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Reduction of a platinum(IV) prodrug model by sulfur containing biological reductants: computational mechanistic elucidation

Chipman, A, Yates, BF ORCID: 0000-0001-9663-3301, Canty, AJ and Ariafard, A ORCID: 0000-0003-2383-6380 2018 , 'Reduction of a platinum(IV) prodrug model by sulfur containing biological reductants: computational mechanistic elucidation' , Chemical Communications, vol. 54 , pp. 10491-10494 , doi: 10.1039/c8cc05682j.

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Abstract

A PtIV prodrug needs to be reduced to PtII by a biomolecule in order to show efficacy. Among biomolecules, those containing an ʟ-Cys residue have the highest potential to be involved in reduction. Tautornerisation from HSCH2CH(NH3+)CO2¯ to the unusual zwitterion form ¯SCH2CH(NH3+)CO2H is the prerequisite for ʟ-Cys to become a potent reductant at a low pH.

Item Type: Article
Authors/Creators:Chipman, A and Yates, BF and Canty, AJ and Ariafard, A
Keywords: platinum drugs, anticancer, DFT, amino acids,cysteine, methionine
Journal or Publication Title: Chemical Communications
Publisher: Royal Soc Chemistry
ISSN: 1359-7345
DOI / ID Number: 10.1039/c8cc05682j
Copyright Information:

Copyright 2018 The Royal Society of Chemistry

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