Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
10752163 | Biochemical and Biophysical Research Communications | 2015 | 6 Pages |
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.
Keywords
PDBDecalinMRMMPLCPKSNRPSEtOAcAgrobacterium tumefaciens-mediated transformationLC/ESI-MSAtMTEthyl acetateBiosynthesisEnoyl reductasePolyketide synthasepotato dextrose brothDiels-Alder cycloadditionSecondary metabolitemultiple reaction monitoringwild typeNonribosomal peptide synthetaseMedium pressure liquid chromatography
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Authors
Naoki Kato, Toshihiko Nogawa, Hiroshi Hirota, Jae-Hyuk Jang, Shunji Takahashi, Jong Seog Ahn, Hiroyuki Osada,