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Amino Acids  >  Unusual Amino Acids  >  Azide and Alkyne containing Amino Acids  >>  Fmoc-4-azidophenylalanine

Product Name Fmoc - 4 - azidophenylalanine
Fmoc - Phe(N3) - OH; Fmoc - p - azidophenylalanine; Fmoc - phenylalanine - azide
Size 1 g
Catalog # AS-64347-1000
US$ $494

An unusual amino acid used in Solid Phase Peptide Synthesis (SPPS) for the synthesis of photoreactive affinity labels.1,2,3 The side-chain azido (N3) group is stable in trifluoroacetic acid (TFA) or piperidine (Pip), two reagents commonly used in SPPS. The azido group can be readily converted to an amine on the solid phase or in solution via the Staudinger reduction.4

Detailed Information Material Safety Data Sheets (MSDS)
Storage 4°C
References 1. Schwyzer, R.; Caviezel, M. p-Azido-L-phenylalanine: A photo-affinity ‘probe’ related to tyrosine.Helvetica. Chim. Acta.1971 (54) 1395-1400.
2. Fahrenholz, F.; Thierauch, K. H. Synthesis of p-Amino-L-Phenylalanine derivatives with protected p-amino group for the preparation of p-azido-L-phenylalanine peptides.Inter. J. Pept. & Prot. Res.1980 (15) 323-330.
3. Fahrenholz, F.; Toth, G.; Crause, P.; Eggena, P.; Schwartz, I. L. [1,6-α-Aminosuberic Acid, 3-(p-Azidophenylalanine, 8-Arginine] Vasopressin: A New Photoaffinity Label for Hydroosmotic Hormone Receptors. J. Biol. Chem.1983 (258) 14861-14867.
4. Staudinger, H.; Meyer, J. UberneueorganischePhosphorverbindungen III. Phosphinmethylenederivative und Phosphinimine. Helvetica Chim. Acta. 1919 (2) 635-646.
Molecular Weight 428.44
Molecular Formula C24 H20 N4 O4
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