Analysis Note

Colour (visual): white to slight yellow to beigeAppearance of substance (visual): powderIdentity (IR): passes testOptical 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

General description

Fmoc-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.

Legal Information

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