Specification
Description
Building block for introduction of N-α-methyl-aspartic acid amino-acid residues by Fmoc SPPS.
Synonyms
N-Methyl aspartic acid, N-α-Fmoc-N-α-methyl-L-aspartic acid β-tert butyl ester
Canonical SMILES
OC([C@@H](N(C(OCC1C2=C(C=CC=C2)C3=C1C=CC=C3)=O)C)CC(OC(C)(C)C)=O)=O
InChI
1S/C24H27NO6/c1-24(2,3)31-21(26)13-20(22(27)28)25(4)23(29)30-14-19-17-11-7-5-9-15(17)16-10-6-8-12-18(16)19/h5-12,19-20H,13-14H2,1-4H3,(H,27,28)/t20-/m0/s1
InChI Key
CYWWLVIEAOUXGW-FQEVSTJZSA-N
Application
Fmoc protected N-methyl amino acid suitable for solid phase peptide synthesis. N-methyl amino acids have been shown to improve proteolytic stability of peptides.
Optical Activity
[α]22/D -39.0°, c = 0.5% in DMF
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis