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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 250 mg
Catalog # 64347-250
US$ $154
Description

An unusual amino acid used in Solid Phase Peptide Synthesis (SPPS) for the synthesis of photoreactive affinity labels.1-3 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 Flyer
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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