Acyclic phosphonate nucleotides and human adenylate kinases: impact of a borano group on alpha-P position

Nucleosides, Nucleotides & Nucleic Acids
Dimitri TopalisD Deville-Bonne

Abstract

Adenylate kinases are involved in the activation of antiviral drugs such as the acyclic phosphonates analogs PMEA and (R)PMPA. We examine the in vitro phosphorylation of PMEA and PMPA bearing a borano- or a H- group on the phosphorus atom. The alpha-borano or alpha-H on PMEA and PMPA were detrimental to the activity of recombinant human AMP kinases 1 and 2. Docking PMEA to the active site of AMP kinase 1 indicated that the borano group may prevent two conserved critical Arg interactions with the alpha-phosphate, resulting in substrate bad positioning.

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Citations

Apr 22, 2010·Nucleosides, Nucleotides & Nucleic Acids·Lian Jin Liu, Joon Hee Hong
Nov 29, 2012·Journal of Acquired Immune Deficiency Syndromes : JAIDS·Jianmeng ChenEdward J Fuchs
Jul 28, 2009·Biochemical and Biophysical Research Communications·Constance AuvynetChahrazade El Amri
Aug 6, 2014·Bioorganic & Medicinal Chemistry Letters·Malika KaciChristian Périgaud
Dec 9, 2014·Pharmacogenetics and Genomics·Amber DahlinKathleen M Giacomini

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