Specification
Description
Orthogonally-protected building block for the synthesis of branched and cyclic peptides and peptides modified at the Lys side chain by Fmoc SPPS. The Alloc group can be selectively removed in the presence of standard Fmoc- and t-butyl-based protecting groups by treatment with Pd(Ph3P)4/CHCl3/AcOH/NMM.
Synonyms
Nα-Fmoc-Nε-Alloc-L-lysine
Canonical SMILES
OC(=O)[C@H](CCCCNC(=O)OCC=C)NC(=O)OCC1c2ccccc2-c3ccccc13
InChI
1S/C25H28N2O6/c1-2-15-32-24(30)26-14-8-7-13-22(23(28)29)27-25(31)33-16-21-19-11-5-3-9-17(19)18-10-4-6-12-20(18)21/h2-6,9-12,21-22H,1,7-8,13-16H2,(H,26,30)(H,27,31)(H,28,29)/t22-/m0/s1
InChI Key
OJBNDXHENJDCBA-QFIPXVFZSA-N
Application
Peptide synthesis.
Optical Activity
[α]20/D -12±1°, c = 1% in DMF
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis
Type
Unlabeled Standard Amino Acids, Lysine (Lys)