Specification
Description
A useful tool for the synthesis of branched, side-chain modified, cyclic peptides and peptide tools for click chemistry by Fmoc SPPS. 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. Guide to Selection of Orthogonally-Protected Building Blocks for Fmoc SPPS Literature references M. Meldal, et al. (1997) Tetrahedron Lett., 38, 2531. J. T. Lundquist & J. C. Pelletier (2001) Org. Lett., 3, 781. N. Nepomniaschiy, et al. (2008) Org. Lett., 10, 5243.
Synonyms
Fmoc-δ-azidonorvaline, (2S)-N-Fmoc-5-azido-pentanoic acid
InChI
1S/C20H20N4O4/c21-24-22-11-5-10-18(19(25)26)23-20(27)28-12-17-15-8-3-1-6-13(15)14-7-2-4-9-16(14)17/h1-4,6-9,17-18H,5,10-12H2,(H,23,27)(H,25,26)/t18-/m0/s1
InChI Key
TVPIDQLSARDIPX-SFHVURJKSA-N
Application
Peptide synthesis.
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis
Storage Temperature
15-25℃
Type
Unusual Amino Acids, Azide and Alkyne containing Amino Acids