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A new 3,6-dialkyl-α-pyrone produced by the heterologous expression of a PKS-NRPS hybrid enzyme derived from a Pestalotiopsis endophyte

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Shi, Y., Ozaki, T., Sugawara, A., Morishita, Y., Tan, Y. P., Shivas, R. G., Davis, R. A. and Asai, T. (2024) A new 3,6-dialkyl-α-pyrone produced by the heterologous expression of a PKS-NRPS hybrid enzyme derived from a Pestalotiopsis endophyte. Tetrahedron Letters, 134 . p. 154865. ISSN 0040-4039

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Article Link: https://doi.org/10.1016/j.tetlet.2023.154865

Publisher URL: https://www.sciencedirect.com/science/article/pii/S0040403923005750

Abstract

Genome mining of polyketide synthase (PKS)-nonribosomal peptide synthetase (NRPS) hybrid enzymes independent of trans-acting enoyl reductase using our in-house fungal draft genomic library led to the discovery of a unique PKS-NRPS hybrid enzyme, PbpsA, in a Pestalotiopsis fungus. Heterologously expressed PbpsA in Aspergillus oryzae provided a new 3,6-dialkyl-α-pyrone 1. This compound was fully characterized following the interpretation of NMR, UV, IR, and MS data. From the structure, we speculated that 1 was biosynthesized by the only PKS moiety of PbpsA, and that a 3-ethyl substitution was introduced by an endogenous enzyme from A. oryzae.

Item Type:Article
Corporate Creators:Department of Agriculture and Fisheries, Queensland
Business groups:Biosecurity Queensland
Keywords:Biosynthesis Polyketides Natural products Pestalotiopsis Pyrone
Subjects:Science > Biology > Biochemistry
Science > Botany > Genetics
Live Archive:06 Mar 2024 00:01
Last Modified:06 Mar 2024 00:01

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