Issue 2, 2005
From the journal:

Photochemical & Photobiological Sciences

Flash photolytic release of alcohols from photolabile carbamates or carbonates is rate-limited by decarboxylation of the photoproduct†

George Papageorgiou,a   Andreas Barthb  and  John E. T. Corrie*a  

* Corresponding authors

a National Institute for Medical Research, The Ridgeway, Mill Hill, London, UK
E-mail: jcorrie@nimr.mrc.ac.uk

b Department of Biochemistry and Biophysics, The Arrhenius Laboratories for Natural Sciences, Stockholm University, Stockholm, Sweden

Abstract

Flash photolysis of a 7-nitroindolinyl carbamate derivative in neutral aqueous solution rapidly generated a monoalkyl carbonate salt. The rate constant for subsequent decarboxylation of this salt [mono(2-phosphoryloxyethyl) carbonate], determined by rapid scan IR difference spectroscopy, was 0.4 s−1 at pH 7.0, 20 °C. This rate reflects release of the product alcohol upon photolysis of the parent compound. In general, alcohols protected as photolabile carbamate (or carbonate) derivatives will therefore be released too slowly for studies of the kinetics of millisecond time scale biological processes.

Graphical abstract: Flash photolytic release of alcohols from photolabile carbamates or carbonates is rate-limited by decarboxylation of the photoproduct

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/B417153E
Article type
Paper
Submitted
10 Nov 2004
Accepted
15 Dec 2004
First published
06 Jan 2005

Photochem. Photobiol. Sci., 2005,4, 216-220

Permissions

Request permissions

Flash photolytic release of alcohols from photolabile carbamates or carbonates is rate-limited by decarboxylation of the photoproduct

G. Papageorgiou, A. Barth and J. E. T. Corrie, Photochem. Photobiol. Sci., 2005, 4, 216 DOI: 10.1039/B417153E

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements