Spectral Tuning of Azobenzene Photoswitches for Biological Applications
- 30 January 2009
- journal article
- Published by Wiley in Angewandte Chemie-International Edition
- Vol. 48 (8), 1484-1486
- https://doi.org/10.1002/anie.200805013
Abstract
Longer switching wavelengths and good photochemical yields and stabilities of the cis isomers in reducing aqueous environments are achieved by introducing 2,2'-aminoalkyl substituents into 4,4'-diamido-substituted azobenzenes. The products are thus suitable for photocontrol of biomolecular structures in intracellular environments, such as switching between two peptide configurations (see picture).Keywords
This publication has 22 references indexed in Scilit:
- Photochemical control of endogenous ion channels and cellular excitabilityNature Methods, 2008
- Redox Potential of Azobenzene as an Amino Acid Residue in PeptidesChemBioChem, 2007
- Synthesis of 3,3′-bis(sulfonato)-4,4′-bis(chloroacetamido)azobenzene and cysteine cross-linking for photo-control of protein conformation and activityNature Protocols, 2007
- Azobenzene as Conformational Switch in Model PeptidesChemBioChem, 2006
- The Incorporation of a Photoisomerizable Amino Acid into Proteins in E. coliJournal of the American Chemical Society, 2005
- Allosteric control of an ionotropic glutamate receptor with an optical switchNature Chemical Biology, 2005
- A volumetric study on the thermal cis-to-trans isomerization of 4-(dimethylamino)-4′-nitroazobenzene and 4,4′-bis(dialkylamino)azobenzenes: evidence of an inversion mechanismJournal of the Chemical Society, Perkin Transactions 2, 1986
- Solvent effects on the thermal cis-trans isomerization and charge-transfer absorption of 4-(diethylamino)-4'-nitroazobenzeneThe Journal of Organic Chemistry, 1983
- Thermal Cis-to-Trans Isomerization of Substituted Azobenzenes II. Substituent and Solvent EffectsBulletin of the Chemical Society of Japan, 1976
- Fluorescence of noncyclic azo compounds with a low-lying 1(n,π*)stateChemical Physics Letters, 1975