Novel multivalent mannose compounds and their inhibition of the adhesion of type 1 fimbriated uropathogenic E. coli

Appeldoorn, C.C.M., Joosten, J.A.F., Ait el Maate, F., Dobrindt, U., Hacker, J., Liskamp, R.M.J. , Khan, A.S. and Pieters, R.J. (2005) Novel multivalent mannose compounds and their inhibition of the adhesion of type 1 fimbriated uropathogenic E. coli. Tetrahedron: Asymmetry, 16(2), pp. 361-372. (doi:10.1016/j.tetasy.2004.11.014)

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Abstract

A series of multivalent mannose containing compounds were prepared varying in size from small divalent, to 16-valent glycodenrimers and 21-valent glycopolymers. The molecules were approached via a common mannose building block. As scaffolds dendrimers and dendrons based on the 3,5-di-(2-aminoethoxy)-benzoic acid branching unit were used along with commercially available PAMAM dendrimers. To include larger structures, linear glycopolymers with varying amounts of mannose were prepared via radical polymerization. The compounds were tested for their biological activity using a newly developed ELISA based inhibition assay, for their ability to inhibit the binding of recombinant type I fimbriated E. coli to a monolayer of T24 cell line derived from human urinary bladder epithelium. All compounds showed enhanced affinity as compared to mannose with IC50’s down to the low micromolar range.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Liskamp, Professor Robert
Authors: Appeldoorn, C.C.M., Joosten, J.A.F., Ait el Maate, F., Dobrindt, U., Hacker, J., Liskamp, R.M.J., Khan, A.S., and Pieters, R.J.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Tetrahedron: Asymmetry
ISSN:0957-4166
ISSN (Online):1362-511X

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