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

Citation

Chipman, A and Yates, BF and Canty, AJ and Ariafard, A, Reduction of a platinum (IV) prodrug model by sulfur containing biological reductants: computational mechanistic elucidation, Chemical Communications, 54, (74) pp. 10491-10494. ISSN 1359-7345 (2018) [Refereed Article]

Copyright Statement

Copyright 2018 The Royal Society of Chemistry

DOI: doi:10.1039/c8cc05682j

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 Details

Item Type:Refereed Article
Keywords:platinum drugs, anticancer, DFT, amino acids,cysteine, methionine
Research Division:Chemical Sciences
Research Group:Inorganic Chemistry
Research Field:Transition Metal Chemistry
Objective Division:Expanding Knowledge
Objective Group:Expanding Knowledge
Objective Field:Expanding Knowledge in the Chemical Sciences
UTAS Author:Chipman, A (Mr Antony Chipman)
UTAS Author:Yates, BF (Professor Brian Yates)
UTAS Author:Canty, AJ (Professor Allan Canty)
UTAS Author:Ariafard, A (Associate Professor Alireza Ariafard)
ID Code:128377
Year Published:2018
Web of Science® Times Cited:2
Deposited By:Chemistry
Deposited On:2018-09-16
Last Modified:2019-03-07
Downloads:0

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