Structure

Fmoc-δ-azidonorvaline

CAS
1097192-04-5
Catalog Number
ACM1097192045-1
Category
Amino Acids
Molecular Weight
380.4
Molecular Formula
C20H20N4O4

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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.
Assay
≥95.0% (HPLC)
Form
powder
Functional Group
azide
MDL Number
MFCD11052921
Quality Level
200
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis
Storage Temperature
15-25℃
Type
Unusual Amino Acids, Azide and Alkyne containing Amino Acids
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