(2S)-N-Fmoc-5-azido-pentanoic acid
(2S)-N-Fmoc-5-azido-pentanoic acid
This unusual amino acid is used in Solid Phase Peptide Synthesis (SPPS) for the synthesis of modifiable side-chain peptides and proteins.1 The side-chain azido (N3) group is stable in trifluoroacetic acid (TFA) and 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 Staudinger reduction.2 In addition, incorporation of azidohomoalanine into proteins has shown promise as an effective IR probe of local electrostatic environments in proteins.3
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| CAT# | CP07682 |
| M.F/Formula | C20H20N4O4 |
| M.W/Mr. | 380.4 |
| Storage | -20°C |
References | 1. Eberle, A. N.; Zeller, A. Tritiation of Peptides to High Specific Radioactivity. Part 1. Synthesis and Biological Properties of [13-(3H4)Norvaline]-α-MSH and of [2,23-Bis((3H2)tyrosine)]ACTH(1-24). Helvetica Chim. Acta. 1985 (68) 1880-1892. 2. Crisp, G. T.; Robertson, T. A. Palladium-catalyzed coupling of a propargylglycinededrivative. Tetrahedron. 1992 (48) 3239-3250. 3. Sonogashira, K.; Tohda, Y.; Haghiara, N. A convenient synthesis of acetylenes: catalytic substitutions of acetylenic hydrogen with bromoalkenes, iodoarenes, and bromopyridines.Tetrahedron Lett.,1975 (16) 4467-4470. |
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