| Synonym: | Fmoc-L-azidolysine |
| CAS #: | 159610-89-6 |
| Molecular Formula: | C21H22N4O4 |
| Molecular Weight: | 394.4 |
| Fmoc-Lys(N3)-OH is an unusual amino acid used in Solid Phase Peptide Synthesis (SPPS) for the synthesis of side-chain modified peptides and proteins.The side-chain azido group is completely stable to piperidine and TFA, but can be readily converted to an amine on the solid phase or in solution by reduction with thiols or phosphines References 1. M. Meldal, et al. (1997) Tetrahedron Lett., 38, 2531. 2. J. T. Lundquist & J. C. Pelletier (2001) Org. Lett., 3, 781. 3. N. Nepomniaschiy, et al. (2008) Org. Lett., 10, 5243.. 4. Vallee, M. R. J.; Majkut, P.; Wilkening, C. W.; Muller, G.; Hackenberger, C. P. R. Staudinger-Phosphonite Reactions for the Chemoselective Transformation of Azido-Containing Peptides and Proteins.Org. Lett. 2011 (13) 5440-5443. 5. Staudinger, H.; Meyer, J. UberneueorganischePhosphorverbindungen III. Phosphinmethylenederivative und Phosphinimine. Helvetica Chim. Acta. 1919 (2) 635-646. |
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