Skip to Content
Merck
CN

914584

Phenylalanine-4′-azobenzene HCl

≥95%

Synonym(s):

(2S)-2-Amino-3-[4-(2-phenyldiazen-1-yl)phenyl]propanoic acid hydrochloride, (E)-2-Amino-3-(4-(phenyldiazenyl)phenyl)propanoic acid HCl, 4-(2-Phenyldiazenyl)-L-phenylalanine hydrochloride, 4-(Phenylazo)-L-phenylalanine, AzoF, Photoswitchable phenylalanine amino acid, Reversible photo-controllable unnatural amino acid

Sign In to View Organizational & Contract Pricing

Select a Size

About This Item

Empirical Formula (Hill Notation):
C15H16ClN3O2
CAS Number:
2137036-84-9
Molecular Weight:
305.76
MDL number:
MFCD30187602
UNSPSC Code:
12352209
NACRES:
NA.22

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Level

100

Assay

≥95%

form

powder

storage temp.

2-8°C

SMILES string

Cl.N[C@@H](Cc1ccc(cc1)\N=N\c2ccccc2)C(=O)O

InChI key

LRSKKAMIJGFIDZ-GUFYRWSKSA-N

Related Categories

Application

Phenylalanine-4′-azobenzene HCl (AzoF) is a phenylalanine derivative with an azo bond that isomerizes upon UV irradiation from its E isomer to its Z isomer and reverts back at light above 400 nm. When incorporated into proteins or chemical probes, this reversibility is utilized as a photoswitch with spatial and temporal regulation within biological systems.

Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)

Other Notes

Light Regulation of Enzyme Allostery through Photo-responsive Unnatural Amino Acids

Photochemical control of enzymes using photoresponsive compounds on the basis of the interaction mechanism

Photochemical regulation of the activity of an endonuclease BamHI using an azobenzene moiety incorporated site-selectively into the dimer interface

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

新产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCM4743

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Andrea C Kneuttinger et al.
Cell chemical biology, 26(11), 1501-1514 (2019-09-10)
Imidazole glycerol phosphate synthase (ImGPS) is an allosteric bienzyme complex in which substrate binding to the synthase subunit HisF stimulates the glutaminase subunit HisH. To control this stimulation with light, we have incorporated the photo-responsive unnatural amino acids phenylalanine-4'-azobenzene (AzoF)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service