Discovery of brevijanazines from Aspergillus brevijanus reveals the molecular basis for p-nitrobenzoic acid in fungi

Hang Li; Paul M. Mirzayans; Mark S. Butler; Alastair E. Lacey; Daniel Vuong; Rachel Chen; John A. Kalaitzis; Stephen A. Moggach; Ernest Lacey; Andrew M. Piggott; Yit-Heng Chooi

doi:10.1039/d2cc01679f

Discovery of brevijanazines from Aspergillus brevijanus reveals the molecular basis for p-nitrobenzoic acid in fungi

Hang Li^*, Paul M. Mirzayans, Mark S. Butler, Alastair E. Lacey, Daniel Vuong, Rachel Chen, John A. Kalaitzis, Stephen A. Moggach, Ernest Lacey, Andrew M. Piggott^*, Yit-Heng Chooi^*

^*Corresponding author for this work

School of Natural Sciences

Research output: Contribution to journal › Article › peer-review

11 Citations (Scopus)

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Abstract

The brevijanazines are novel p-nitrobenzoylated piperazines isolated from Aspergillus brevijanus. Their structures were elucidated by spectroscopic analysis, X-ray crystallography and total synthesis. Heterologous biosynthesis, precursor feeding and in vitro microsomal assays unveiled the biosynthetic pathway to the brevijanazines, featuring a cytochrome P450 oxygenase that converts p-aminobenzoic acid to p-nitrobenzoic acid.

Original language	English
Pages (from-to)	6296-6299
Number of pages	4
Journal	Chemical Communications
Volume	58
Issue number	43
Early online date	4 May 2022
DOIs	https://doi.org/10.1039/d2cc01679f
Publication status	Published - 28 May 2022

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title = "Discovery of brevijanazines from Aspergillus brevijanus reveals the molecular basis for p-nitrobenzoic acid in fungi",

abstract = "The brevijanazines are novel p-nitrobenzoylated piperazines isolated from Aspergillus brevijanus. Their structures were elucidated by spectroscopic analysis, X-ray crystallography and total synthesis. Heterologous biosynthesis, precursor feeding and in vitro microsomal assays unveiled the biosynthetic pathway to the brevijanazines, featuring a cytochrome P450 oxygenase that converts p-aminobenzoic acid to p-nitrobenzoic acid.",

author = "Hang Li and Mirzayans, {Paul M.} and Butler, {Mark S.} and Lacey, {Alastair E.} and Daniel Vuong and Rachel Chen and Kalaitzis, {John A.} and Moggach, {Stephen A.} and Ernest Lacey and Piggott, {Andrew M.} and Yit-Heng Chooi",

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T1 - Discovery of brevijanazines from Aspergillus brevijanus reveals the molecular basis for p-nitrobenzoic acid in fungi

AU - Li, Hang

AU - Mirzayans, Paul M.

AU - Butler, Mark S.

AU - Lacey, Alastair E.

AU - Vuong, Daniel

AU - Chen, Rachel

AU - Kalaitzis, John A.

AU - Moggach, Stephen A.

AU - Lacey, Ernest

AU - Piggott, Andrew M.

AU - Chooi, Yit-Heng

PY - 2022/5/28

Y1 - 2022/5/28

N2 - The brevijanazines are novel p-nitrobenzoylated piperazines isolated from Aspergillus brevijanus. Their structures were elucidated by spectroscopic analysis, X-ray crystallography and total synthesis. Heterologous biosynthesis, precursor feeding and in vitro microsomal assays unveiled the biosynthetic pathway to the brevijanazines, featuring a cytochrome P450 oxygenase that converts p-aminobenzoic acid to p-nitrobenzoic acid.

AB - The brevijanazines are novel p-nitrobenzoylated piperazines isolated from Aspergillus brevijanus. Their structures were elucidated by spectroscopic analysis, X-ray crystallography and total synthesis. Heterologous biosynthesis, precursor feeding and in vitro microsomal assays unveiled the biosynthetic pathway to the brevijanazines, featuring a cytochrome P450 oxygenase that converts p-aminobenzoic acid to p-nitrobenzoic acid.

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EP - 6299

JO - Chemical Communications

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Discovery of brevijanazines from Aspergillus brevijanus reveals the molecular basis for p-nitrobenzoic acid in fungi

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UWA led: CRISPR-based pathway activation for bioactive molecule discovery in fungi

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Discovery of brevijanazines from Aspergillus brevijanus reveals the molecular basis for p-nitrobenzoic acid in fungi

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UWA led: CRISPR-based pathway activation for bioactive molecule discovery in fungi

BioAustralis, towards the future

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