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Fmoc-4-azidophenylalanine

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Catalogue number:
ANA64347-1000
Size:
1 g
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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

Product Type:

Reagents & Kit Components

Storage Temp:

4°C

Molecular Weight:

428.44

Reference:

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.

Formula:

C24 H20 N4 O4

UNSPSC Code:

12352209

Reagents & Kit Components from AnaSpec: