The world's first wiki where authorship really matters (Nature Genetics, 2008). Due credit and reputation for authors. Imagine a global collaborative knowledge base for original thoughts. Search thousands of articles and collaborate with scientists around the globe.

wikigene or wiki gene protein drug chemical gene disease author authorship tracking collaborative publishing evolutionary knowledge reputation system wiki2.0 global collaboration genes proteins drugs chemicals diseases compound
Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
Chemical Compound Review

Azobenzol     diphenyldiazene

Synonyms: Azofume, Benzofume, Azobenzeen, Azobenzide, azobenzene, ...
Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of diphenyldiazene


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


Anatomical context of diphenyldiazene


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


  1. Genotoxicity of a variety of azobenzene and aminoazobenzene compounds in the hepatocyte/DNA repair test and the Salmonella/mutagenicity test. Mori, H., Mori, Y., Sugie, S., Yoshimi, N., Takahashi, M., Ni-i, H., Yamazaki, H., Toyoshi, K., Williams, G.M. Cancer Res. (1986) [Pubmed]
  2. Enhancing effect of phenobarbital on the development of enzyme-altered islands and hepatocellular carcinomas initiated by 3'-methyl-4-(dimethylamino) azobenzene or diethylnitrosamine. Kitagawa, T., Sugano, H. Gann = Gan. (1978) [Pubmed]
  3. Photoinduced effects in the vicinity of the smectic-A-smectic-C*A transition: polarization, tilt angle, and response time studies. Nair, G.G., Hegde, G., Prasad, S.K., Lobo, C.V., Negi, Y.S. Physical review. E, Statistical, nonlinear, and soft matter physics . (2006) [Pubmed]
  4. Photoregulated ion binding. Blank, M., Soo, L.M., Wassermann, H.N., Erlanger, B.F. Science (1981) [Pubmed]
  5. Azobenzene-tethered T7 promoter for efficient photoregulation of transcription. Liu, M., Asanuma, H., Komiyama, M. J. Am. Chem. Soc. (2006) [Pubmed]
  6. A photoinducible beta-hairpin. Aemissegger, A., Kräutler, V., van Gunsteren, W.F., Hilvert, D. J. Am. Chem. Soc. (2005) [Pubmed]
  7. Photoswitchable flexible and shape-persistent dendrimers: comparison of the interplay between a photochromic azobenzene core and dendrimer structure. Liao, L.X., Stellacci, F., McGrath, D.V. J. Am. Chem. Soc. (2004) [Pubmed]
  8. Photoisomerization dynamics of azobenzene in solution with S1 excitation: a femtosecond fluorescence anisotropy study. Chang, C.W., Lu, Y.C., Wang, T.T., Diau, E.W. J. Am. Chem. Soc. (2004) [Pubmed]
  9. The kinetics of helix unfolding of an azobenzene cross-linked peptide probed by nanosecond time-resolved optical rotatory dispersion. Chen, E., Kumita, J.R., Woolley, G.A., Kliger, D.S. J. Am. Chem. Soc. (2003) [Pubmed]
  10. Photoregulation of DNA triplex formation by azobenzene. Liang, X., Asanuma, H., Komiyama, M. J. Am. Chem. Soc. (2002) [Pubmed]
  11. Coherent electron transport through an azobenzene molecule: a light-driven molecular switch. Zhang, C., Du, M.H., Cheng, H.P., Zhang, X.G., Roitberg, A.E., Krause, J.L. Phys. Rev. Lett. (2004) [Pubmed]
  12. Hierarchical self-assembly of chiral complementary hydrogen-bond networks in water: reconstitution of supramolecular membranes. Kawasaki, T., Tokuhiro, M., Kimizuka, N., Kunitake, T. J. Am. Chem. Soc. (2001) [Pubmed]
  13. Topology of beef heart cytochrome c oxidase from studies on reconstituted membranes. Zhang, Y.Z., Georgevich, G., Capaldi, R.A. Biochemistry (1984) [Pubmed]
  14. Effects of azobenzene and aniline in the rodent bone marrow micronucleus test. George, E., Andrews, M., Westmoreland, C. Carcinogenesis (1990) [Pubmed]
  15. Photocontrol of ion-sensor performances in neutral-carrier-type ion sensors based on liquid-crystalline membranes. Oosaki, S., Hayasaki, H., Sakurai, Y., Yajima, S., Kimura, K. Chem. Commun. (Camb.) (2005) [Pubmed]
  16. Micronucleus induction by azobenzene and 1,2-dibromo-3-chloropropane in the rat: evaluation of a triple-dose protocol. George, E., Wootton, A.K., Gatehouse, D.G. Mutat. Res. (1990) [Pubmed]
  17. Directed fusion in hybridoma production. Reason, D., Carminati, J., Kimura, J., Henry, C. J. Immunol. Methods (1987) [Pubmed]
  18. NMR study on the photoresponsive DNA tethering an azobenzene. Assignment of the absolute configuration of two diastereomers and structure determination of their duplexes in the trans-form. Liang, X., Asanuma, H., Kashida, H., Takasu, A., Sakamoto, T., Kawai, G., Komiyama, M. J. Am. Chem. Soc. (2003) [Pubmed]
  19. Light control of mitochondrial complex I activity by a photoresponsive inhibitor. Fujita, D., Murai, M., Nishioka, T., Miyoshi, H. Biochemistry (2006) [Pubmed]
  20. Highly selective colorimetric naked-eye Cu(II) detection using an azobenzene chemosensor. Gunnlaugsson, T., Leonard, J.P., Murray, N.S. Org. Lett. (2004) [Pubmed]
  21. 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. Kume, S., Kurihara, M., Nishihara, H. Chem. Commun. (Camb.) (2001) [Pubmed]
  22. Abc amino acids: design, synthesis, and properties of new photoelastic amino acids. Standaert, R.F., Park, S.B. J. Org. Chem. (2006) [Pubmed]
  23. Photomodulation of conformational states. IV. Integrin-binding RGD-peptides with (4-aminomethyl)phenylazobenzoic acid as backbone constituent. Milbradt, A.G., Löweneck, M., Krupka, S.S., Reif, M., Sinner, E.K., Moroder, L., Renner, C. Biopolymers (2005) [Pubmed]
  24. Photocontrol of protein folding: the interaction of photosensitive surfactants with bovine serum albumin. Lee, C.T., Smith, K.A., Hatton, T.A. Biochemistry (2005) [Pubmed]
  25. A conformational two-state peptide model system containing an ultrafast but soft light switch. Löweneck, M., Milbradt, A.G., Root, C., Satzger, H., Zinth, W., Moroder, L., Renner, C. Biophys. J. (2006) [Pubmed]
  26. Photosensitive liposomes as 'cages' for laser-triggered solute delivery: the effect of bilayer cholesterol on kinetics of solute release. Bisby, R.H., Mead, C., Morgan, C.G. FEBS Lett. (1999) [Pubmed]
  27. Photoregulation of the transcription reaction of T7 RNA polymerase by tethering an azobenzene to the promoter. Asanuma, H., Tamaru, D., Yamazawa, A., Liu, M., Komiyama, M. Chembiochem (2002) [Pubmed]
  28. Conformational molecular switch of the azobenzene molecule: a scanning tunneling microscopy study. Choi, B.Y., Kahng, S.J., Kim, S., Kim, H., Kim, H.W., Song, Y.J., Ihm, J., Kuk, Y. Phys. Rev. Lett. (2006) [Pubmed]
  29. 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. Banerjee, I.A., Yu, L., Matsui, H. J. Am. Chem. Soc. (2003) [Pubmed]
  30. Structure and reactivity of homoleptic samarium(II) and thulium(II) phospholyl complexes. Turcitu, D., Nief, F., Ricard, L. Chemistry (Weinheim an der Bergstrasse, Germany) (2003) [Pubmed]
  31. Identification of face-to-face inclusion complex formation of cyclodextrin bearing an azobenzene group by electrospray ionization mass spectrometry. Arakawa, R., Yamaguchi, T., Takahashi, A., Fujimoto, T., Kaneda, T. J. Am. Soc. Mass Spectrom. (2003) [Pubmed]
WikiGenes - Universities