Date published: 2025-10-18

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Azobenzene (CAS 103-33-3)

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Alternate Names:
Diphenyldiazene; Azobenzol; Azobisbenzene; Benzeneazobenzene; 1,2-Diphenyldiazene
Application:
Azobenzene is a photosensitive chemical affects protein activity
CAS Number:
103-33-3
Molecular Weight:
182.22
Molecular Formula:
C6H5N=NC6H5
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Azobenzene is a photosensitive chemical that can switch between the cis and trans formations upon the presence of light at differing wavelengths. Azobenzene can convert from trans to cis in the presence of ultraviolet light, or cis to trans in the presence of blue light of the visible spectrum. The use of such photosensitive properties has been to construct photoswitch tethered ligands to turn protein activity on and off. The compound has been used to drastically increase the extracellular or intracellular concentration of active molecules to study the mechanism of action of sympathetic and parasympathetic neuromediators.


Azobenzene (CAS 103-33-3) References

  1. Photoregulation of in vitro transcription/translation of GFP by tethering an azobenzene to T7 promoter.  |  Zhao, J., et al. 2004. Nucleic Acids Symp Ser (Oxf). 199-200. PMID: 17150547
  2. Optical switches for remote and noninvasive control of cell signaling.  |  Gorostiza, P. and Isacoff, EY. 2008. Science. 322: 395-9. PMID: 18927384
  3. Synthesis of Bifunctional Azobenzene Glycoconjugates for Cysteine-Based Photosensitive Cross-Linking with Bioactive Peptides.  |  Müller, A., et al. 2015. Chemistry. 21: 13723-31. PMID: 26248818
  4. [Mechanism of action of sympathetic and parasympathetic neuromediators at the level of the heart cell: use of photosensitive molecules].  |  Nargeot, J. 1985. J Pharmacol. 16 Suppl 1: 89-118. PMID: 2863424
  5. Kinetics of Ordering and Deformation in Photosensitive Azobenzene LC Networks.  |  Toshchevikov, V., et al. 2018. Polymers (Basel). 10: PMID: 30966565
  6. Azobenzene Based Photo-Responsive Hydrogel: Synthesis, Self-Assembly, and Antimicrobial Activity.  |  Yang, R., et al. 2022. Gels. 8: PMID: 35877499
  7. Azobenzene as Antimicrobial Molecules.  |  Di Martino, M., et al. 2022. Molecules. 27: PMID: 36080413
  8. Photo-Lipids: Light-Sensitive Nano-Switches to Control Membrane Properties.  |  Socrier, L. and Steinem, C. 2023. Chempluschem. 88: e202300203. PMID: 37395458
  9. Development of an Azobenzene-Based Cell Culture Photoresponsive Platform for In Situ Modulation of Surface Topography in Wet Environments.  |  Mauro, F., et al. 2024. ACS Appl Mater Interfaces. 16: 29823-29833. PMID: 38829198
  10. Comparison of rat liver foci assay and strain A mouse lung tumor assay to detect carcinogens: a review.  |  Pereira, MA. and Stoner, GD. 1985. Fundam Appl Toxicol. 5: 688-99. PMID: 3899833

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Azobenzene, 5 g

sc-214563
5 g
$46.00

Azobenzene, 25 g

sc-214563A
25 g
$168.00