| Identification | Back Directory | [Name]
4-Azido-L-phenylalanine | [CAS]
33173-53-4 | [Synonyms]
H-PHE(4-N3)-OH
H-4-Azido-Phe-OH
H-L-Phe(4-N3)-OH
H-P-AZIDO-PHE-OH
H-PHE(4-AZIDO)-OH
L-Phe(4-azido)-OH
H-P-AZIDO-L-PHE-OH
4-azidophenylalanine
p-azidophenylanaline
P-AZIDO-PHENYLALANINE
p-Azido-L-phenylalanine
4-AZIDO-L-PHENYLALANINE
L-Phenylalanine, 4-azido-
4-Azido-L-phenylalanine HCl
4-Azido-L-phenylalanine≥ 98% (HPLC)
(S)-2-AMINO-3-P-AZIDOPHENYLPROPIONIC ACID
(S)-2-aMino-3-(4-azidophenyl)propanoic acid
(2S)-2-amino-3-(4-azidophenyl)propanoic acid | [Molecular Formula]
C9H10N4O2 | [MDL Number]
MFCD00238100 | [MOL File]
33173-53-4.mol | [Molecular Weight]
206.21 |
| Chemical Properties | Back Directory | [storage temp. ]
-20°C | [solubility ]
Water : 6.2 mg/mL (30.07 mM; ultrasonic and adjust pH to 6 with HCl);DMSO : 6 mg/mL (29.10 mM; ultrasonic and adjust pH to 6 with HCl) | [form ]
Solid | [color ]
White to yellow | [Appearance]
off-white solid | [InChI]
InChI=1/C9H10N4O2/c10-8(9(14)15)5-6-1-3-7(4-2-6)12-13-11/h1-4,8H,5,10H2,(H,14,15)/t8-/s3 | [InChIKey]
NEMHIKRLROONTL-SBYBRXNCNA-N | [SMILES]
C(C1C=CC(N=[N+]=[N-])=CC=1)[C@H](N)C(=O)O |&1:10,r| |
| Hazard Information | Back Directory | [Description]
4-Azido-L-phenylalanine (4AZP) is an unnatural amino acid analog of L-phenylalanine that contains an azide moiety. 4AZP-labeling is a fast, sensitive, and non-radioactive alternative to the traditional technique for detecting nascent protein synthesis.
4AZP is randomly incorporated into synthesizing protein instead of phenylalanine during translation. The resulting azide-labeled full-length proteins can be detected via copper-catalyzed click reaction (with fluorescent or biotin-labeled alkynes) or copper-free click reaction (with cycloalkynes) and used for subsequent microscopic imaging or purification tasks. | [Chemical Properties]
Off-white to brown powder | [Uses]
4-Azido-L-phenylalanine is an unnatural derivative of L-phenylalanine. It is a nonpolar, essential amino acid that naturally occurs in the human body and is also used to treat patients with depression. | [reaction suitability]
reaction type: click chemistry
reaction type: solution phase peptide synthesis |
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