Fmoc-4-azidophenylalanine
- Cat.Number : AS-64347-1000
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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
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References
[1,6-alpha-aminosuberic acid, 3-(p-azidophenylalanine), 8-arginine] vasopressin: a new photoaffinity label for hydroosmotic hormone receptors. Characterization of the ligand and irreversible stimulation of hydroosmotic water flow in toad bladder by photoaffinity labeling.
J Biol Chem . 1983 Dec 05 ; 258(24) 14861 | DOI : https://doi.org/10.1016/S0021-9258(17)43742-2
- F. Fahrenholz
- et al
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 Apr 01 ; 15(4) 323 | DOI : https://doi.org/10.1111/j.1399-3011.1980.tb02908.x
- F. Fahrenholz
- K.H. Thierauch
p-Azido-L-phenylalanine: A photo-affinity ‘probe’ related to tyrosine
Helvetica Chim Acta . 1971 Jan 01 ; 54(5) 1395 | DOI : https://doi.org/10.1002/hlca.19710540521
- R. Schwyzer
- M. Caviezel