Potent fluoro-oligosaccharide probes of adhesion in Toxoplasmosis

Sarah A. Allman; Henrik H. Jensen; Balakumar Vijayakrishnan; James A. Garnett; Ester Leon; Yan Liu; Daniel C. Anthony; Nicola R. Sibson; Ten Feizi; Stephen Matthews; Benjamin G. Davis

doi:10.1002/cbic.200900425

Potent fluoro-oligosaccharide probes of adhesion in Toxoplasmosis

Sarah A. Allman, Henrik H. Jensen, Balakumar Vijayakrishnan, James A. Garnett, Ester Leon, Yan Liu, Daniel C. Anthony, Nicola R. Sibson, Ten Feizi, Stephen Matthews^*, Benjamin G. Davis

^*Corresponding author for this work

Centre for Host Microbiome Interactions

Research output: Contribution to journal › Article › peer-review

62 Citations (Scopus)

Abstract

Unnatural, NMR- and MRI-active fluorinated sugar probes, designed and synthesised to bind to the pathogenic protein TgMIC1 from Toxoplasma gondii, were found to display binding potency equal to and above that of the natural ligand. Dissection of the binding mechanism and modes, including the first X-ray crystal structures of a fluoro-oligosaccharide bound to a lectin, demonstrate that it is possible to create effective fluorinated probe ligands for the study of, and perhaps intervention in, sugar-protein binding events.

Original language	English
Pages (from-to)	2522-2529
Number of pages	8
Journal	ChemBioChem
Volume	10
Issue number	15
DOIs	https://doi.org/10.1002/cbic.200900425
Publication status	Published - 12 Oct 2009

Keywords

Fluorine
Fluorosugars
Lectins
Oligosaccharides
Toxoplasmosis

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10.1002/cbic.200900425

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abstract = "Unnatural, NMR- and MRI-active fluorinated sugar probes, designed and synthesised to bind to the pathogenic protein TgMIC1 from Toxoplasma gondii, were found to display binding potency equal to and above that of the natural ligand. Dissection of the binding mechanism and modes, including the first X-ray crystal structures of a fluoro-oligosaccharide bound to a lectin, demonstrate that it is possible to create effective fluorinated probe ligands for the study of, and perhaps intervention in, sugar-protein binding events.",

keywords = "Fluorine, Fluorosugars, Lectins, Oligosaccharides, Toxoplasmosis",

author = "Allman, {Sarah A.} and Jensen, {Henrik H.} and Balakumar Vijayakrishnan and Garnett, {James A.} and Ester Leon and Yan Liu and Anthony, {Daniel C.} and Sibson, {Nicola R.} and Ten Feizi and Stephen Matthews and Davis, {Benjamin G.}",

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T1 - Potent fluoro-oligosaccharide probes of adhesion in Toxoplasmosis

AU - Allman, Sarah A.

AU - Jensen, Henrik H.

AU - Vijayakrishnan, Balakumar

AU - Garnett, James A.

AU - Leon, Ester

AU - Liu, Yan

AU - Anthony, Daniel C.

AU - Sibson, Nicola R.

AU - Feizi, Ten

AU - Matthews, Stephen

AU - Davis, Benjamin G.

PY - 2009/10/12

Y1 - 2009/10/12

N2 - Unnatural, NMR- and MRI-active fluorinated sugar probes, designed and synthesised to bind to the pathogenic protein TgMIC1 from Toxoplasma gondii, were found to display binding potency equal to and above that of the natural ligand. Dissection of the binding mechanism and modes, including the first X-ray crystal structures of a fluoro-oligosaccharide bound to a lectin, demonstrate that it is possible to create effective fluorinated probe ligands for the study of, and perhaps intervention in, sugar-protein binding events.

AB - Unnatural, NMR- and MRI-active fluorinated sugar probes, designed and synthesised to bind to the pathogenic protein TgMIC1 from Toxoplasma gondii, were found to display binding potency equal to and above that of the natural ligand. Dissection of the binding mechanism and modes, including the first X-ray crystal structures of a fluoro-oligosaccharide bound to a lectin, demonstrate that it is possible to create effective fluorinated probe ligands for the study of, and perhaps intervention in, sugar-protein binding events.

KW - Fluorine

KW - Fluorosugars

KW - Lectins

KW - Oligosaccharides

KW - Toxoplasmosis

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ER -

Potent fluoro-oligosaccharide probes of adhesion in Toxoplasmosis

Abstract

Keywords

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