914584
Phenylalanine-4′-azobenzene HCl
≥95%
Synonyme(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
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A propos de cet article
Formule empirique (notation de Hill) :
C15H16ClN3O2
Numéro CAS:
Poids moléculaire :
305.76
UNSPSC Code:
12352209
NACRES:
NA.22
MDL number:
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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
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)
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
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
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Koji Nakayama et al.
Chemical communications (Cambridge, England), (21), 2386-2387 (2004-10-30)
Endonuclease BamHI mutants having an azophenylalanine residue in the dimer interface (azoAla-BamHI) were synthesized; while the activity was almost suppressed using trans-azoAla-BamHI, the cis-isomer generated with photoirradiation recovered its intrinsic activity.
Hiroshi Murakami et al.
Chemistry & biology, 10(7), 655-662 (2003-08-02)
Aminoacyl-tRNA synthetase (ARS) ribozymes have potential to develop a novel genetic coding system. Although we have previously isolated such a ribozyme that recognizes aromatic amino acids, it could not be used as a versatile catalyst due to its limited ability
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)
Numéro d'article de commerce international
| Référence | GTIN |
|---|---|
| 914584-100MG | 04061842050000 |