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Why is the antiviral nucleotide analogue 9-[2-(phosphonomethoxy)ethyl]adenine in its diphosphorylated form (PMEApp4–) initially a better substrate for polymerases than (2′-deoxy)adenosine 5′-triphosphate (dATP4–/ATP4–)? Considerations on the mechanism of nucleic acid polymerases

Sigel, H. and Song, B. and Blindauer, C. A. and Kapinos, L. E. and Gregávn, F. and Prónayová, N.. (1999) Why is the antiviral nucleotide analogue 9-[2-(phosphonomethoxy)ethyl]adenine in its diphosphorylated form (PMEApp4–) initially a better substrate for polymerases than (2′-deoxy)adenosine 5′-triphosphate (dATP4–/ATP4–)? Considerations on the mechanism of nucleic acid polymerases. Chemical Communications, 35 (8). pp. 743-744.

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Official URL: http://edoc.unibas.ch/dok/A6083512

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Abstract

The observation that the antivirally active PMEA in its diphosphorylated form (PMEApp4–) is initially a better substrate for polymerases than dATP4– (ATP4–) can be rationalized by (i) the increased basicity of the phosphonyl group (compared to a phosphoryl group) and (ii) the participation of the ether O atom of PMEApp4– in metal ion binding; both effects together favor M2+ binding at the α group and thus its nucleophilic attack.
Faculties and Departments:05 Faculty of Science > Departement Chemie
UniBasel Contributors:Kapinos Schneider, Larisa E. E
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Royal Society of Chemistry
ISSN:0022-4936
Note:Publication type according to Uni Basel Research Database: Journal article
Identification Number:
Last Modified:01 Dec 2016 07:56
Deposited On:24 May 2013 09:00

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