645412-25-5Relevant articles and documents
Azobenzene switch with a long-lived cis-state to photocontrol the enzyme activity of a histone deacetylase-like amidohydrolase
Korbus, Michael,Balasubramanian, Ganesh,Mueller-Plathe, Florian,Kolmar, Harald,Meyer-Almes, Franz-Josef
, p. 401 - 412 (2014)
The control of enzymes by use of an external stimulus such as light enables the temporal and spatial regulation of defined chemical reactions in a highly precise manner. In this work we investigated and characterized the reversible photocontrol of a bacterial histone deacetylaselike amidohydrolase (HDAH) from Bordetella/Alcaligenes strain FB188, which holds great potential to control deacetylation reactions of a broad spectrum of substrates in biotechnological and biomedical applications. Several HDAH variants with a single surface accessible cysteine close to the active site were developed and covalently modified by a monofunctional azobenzene-based photoswitch [4-phenylazomaleinanil (4-PAM)]. The enzymatic activity of three HDAH variants (M30C, S20C and M150C) were shown to be controlled by light. The thermal cisto-trans relaxation of azobenzene conjugated to HDAH was up to 50-fold retarded compared to unbound 4-PAM allowing light pulse switching rather than continuing irradiation to maintain the thermodynamically less stable cisstate of covalently attached 4-PAM.
Responsive behavior of 4-(N-maleimido)azobenzene in polymers with aromatic main chain and side chain linked units
Airinei, Anton,Rusu, Elena,Barboiu, Virgil
body text, p. 489 - 495 (2010/08/06)
Polymer matrices with aromatic main chain and side chain linked units (polystyrene, polysulfone) were employed to construct thin films containing maleimidoazobenzene molecules in order to develop new materials with responsive properties. The photochromic behavior of the active compound was studied both in the solid and solution state for comparison. The thermal cis-trans isomerization of azobenzene chromophores in polymer films follows two different kinetic pathways. A double-exponential relaxation process (fast and slow) took place in polystyrene matrix under 70 °C while the thermal isomerization at 70 °C and higher follows a first-order kinetics. The cis isomer content corresponding to the photostationary state was found to be lower in polymer films than in solution.
