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A New Enzyme Involved in the Control of the Stereochemistry in the Decalin Formation During Equisetin Biosynthesis

A New Enzyme Involved in the Control of the Stereochemistry in the Decalin Formation During Equisetin Biosynthesis

Naoki Kato, Toshihiko Nogawa, Hiroshi Hirota, Jae-Hyuk Jang, Shunji Takahashi, Jong Seog Ahn, Hiroyuki Osada

Biochem Biophys Res Commun. 2015 May 1;460(2):210-5.

PMID: 25770422

Abstract:

Tetramic acid containing a decalin ring such as equisetin and phomasetin is one of the characteristic scaffolds found in fungal bioactive secondary metabolites. Polyketide (PKS)-nonribosomal peptide synthetase (NRPS) hybrid enzyme is responsible for the synthesis of the polyketide scaffold conjugated with an amino acid. PKS-NRPS hybrid complex programs to create structural diversity in the polyketide backbone have begun to be investigated, yet mechanism of control of the stereochemistry in a decalin formation via a Diels-Alder cycloaddition remains uncertain. Here, we demonstrate that fsa2, which showed no homology to genes encoding proteins of known function, in the fsa cluster responsible for equisetin and fusarisetin A biosynthesis in Fusarium sp. FN080326, is involved in the control of stereochemistry in decalin formation via a Diels-Alder reaction in the equisetin biosynthetic pathway.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP57749436	Equisetin		57749-43-6	Price

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