Azobenzene

Cat. No.: HY-B2127 Purity: ≥98.0%: FAQs
Data Sheet SDS COA Handling Instructions

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Azobenzene can be used as an optical trigger for the design and synthesis of a large variety of photoresponsive systems.

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Azobenzene Chemical Structure

CAS No. : 103-33-3

Size	Price	Stock	Quantity

Free Sample (0.1 - 0.5 mg)		Apply Now
Solid + Solvent
10 mM * 1 mL in DMSO ready for reconstitution	USD 55	In-stock	Estimated Time of Arrival: December 31
Solution
10 mM * 1 mL in DMSO	USD 55	In-stock	Estimated Time of Arrival: December 31
Solid
500 mg	USD 35	In-stock	Estimated Time of Arrival: December 31
1 g	USD 60	In-stock	Estimated Time of Arrival: December 31
5 g		Get quote
10 g		Get quote

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Other Forms of Azobenzene:

Azobenzene-d₁₀ Get quote

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Description

Azobenzene can be used as an optical trigger for the design and synthesis of a large variety of photoresponsive systems.

In Vitro

Photochromic compounds that undergo large conformational changes when exposed to light of appropriate wavelength are particularly attractive as molecular switch elements. Azobenzene is a popular choice among the chromophores. The thermodynamically favored trans isomer is rapidly converted to the cis isomer by irradiation at the wavelength of the π-π* transition, whereas the reverse process is achieved either (slowly) by thermal relaxation in the dark or (quickly) by irradiation at the wavelength of the n-π* transition. The azobenzene amino acid (aa) can be used as a photo-inducible conformational switch in polypeptides. A reversible conformational change of the peptide backbone is induced by switching between the cis and trans configurations of the azobenzene moiety by irradiation with light of suitable wavelength^[1]. Azobenzene has been the most widely used optical trigger for the synthesis of photoresponsive systems ranging from poly-a-amino acids to innovative materials with light-controlled mechanical and optical properties. Its use in form of appropriate derivatives allow to generate cyclic peptide structures of constraint conformational space and thus to exploit its reversible photoisomerization to induce well defined transitions between different conformational states^[2]. Azobenzene photoswitches can be used to drive functional changes in peptides, proteins, nucleic acids, lipids, and carbohydrates^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

182.22

Formula

C₁₂H₁₀N₂

CAS No.

103-33-3

Appearance

Solid

Color

Yellow to orange

SMILES

C1(/N=N/C2=CC=CC=C2)=CC=CC=C1

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	2 years
	-20°C	1 year

Solvent & Solubility

In Vitro:

DMSO : ≥ 150 mg/mL (823.18 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

*"≥" means soluble, but saturation unknown.

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	5.4879 mL	27.4394 mL	54.8787 mL
5 mM	1.0976 mL	5.4879 mL	10.9757 mL
10 mM	0.5488 mL	2.7439 mL	5.4879 mL

View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Molarity Calculator
Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage

mg/kg

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μL

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Calculation results:

Working solution concentration: mg/mL

Purity & Documentation

Purity: ≥98.0%

Select Batch:

Data Sheet (272 KB) SDS (563 KB)

COA (247 KB) HNMR (228 KB)

Handling Instructions (2659 KB)

References

[1]. Aemissegger A, et al. Synthesis and application of an azobenzene amino acid as a light-switchable turn element in polypeptides. Nat Protoc. 2007;2(1):161-7. [Content Brief]

[2]. Renner C, et al. Azobenzene as photoresponsive conformational switch in cyclic peptides. J Pept Res. 2005 Jan;65(1):4-14. [Content Brief]

[3]. Beharry AA, et al. Azobenzene photoswitches for biomolecules. Chem Soc Rev. 2011 Aug;40(8):4422-37. [Content Brief]

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

DMSO	1 mM	5.4879 mL	27.4394 mL	54.8787 mL	137.1968 mL
	5 mM	1.0976 mL	5.4879 mL	10.9757 mL	27.4394 mL
	10 mM	0.5488 mL	2.7439 mL	5.4879 mL	13.7197 mL
	15 mM	0.3659 mL	1.8293 mL	3.6586 mL	9.1465 mL
	20 mM	0.2744 mL	1.3720 mL	2.7439 mL	6.8598 mL
	25 mM	0.2195 mL	1.0976 mL	2.1951 mL	5.4879 mL
	30 mM	0.1829 mL	0.9146 mL	1.8293 mL	4.5732 mL
	40 mM	0.1372 mL	0.6860 mL	1.3720 mL	3.4299 mL
	50 mM	0.1098 mL	0.5488 mL	1.0976 mL	2.7439 mL
	60 mM	0.0915 mL	0.4573 mL	0.9146 mL	2.2866 mL
	80 mM	0.0686 mL	0.3430 mL	0.6860 mL	1.7150 mL
	100 mM	0.0549 mL	0.2744 mL	0.5488 mL	1.3720 mL

Azobenzene Related Classifications

Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Azobenzene103-33-3OthersInhibitorinhibitorinhibit

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