Millipore Sigma Vibrant Logo

852086 Fmoc-Asp(O-2-PhiPr)-OH

Overview

Replacement Information

Key Spec Table

CAS #Hill FormulaMolar Mass
200336-86-3C₂₈H₂₇NO₆473.52 g/mol
Description
Catalogue Number852086
Replaces04-12-1200
Brand Family Novabiochem®
Alternate Names
  • N-α-Fmoc-L-aspartic acid β-2-phenylisopropyl ester
Background InformationQuasi-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 [1], making this derivative an extremely useful tool for the preparation of cyclic peptides by Fmoc SPPS [2] 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 [3].

The product number for this product was previously 04-12-1200

.

To obtain a certificate of analysis (CoA) of a lot that begins with the letter "A", please select the option in the right hand menu "Request a COA for Lot#s starting with A".
References
Product Information
CAS number200336-86-3
Hill FormulaC₂₈H₂₇NO₆
Molar Mass473.52 g/mol
Structure formula ImageStructure formula Image
Quality LevelMQ200
Applications
ApplicationFmoc-Asp(O-2-PhiPr)-OH Novabiochem®. CAS 200336-86-3, molar mass 473.52 g/mol.
Biological Information
Physicochemical Information
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Storage class10 - 13 Other liquids and solids
WGKWGK 2 obviously hazardous to water
Safety Information
Product Usage Statements
Storage and Shipping Information
StorageStore at -15°C to -25°C.
Packaging Information
Transport Information
Supplemental Information
Specifications
Color (visual)white to slight yellow to beige
Appearance of substance (visual)powder
Identity (IR)passes test
Enantiomeric purity≥ 99.0 % (a/a)
Purity (TLC(011A))≥ 97 %
Purity (TLC(0811))≥ 97 %
Assay (HPLC, area%)≥ 95.0 % (a/a)
Solubility (1 mmole in 2 ml DMF)clearly soluble
Assay (acidimetric)≥ 93.0 %
Water (K. F.)≤ 2.0 %
For TLC-Systems see our General Catalog

Documentation

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

Title

Safety Data Sheet (SDS) 

Citations

Title
  • [1] C. Yue, et al. (1993) Tetrahedron Lett., 34, 323.
  • [2] F. Dick, et al. in 'Peptides 1996, Proc. of 24th European Peptide Symposium', R. Ramage & R. Epton (Eds), Mayflower Scientific Ltd., Birmingham, 1998, pp. 339.
  • [3] J. W. Taylor, et al., Poster 185 presented at the American Peptide Symposium, San Diego, 2001.