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Synthesis and evaluation of fructose analogues as inhibitors of the D-fructose transporter GLUT5


Reference:

Tatibouet, A., Yang, J., Morin, C. and Holman, G. D., 2000. Synthesis and evaluation of fructose analogues as inhibitors of the D-fructose transporter GLUT5. Bioorganic and Medicinal Chemistry, 8 (7), pp. 1825-1833.

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Abstract

We have examined the specificity and binding-site spatial requirements of the fructose transporter GLUT5. Interaction with a series of fructofuranosides and fructopyranosides suggests that both furanose and pyranose ring forms of D-fructose combine with GLUT5. The epimers of D-fructose all have low affinity for GLUT5 suggesting that the transporter requires all hydroxyls to be in the fructo-configuration. Similarly there is poor tolerance of all allyl derivatives of D-fructose except 6-O-allyl-D-fructo-furanose. Therefore, the C-6 position offers the most suitable position for development of affinity probes and labels for exploring GLUT5 biochemistry. (C) 2000 Elsevier Science Ltd. All rights reserved.

Details

Item Type Articles
CreatorsTatibouet, A., Yang, J., Morin, C. and Holman, G. D.
DepartmentsFaculty of Science > Biology & Biochemistry
RefereedYes
StatusPublished
ID Code4408
Additional InformationID number: ISI:000088281900031

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