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Merck
CN

914584

Phenylalanine-4′-azobenzene HCl

≥95%

别名:

(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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关于此项目

经验公式(希尔记法):
C15H16ClN3O2
化学文摘社编号:
分子量:
305.76
UNSPSC Code:
12352209
NACRES:
NA.22
MDL number:
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Quality Level

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)


存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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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)



全球贸易项目编号

货号GTIN
914584-100MG04061842050000