4-Azido-L-phenylalanine hydrochloride

• CAT Number: I003270
• CAS Number: 34670-43-4
• Molecular Formula: C9H11ClN4O2
• Molecular Weight: 242.66
• Purity: ≥95%
• Synonyms: (2S)-2-amino-3-(4-azidophenyl)propanoic acid;hydrochloride
• InChI: InChI=1S/C9H10N4O2.ClH/c10-8(9(14)15)5-6-1-3-7(4-2-6)12-13-11;/h1-4,8H,5,10H2,(H,14,15);1H/t8-;/m0./s1
• InChIKey: VXCXRGSRHCHMBK-QRPNPIFTSA-N
• SMILES: C1=CC(=CC=C1CC(C(=O)O)N)N=[N+]=[N-].Cl

4-Azido-L-phenylalanine hydrochloride is an unnatural amino acid, which is used as an effective vibrational reporter of local protein environments. 4-Azido-L-phenylalanine (hydrochloride) is a click chemistry reagent, it contains an Azide group and can undergo copper-catalyzed azide-alkyne cycloaddition reaction (CuAAc) with molecules containing Alkyne groups. Strain-promoted alkyne-azide cycloaddition (SPAAC) can also occur with molecules containing DBCO or BCN groups.
In cell-free protein synthesis (CFPS) method, 0.9-1.7 mg/mL of modified soluble super-folder green fluorescent protein (sfGFP) containing either 4-Azido-L-phenylalanine or p-propargyloxy-l-phenylalanine (pPaF) accumulate in the CFPS solutions[1].

Reference

[1]. Albayrak C, et al. Cell-free co-production of an orthogonal transfer RNA activates efficient site-specific non-natural amino acid incorporation. Nucleic Acids Res. 2013 Jun;41(11):5949-63.
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