Angewandte
Chemie
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found to act as a cis antagonist upon voltage-activation of
TRPV1 but did not counteract CAP in a light-dependent
fashion. Our photoswitchable compounds add an additional
input signal to TRPV1 channels and provide a strategy to
stimulate TRP channels with light. As such, they complement
the recently described photochemically active molecule
“optovin”, which acts on TRPA1 channels and through
a different mechanism.[26] Our lead compound, AC4, demon-
strates that a photoswitchable antagonist and an agonist can
be used in concert. This broadens the scope of photopharma-
cology and provides a new functional dimension to the optical
manipulation of ion channels with synthetic photoswitches.
The application of AC4, ABCTC, and related compounds in
sensory physiology is under active investigation and will be
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Received: March 26, 2013
Revised: May 9, 2013
Published online: && &&, &&&&
Keywords: azobenzenes · capsaicin · capsazepine ·
.
photopharmacology · TRPV1
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,
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reflections, 3104 independent, 2064 with I ꢀ 2s(I), Rint = 0.0735,
mean s(I)/I = 0.0625, 274 parameters, R(Fobs) = 0.0446, Rw(F2) =
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Angew. Chem. Int. Ed. 2013, 52, 1 – 5
ꢀ 2013 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
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