Fmoc-4-azidophenylalanine

• CAS: 163217-43-4
• Catalog Number: ACM163217434-1
• Category: Amino Acids
• Molecular Weight: 428.4
• Molecular Formula: C24H20N4O4
• Description: Fmoc-4-azido-L-phenylalanine is a compound used in peptide synthesis as a non-natural amino acid due to its unique properties. It is an azido derivative of the amino acid phenylalanine, with an Fmoc (fluorenylmethoxycarbonyl) group protecting its amine function. The azido group can react with alkenes or alkynes via Huisgen 1,3-dipolar cycloaddition, also known as click chemistry, to generate stable triazole linkages. This reaction allows for the creation of complex peptide structures with high efficiency and yield.
• Synonyms: FMOC-P-AZIDO-L-PHE-OH, Fmoc-L-4-azidophenylalanine, FMOC-PHE(N3)-OH, Fmoc-L-4-azidophe, Fmoc-Phe(4-N3)-OH
• IUPAC Name: (2S)-3-(4-azidophenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid
• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=CC=C(C=C4)N=[N+]=[N-])C(=O)O
• InChI: 1S/C24H20N4O4/c25-28-27-16-11-9-15(10-12-16)13-22(23(29)30)26-24(31)32-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21-22H,13-14H2,(H,26,31)(H,29,30)/t22-/m0/s1
• Application: Fmoc-4-azido-L-phenylalanine is used as a building block in peptide synthesis to create peptides with specific properties and functions. It has been used to create membrane-active peptides, bioconjugates, and enzyme inhibitors, among other things.
• Color: Off-white to brownish
• Exact Mass: 428.148
• Form: powder
• Functional Group: Fmoc
• LogP: 5.00646
• MDL Number: MFCD00237665
• PSA: 125.38
• Storage Temperature: Store at 0-8 ℃
• Type: Unusual Amino Acids, Azide and Alkyne containing Amino Acids