PHENYLGLYOXAL

Chemical properties

white to light yellow powder

What are the applications of Application

Phenylglyoxal monohydrate is a specific reagent for arginine

Definition

ChEBI: Phenylglyoxal is a member of phenylacetaldehydes.

Synthesis Reference(s)

The Journal of Organic Chemistry, 53, p. 830, 1988 DOI: 10.1021/jo00239a027
Tetrahedron Letters, 27, p. 5139, 1986 DOI: 10.1016/S0040-4039(00)85154-0

Enzyme inhibitor

This commercially available peptide/protein-modifying reagent (FW = 134.13 g/mol; CAS 1074-12-0), occasionally called benzoylformaldehyde, is a mild oxidant that reacts covalently with guanidinium groups at pH ~ 7, consuming two moles of reagent per mole of reactive arginyl residue. Modified guanidinium groups are relatively stable below pH 4; however, the original guanidinium group is slowly regenerated at neutral or alkaline pH. Upon prolonged incubation with phenylglyoxal, a-amino groups may also be modified. See also Glyoxal; 4-Hydroxyphenylglyoxal; etc. Target(s): To date, over 240 enzymes are inhibited by phenylglyoxal