Efforts toward elucidating Thalidomide’s molecular target: an expedient synthesis of the first Thalidomide biotin analogue†,10.1039/C0OB00060D

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Efforts toward elucidating Thalidomide’s molecular target: an expedient synthesis of the first Thalidomide biotin analogue†

Scott G. Stewart,Carlos J. Braun,Marta E. Polomska,Mahdad Karimi,Lawrence J. Abraham,Keith A. Stubbs

Organic & Biomolecular Chemistry Pub Date : 07/13/2010 00:00:00 , DOI:10.1039/C0OB00060D

Abstract

Herein we describe the synthesis of the first Thalidomide–biotin analogue in order to initiate investigations into the unknown molecular mode of action of Thalidomide. In this manner we describe the attachment of biotin tether through the Huisgen 1,3-dipolar cycloaddition or “click” synthetic methodology.