlands
Publisher Pergamon Press/Elsevier
Language eng
Subject 030503 Organic Chemical Synthesis
030401 Biologically Active Molecules
Formatted abstract A focused library of novel, sulfated glycoconjugates was synthesized by utilizing carbohydrate-derived blocks in the four-component Ugi condensation. Library members comprise a sulfated monosaccharide linked by various spacers to either an aromatic or monosulfated moiety, or a second sulfated monosaccharide. The affinities of these heparan sulfate (HS) mimetics for the HS-binding fibroblast growth factors FGF-1 and FGF-2 were measured via a surface plasmon resonance solution affinity assay. The synthesis, via the Ugi reaction, of a library of heparan sulfate mimetics is described. The compounds display micromolar affinities for the heparan sulfate-binding growth factors FGF-1 and FGF-2.
Copyright © 2004 Elsevier Ltd All rights reserved.
Keyword Fibroblast growth factor 1
Glycoconjugate
Heparan sulfate
Monosaccharide
Q-Index Code C1

 
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