Disease relevance of diphenyldiazene

• Genotoxicity of a variety of azobenzene and aminoazobenzene compounds in the hepatocyte/DNA repair test and the Salmonella/mutagenicity test [1].
• Enhancing effect of phenobarbital on the development of enzyme-altered islands and hepatocellular carcinomas initiated by 3'-methyl-4-(dimethylamino) azobenzene or diethylnitrosamine [2].

Psychiatry related information on diphenyldiazene

• We report detailed measurements of the photoinduced effects on the electric polarization, tilt angle, response time, and rotational viscosity in the vicinity of the smectic-A-antiferroelectric-smectic-C (Sm-C*(A)) transition of a guest-host system consisting of photoactive azobenzene-based guest molecules and nonphotoactive host molecules [3].

High impact information on diphenyldiazene

• It is a photochromic azobenzene compound containing two iminodiacetic acid groups and can exists as cis and trans stereoisomers [4].
• Azobenzene was additionally introduced into side chain of T7 promoter for the photocontrol of transcription reaction by T7 RNA polymerase (T7 RNAP) [5].
• A photochromic azobenzene linker was incorporated as a turn element into an amino acid sequence known to fold into a beta-hairpin structure in aqueous solution [6].
• Flexible benzyl aryl ether dendrimers 1a-e were obtained in good yields by direct alkylation of diphenolic azobenzene 3 with benzyl aryl ether dendrons [G-n]-Br (n = 0-4) [7].
• Measurements of anisotropy of femtosecond fluorescence after direct excitation of the S1(n,pi*) state of azobenzene in hexane and ethylene glycol solutions have been carried out to address the controversy about inversion and rotation in the mechanism of photoisomerization [8].

Biological context of diphenyldiazene

• Azobenzene (AzB) and 3,3'- or 4,4'-substituted azobenzenes such as (CH3)2AzB, (CH2OH)2AzB, (CH2OCOCH3)2AzB, and (CH2Cl)2AzB did not generate DNA repair, indicating lack of genotoxicity of these compounds [1].
• The kinetics of helix unfolding of an azobenzene cross-linked peptide probed by nanosecond time-resolved optical rotatory dispersion [9].
• On the other hand, nonplanar cis-azobenzene destabilizes the triplex due to its steric hindrance against the adjacent base pairs [10].
• Coherent electron transport through an azobenzene molecule: a light-driven molecular switch [11].
• Molecular structure of the complementary subunits plays an important role in the complexation process since it is restricted by the photoisomerized cis-azobenzene subunit [12].

Anatomical context of diphenyldiazene

• Diazobenzene [35S]sulfonate [( 35S]DABS) likewise modifies subunit IV only in submitochondrial particles [13].
• Effects of azobenzene and aniline in the rodent bone marrow micronucleus test [14].
• Neutral-carrier-type ion-selective electrodes based on liquid-crystalline ion-sensing membranes containing an azobenzene derivative as the photosensitive chromophore show remarkable changes in their ion selectivity on photoirradiation, which is induced by the phase transition of the membranes [15].
• Dosing with 250 mg/kg azobenzene over 3 consecutive days led to an accumulation of micronucleated polychromatic erythrocytes [16].
• We have attempted to increase the frequency of azobenzene arsonate-specific hybrids by bridging specific B cells to the myeloma partner cells prior to polyethylene glycol-induced fusion [17].

Associations of diphenyldiazene with other chemical compounds

• For both diastereomers, their NMR-determined duplex structure showed that trans-azobenzene intercalates between base pairs, because distinct NOEs were observed between the protons of azobenzene and those of the adjacent base pairs, such as with the imino protons and methyl protons of thymine [18].
• (1)H NMR, HPLC, and UV-visible absorption analyses indicated that the azobenzene unit in 3 is rapidly and reversibly trans-cis isomerized by photoirradiation in chloroform and ethanol [19].
• Colorimetric azobenzene based chemosensors 1 and 2 were designed for detection of transition-metal ions such as Cu(II) under physiological pH conditions [20].
• Reversible trans-cis photoisomerization of azobenzene-attached bipyridine ligands coordinated to cobalt using a single UV light source and the Co(III)/Co(II) redox change [21].
• An undecapeptide incorporating mpAbc was synthesized by conventional solid-phase methods and displayed characteristic azobenzene photochemical behavior with optimal conversion to the cis isomer at 360 nm and a thermal cis --> trans half-life of 100 min at 80 degrees C [22].

Gene context of diphenyldiazene

• Conformational properties of the trans and cis isomers of this peptide in solution were investigated by CD and NMR and were found to differ markedly from the thioredoxin derived azobenzene peptides [23].
• The photoresponsive interaction of light-sensitive azobenzene surfactants with bovine serum albumin (BSA) at neutral pH has been investigated as a means to control protein folding with light irradiation [24].
• Combining an azobenzene chromophore with the bis-cysteinyl active-site sequence of the protein disulfide isomerase (PDI) we constructed a simple but promising model for allosteric conformational rearrangements [25].
• Liposomes containing acyl chains incorporating azobenzene chromophores have been investigated as potential 'caging' agents for fast solute release [26].
• Photoregulation of the transcription reaction of T7 RNA polymerase by tethering an azobenzene to the promoter [27].

Analytical, diagnostic and therapeutic context of diphenyldiazene

• In addition, a spectral blue-shift and induced circular dichroism (ICD) with exciton coupling are observed for the pi-pi* absorption of the azobenzene chromophores [12].
• Conformational molecular switch of the azobenzene molecule: a scanning tunneling microscopy study [28].
• Application of host-guest chemistry in nanotube-based device fabrication: photochemically controlled immobilization of azobenzene nanotubes on patterned alpha-CD monolayer/Au substrates via molecular recognition [29].
• As expected, 5, 6 and 7 all reacted with azobenzene to give the trivalent complexes [Tm(dtp)(2)(N(2)Ph(2))] (13), [Sm(dsp)(2)(N(2)Ph(2))], (14) and [Sm(dtp)(2)(N(2)Ph(2))] (15), respectively; 13 and 14 were characterised by X-ray crystallography [30].
• Identification of face-to-face inclusion complex formation of cyclodextrin bearing an azobenzene group by electrospray ionization mass spectrometry [31].

References