2.3.1.246 4 malonyl-CoA the enzyme is involved in the biosynthesis of the non-proteinogenic amino acid (S)-3,5-dihydroxyphenylglycine, a component of the vancomycin-type antibiotic balhimycin (3,5-dihydroxyphenylacetyl)-CoA + 3 CoA + 4 CO2 + H2O - ? 429157 2.3.1.246 4 malonyl-CoA - (3,5-dihydroxyphenylacetyl)-CoA + 3 CoA + 4 CO2 + H2O - ? 429157 2.3.1.246 4 malonyl-CoA diketyl-CoA and triketyl-CoA are confirmed to be the intermediates in the enzyme catalyzed synthesis of (3,5-dihydroxyphenylacetyl)-CoA. Polyketone intermediates alternate between the Cys160 residue and CoA through transthioesterification reactions, in which the chain is elongated by enolate attack on the thioester carbon of the enzyme-bound (poly)ketide intermediate by decarboxylation in malonyl-CoA or polyketide-CoA. Polyketone cyclization likely arises on CoA but not on the enzyme. Experimental data suggest that cyclization of linear tetraketidyl-CoA occurs in concert with or before decarboxylation of the terminal carboxyl group (3,5-dihydroxyphenylacetyl)-CoA + 3 CoA + 4 CO2 + H2O - ? 429157 2.3.1.246 4 malonyl-CoA the enzyme is involved in biosynthesis of 3,5-dihydroxyphenylglycine, a key nonproteinogenic residue in the vancomycin family of antibiotics 3,5-dihydroxyphenylacetyl-CoA + 3 CoA + 4 CO2 + H2O - ? 429158 2.3.1.246 4 malonyl-CoA - 3,5-dihydroxyphenylacetyl-CoA + 3 CoA + 4 CO2 + H2O - ? 429158