Synthesis and Evaluation of Transition-State Analogue Inhibitors of α-1,3-Fucosyltransferase†
Michael L. Mitchell Dr.
Department of Chemistry and the Skaggs Institute for Chemical Biology The Scripps Research Institute 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA) Fax: (+1) 858-784-2409
Search for more papers by this authorFeng Tian Dr.
Department of Chemistry and the Skaggs Institute for Chemical Biology The Scripps Research Institute 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA) Fax: (+1) 858-784-2409
Search for more papers by this authorLac V. Lee Dr.
Department of Chemistry and the Skaggs Institute for Chemical Biology The Scripps Research Institute 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA) Fax: (+1) 858-784-2409
Search for more papers by this authorChi-Huey Wong Prof.
Department of Chemistry and the Skaggs Institute for Chemical Biology The Scripps Research Institute 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA) Fax: (+1) 858-784-2409
Search for more papers by this authorMichael L. Mitchell Dr.
Department of Chemistry and the Skaggs Institute for Chemical Biology The Scripps Research Institute 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA) Fax: (+1) 858-784-2409
Search for more papers by this authorFeng Tian Dr.
Department of Chemistry and the Skaggs Institute for Chemical Biology The Scripps Research Institute 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA) Fax: (+1) 858-784-2409
Search for more papers by this authorLac V. Lee Dr.
Department of Chemistry and the Skaggs Institute for Chemical Biology The Scripps Research Institute 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA) Fax: (+1) 858-784-2409
Search for more papers by this authorChi-Huey Wong Prof.
Department of Chemistry and the Skaggs Institute for Chemical Biology The Scripps Research Institute 10550 North Torrey Pines Road, La Jolla, CA 92037 (USA) Fax: (+1) 858-784-2409
Search for more papers by this authorThis work was supported by the NIH and the Skaggs Institute. M.L.M. acknowledges fellowships from UNCF⋅Merck Science Initiative and Skaggs Predoctoral Fellows Program.
Graphical Abstract
Mimics of the geometry or charge of the fucose moiety of GDP-fucose in the transition state of fucosyltransferase-catalyzed reactions, compounds 1–3 are good competive inhibitors of α-1,3-fucosyltransferases V and VI with Ki values between 6 and 13 μM. GDP=guanosine diphosphate.
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