L-Spirotetronate Cyclase AbyU | |
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Spirotetronate cyclase AbyU is an enzyme responsible for catalyzing the Diels-Alder reaction in the abyssomicin C biosynthetic pathway.[1] A key step in the biosynthesis of this compound catalyzed by AbyU involves intramolecular [4+2] cycloaddition—also known as the Diels-Alder reaction—to form a heterobicyclic ring system precursor consisting of tetronic acid and a cyclohexene ring that are spiro-linked.[1]
AbyU is a natural Diels-Alderase found in the marine actinomycete Verrucosispora maris. Abyssomicin C, synthesized with the help of AbyU, is a potent inhibitor of bacterial folate metabolism. It is effective against Mycobacterium tuberculosis and multidrug resistant clinical isolates of Staphylococcus aureus.[2][1] Abyu is one of very few enzymes that are able to catalyze pericyclic reactions which effectively form regioselective and stereoselective carbon-carbon bonds.[3]
Diels-Alderase Molecule Detail
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was invoked but never defined (see the help page).