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914584 Sigma-Aldrich

Phenylalanine-4′-azobenzene HCl

≥95%

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

  • CAS Number 2137036-84-9

  • Empirical Formula (Hill Notation) C15H16ClN3O2

  • Molecular Weight 305.76

  •  MDL number MFCD30187602

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Properties

Related Categories Chemical Biology, Chemical Synthesis, Peptide Synthesis and Peptide Chemistry, Phenylalanine Derivatives, Unnatural Amino Acids & Derivatives More...
Quality Level   100
assay   ≥95%
form   powder
storage temp.   2-8°C

Description

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.

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

Safety & Documentation

Safety Information

WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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