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Reference type: Journal
Authors: Allender CJ, Brain KR, Ballatore C, Cahard D, Siddiqui A, McGuigan C
Article Title: Separation of individual antiviral nucleotide prodrugs from synthetic mixtures using cross-reactivity of a molecularly imprinted stationary phase.
Publication date: 2001
Journal: Analytica Chimica Acta
Volume: 435
Issue: (1)
Page numbers: 107-113.
DOI: 10.1016/S0003-2670(00)01369-6

Abstract: 2',3'-Dideoxynucleosides (ddNs) are among the most potent of nucleoside analogues active against human immunodeficiency virus (HIV) in cell culture. d4T (2',3'-dideoxy-2',3'- didehydrothymidine) is clinically effective acting through competitive inhibition of viral reverse transcriptase and/or incorporation and subsequent chain termination of the growing viral chain. Activation occurs via intracellular conversion to the 5'-triphosphate, the kinase-mediated formation of the monophosphate being the rate-limiting step and, therefore, strategies to deliver the monophosphate have been sought. This study uses a molecularly imprinted HPLC stationary phase to separate single diastereomers for a number of nucleoside monophosphates prodrugs from synthetic mixtures. The biological activity of some individual diastereomers are unknown and a need to efficiently separate them from synthetic mixtures, has been identified. Due to cross-reactive affinity for the imprinted polymer one imprinted stationary phase was used to isolate a single diastereomer from a range of prodrug synthetic mixtures. (C) 2001 Elsevier Science B.V. All rights reserved

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