Fmoc-Asp(O-2-PhiPr)-OH

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Catalog Number
ACM200336863-1
Product Name
Fmoc-Asp(O-2-PhiPr)-OH
Structure
Structure
CAS
200336-86-3
Category
Amino Acids
Description
Quasi-orthogonally-protected Asp 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 Asp(O-2-PhiPr) is particularly advantageous since both side-chains can be simultaneously unmasked in a single step.This derivative has also been used in solution to prepare bicyclic helix initiating peptides.
Synonyms
Fmoc-Asp(O-2-PhiPr)-OH, N-α-Fmoc-L-aspartic acid β-2-phenylisopropyl ester
Molecular Weight
473.52
InChI
1S/C28H27NO6/c1-28(2,18-10-4-3-5-11-18)35-25(30)16-24(26(31)32)29-27(33)34-17-23-21-14-8-6-12-19(21)20-13-7-9-15-22(20)23/h3-15,23-24H,16-17H2,1-2H3,(H,29,33)(H,31,32)/t24-/m0/s1
InChI Key
MEAHCBOPNIDLFH-DEOSSOPVSA-N
Application
Peptide synthesis.
Assay
≥93.0% (acidimetric)
≥95.0% (HPLC)
≥97% (TLC)
Form
powder
Functional Group
Fmoc
Quality Level
200
Reaction Suitability
reaction type: Fmoc solid-phase peptide synthesis
Storage Temperature
15-25℃
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