Millipore Sigma Vibrant Logo
Attention: We have moved. Merck Millipore products are no longer available for purchase on MerckMillipore.com.Learn More

852287 Fmoc-p-Bz-Phe-OH

852287
Purchase on Sigma-Aldrich

Overview

Replacement Information

Key Spec Table

CAS #Hill FormulaMolar Mass
117666-96-3C₃₁H₂₅NO₅491.50 g/mol

Products

Catalogue NumberPackaging Qty/Pack
8522870001 Glass bottle 1 g
Description
Catalogue Number852287
Brand Family Novabiochem®
Alternate Names
  • (S)-3-(4-Benzoyl-phenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid,4-Benzoyl-N-[(9H-fluoren-9-ylmethoxy)carbonyl]phenylalanine
Background InformationFmoc-p-Bz-Phe-OH-OH is a useful tool for preparing photoactivatable peptide-based affinity probes [1]. On photolysis at 366 nm, Benzoylphenylalanine (Bpa) generates a biradical that has a preference for insertion into C-H bonds, particularly those of Leu, Val and Met side chains.

The derivative can be introduced using standard coupling method such as PyBOP and is stable to conditions used in peptide chain extension. For the cleavage of Bpa containing peptide from the resin, the use of thiols and silanes should be avoided as dithioketal formation and reduction, respectively, have been observed.
References
Product Information
CAS number117666-96-3
Hill FormulaC₃₁H₂₅NO₅
Molar Mass491.50 g/mol
HS Code2924 29 70
Structure formula ImageStructure formula Image
Quality LevelMQ200
Applications
ApplicationFmoc-p-Bz-Phe-OH Fmoc-L-p-benzoylphenylalanine Novabiochem®. CAS 117666-96-3, molar mass 491.53 g/mol.
Biological Information
Physicochemical Information
Dimensions
Materials Information
Toxicological Information
Safety Information according to GHS
Storage class10 - 13 Other liquids and solids
WGKWGK 3 highly hazardous to water
Safety Information
Product Usage Statements
Storage and Shipping Information
StorageStore at +2°C to +8°C.
Packaging Information
Transport Information
Supplemental Information
Specifications
Colour (visual)white to slight yellow to beige
Appearance of substance (visual)powder
Identity (IR)passes test
Optical rotation α 25/D (c=1 in DMF)-31.0 - -27.0 °
Assay (HPLC, area%)≥ 98.0 % (a/a)
Solubility (1 mmole in 2 ml DMF)clearly soluble
Global Trade Item Number
Catalogue Number GTIN
8522870001 04027269194901

Documentation

Fmoc-p-Bz-Phe-OH SDS

Title

Safety Data Sheet (SDS) 

Citations

Title
[1] K. T. O'Neil, et al. (1989) J. Biol. Chem., 264.