2.3.1.246: 3,5-dihydroxyphenylacetyl-CoA synthase
This is an abbreviated version!
For detailed information about 3,5-dihydroxyphenylacetyl-CoA synthase, go to the full flat file.
Reaction
4 malonyl-CoA = + 3 CoA + 4 CO2 +
Synonyms
dpgA
ECTree
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Substrates Products
Substrates Products on EC 2.3.1.246 - 3,5-dihydroxyphenylacetyl-CoA synthase
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REACTION DIAGRAM
(3,5-dihydroxyphenylacetyl)-CoA + 3 CoA + 4 CO2 + H2O
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4 malonyl-CoA
(3,5-dihydroxyphenylacetyl)-CoA + 3 CoA + 4 CO2 + H2O
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
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4 malonyl-CoA
(3,5-dihydroxyphenylacetyl)-CoA + 3 CoA + 4 CO2 + H2O
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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
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3,5-dihydroxyphenylacetyl-CoA + 3 CoA + 4 CO2 + H2O
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4 malonyl-CoA
3,5-dihydroxyphenylacetyl-CoA + 3 CoA + 4 CO2 + H2O
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the enzyme is involved in biosynthesis of 3,5-dihydroxyphenylglycine, a key nonproteinogenic residue in the vancomycin family of antibiotics
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