Issue 24, 2010
From the journal:

Chemical Communications

The hydrolysis of phosphatediesters in cyclohexane and acetone†

Randy B. Stockbridgea  and  Richard Wolfenden*a  

* Corresponding authors

a Department of Biochemistry and Biophysics, University of North Carolina, Chapel Hill, USA
E-mail: water@med.unc.edu
Fax: +1 919-966-2852
Tel: +1 919-966-1203

Abstract

The hydrolysis of phosphate diesters is one of the most difficult reactions known. Here we show that in acetone or cyclohexane, at 25 °C, phosphodiesters undergo hydrolysis 5 × 105 and 2 × 109-fold more rapidly than in water, respectively, and that this rate enhancement is achieved by lowering the enthalpy of activation.

Graphical abstract: The hydrolysis of phosphate diesters in cyclohexane and acetone

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Article information

DOI
https://doi.org/10.1039/C0CC00229A
Article type
Communication
Submitted
04 Mar 2010
Accepted
15 Apr 2010
First published
06 May 2010

Chem. Commun., 2010,46, 4306-4308

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The hydrolysis of phosphate diesters in cyclohexane and acetone

R. B. Stockbridge and R. Wolfenden, Chem. Commun., 2010, 46, 4306 DOI: 10.1039/C0CC00229A

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