New light on phosphate transfer from triesters

Biochimica Et Biophysica Acta
Anthony J KirbyFaruk Nome

Abstract

The reactivity of triesters is discussed in the general context of phosphate transfer, as usually studied for the reactions of mono- and diesters. Systematic work has typically concentrated on the Linear Free Energy Relationships measuring the dependence of reactivity on the nucleophile and the leaving group, but new results indicate that it can depend equally strongly on the two non-leaving (sometimes known as spectator) groups. This conclusion is supported by first results from theoretical calculations: which also predict that a two-step mechanism can be favored over a concerted S(N)2(P) mechanism even for reactions involving leaving groups as good as p-nitrophenolate. This article is part of a Special Issue entitled: Chemistry and mechanism of phosphatases, diesterases and triesterases.

References

Feb 12, 1968·Biochimica Et Biophysica Acta·D E Hultquist
Dec 21, 2006·Journal of the American Chemical Society·Anthony J KirbyFaruk Nome
Feb 6, 2008·Journal of the American Chemical Society·Elisa S OrthFaruk Nome
Aug 20, 2009·Current Medicinal Chemistry·Jiri BajgarDaniel Jun
Jun 1, 2010·Journal of the American Chemical Society·Elisa S OrthFaruk Nome
Dec 8, 2010·The Journal of Physical Chemistry. a·Junming HoMichelle L Coote
Dec 18, 2010·Journal of the American Chemical Society·Isaac N UgwumbaColin J Jackson
Apr 26, 2011·Annual Review of Biochemistry·Jonathan K LassilaDaniel Herschlag
Jun 15, 2011·Chemical Reviews·Kibong KimDavid G Churchill
Aug 25, 2011·The Journal of Organic Chemistry·Elisa S OrthFaruk Nome
Nov 23, 2011·Chemistry : a European Journal·Anthony J KirbyFaruk Nome

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Citations

Jul 28, 2012·The Journal of Organic Chemistry·José R MoraFaruk Nome
Jun 16, 2015·Accounts of Chemical Research·Anthony J Kirby, Faruk Nome
May 18, 2016·Biochemistry·Anna PabisShina C L Kamerlin
Jun 23, 2016·Physical Chemistry Chemical Physics : PCCP·Eufrásia S PereiraWillian R Rocha
Aug 1, 2013·Organic & Biomolecular Chemistry·Michelle MedeirosFaruk Nome
Jun 13, 2021·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Valmir B SilvaElisa S Orth

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