Specification
Description
Quasi-orthogonally-protected Glu derivative. The 2-PhiPr group can be removed selectively in the presence of tBu-based protecting groups by treatment with 1% TFA in DCM , making this derivative an extremely useful tool for the preparation of cyclic peptides by Fmoc SPPS. or for library synthesis. For the on-resin synthesis of side-chain to side-chain lactam bridged peptides, the combination of Lys(Mtt) and Glu(O-2-PhiPr) is particularly advantageous since both side-chains can be simultaneously unmasked in a single step.
Synonyms
Fmoc-Glu(O-2-PhiPr)-OH, N-α-Fmoc-L-glutamic acid γ-2-phenylisopropyl ester
InChI
1S/C29H29NO6/c1-29(2,19-10-4-3-5-11-19)36-26(31)17-16-25(27(32)33)30-28(34)35-18-24-22-14-8-6-12-20(22)21-13-7-9-15-23(21)24/h3-15,24-25H,16-18H2,1-2H3,(H,30,34)(H,32,33)/t25-/m0/s1
InChI Key
NPNRKQDJIWMHNG-VWLOTQADSA-N
Application
Peptide synthesis.
Assay
≥90.0% (acidimetric)
≥95.0% (HPLC)
≥97% (TLC)
Functional Group
carboxylic acid
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis
Storage Temperature
15-25℃