909564

4-Azido-L-phenylalanine

≥98%

• Synonym(s): 3-(p-Azidophenyl)-L-alanine hydrochloride, 4-Azidophenylalanine hydrochloride, 4-N₃-L-Phenylalanine, p-Azido-L-phenylalanine hydrochloride, p-Azido-Phe*HCl, p-Azidophenylalanine hydrochloride, H-4-Azido-Phe*HCl, H-L-4-Azido-Phe-OH, H-L-Phe(4-N₃)-OH, H-Phe(4-N₃)*HCl, Phe(pN₃)*HCl
• Empirical Formula (Hill Notation): C₉H₁₀N₄O₂
• CAS Number: 33173-53-4
• Molecular Weight: 206.20
• MDL number: MFCD00238100
• UNSPSC Code: 12352005

Properties

• Assay: ≥98%
• form: powder
• reaction suitability: reaction type: click chemistry; reaction type: solution phase peptide synthesis
• availability: available only in USA
• storage temp.: −20°C
• InChI: 1S/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-/m0/s1
• InChI key: NEMHIKRLROONTL-QMMMGPOBSA-N

Description

Application

The in-vivo incorporation of clickable unnatural amino acids such as 4-Azido-L-phenylalanine with unique reactivity at a defined postition is used for functionalization of proteins. The azide functionalities in the protein can then be modified with almost any alkyne bearing molecule by Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC). Copper-free alternatives with strained internal alkynes are also available (SPAAC). Some examples enabled with this technique are protein PEGylation, masking with sugars, and the attachment to antibodies.

Safety Information

• Pictograms: GHS02
• Signal Word: Danger
• Hazard Statements: H242
• Precautionary Statements: P210 - P234 - P235 - P240 - P370 + P378 - P403
• Hazard Classifications: Self-react. C
• Storage Class Code: 5.2 - Organic peroxides and self-reacting hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable