Issue 22, 2009
From the journal:

Organic & Biomolecular Chemistry

Synthesis, photolysis studies and in vitro photorelease of caged TRPV1 agonists and antagonists†

Michael P. Van Ryssen,a   Nicolaos Avlonitis,a   Rashid Giniatullin,b   Craig McDougall,c   James L. Carr,a   Megan N. Stanton-Humphreys,ad   Emma L. A. Borgström,a   C. Tom A. Brown,c   Dmitriy Fayuk,b   Alexander Surin,e   Minna Niittykoski,e   Leonard Khirouge  and  Stuart J. Conway*d  

* Corresponding authors

a EaStCHEM and School of Chemistry, Centre for Biomolecular Sciences, University of St Andrews, North Haugh, St Andrews, Fife, UK

b Department of Neurobiology, A. I. Virtanen Institute for Molecular Sciences, PO Box 1627, Neulaniementie 2, Kuopio, Finland

c SUPA, School of Physics and Astronomy, University of St Andrews, North Haugh, St Andrews, Fife, UK

d Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford, UK
E-mail: stuart.conway@chem.ox.ac.uk
Fax: +44 (0) 1865 285002
Tel: +44 (0) 1865 285109

e Neuroscience Center, University of Helsinki, Viikinkaari 4, Helsinki, Finland

Abstract

The synthesis of a range of caged TRPV1 agonists and antagonists is reported. The photolysis characteristics of these compounds, when irradiated with a 355 nm laser, have been studied and in all cases the desired compound was produced. Photolysis of a caged TRPV1 agonist in cultured trigeminal neurons produced responses that were consistent with the activation of TRPV1 receptors.

Graphical abstract: Synthesis, photolysis studies and in vitro photorelease of caged TRPV1 agonists and antagonists

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Article information

DOI
https://doi.org/10.1039/B914981C
Article type
Paper
Submitted
23 Jul 2009
Accepted
24 Aug 2009
First published
24 Sep 2009

Org. Biomol. Chem., 2009,7, 4695-4707

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Synthesis, photolysis studies and in vitro photorelease of caged TRPV1 agonists and antagonists

M. P. Van Ryssen, N. Avlonitis, R. Giniatullin, C. McDougall, J. L. Carr, M. N. Stanton-Humphreys, E. L. A. Borgström, C. T. A. Brown, D. Fayuk, A. Surin, M. Niittykoski, L. Khiroug and S. J. Conway, Org. Biomol. Chem., 2009, 7, 4695 DOI: 10.1039/B914981C

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