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Novel cyclic peptides in seeds of Annona muricata are ribosomally synthesised

Mark F. Fisher, Jingjing Zhang, View ORCID ProfileOliver Berkowitz, James Whelan, View ORCID ProfileJoshua S. Mylne
doi: https://doi.org/10.1101/647552
Mark F. Fisher
1School of Molecular Sciences, The University of Western Australia, 35 Stirling Highway, Crawley, Perth 6009, WA, Australia
2The ARC Centre of Excellence in Plant Energy Biology, The University of Western Australia, 35 Stirling Highway, Crawley, Perth 6009, WA, Australia
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Jingjing Zhang
1School of Molecular Sciences, The University of Western Australia, 35 Stirling Highway, Crawley, Perth 6009, WA, Australia
2The ARC Centre of Excellence in Plant Energy Biology, The University of Western Australia, 35 Stirling Highway, Crawley, Perth 6009, WA, Australia
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Oliver Berkowitz
3Department of Animal, Plant and Soil Sciences, School of Life Sciences & ARC Centre of Excellence in Plant Energy Biology, AgriBio, The Centre for AgriBioscience, La Trobe University, Bundoora 3086, VIC, Australia
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James Whelan
3Department of Animal, Plant and Soil Sciences, School of Life Sciences & ARC Centre of Excellence in Plant Energy Biology, AgriBio, The Centre for AgriBioscience, La Trobe University, Bundoora 3086, VIC, Australia
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Joshua S. Mylne
1School of Molecular Sciences, The University of Western Australia, 35 Stirling Highway, Crawley, Perth 6009, WA, Australia
2The ARC Centre of Excellence in Plant Energy Biology, The University of Western Australia, 35 Stirling Highway, Crawley, Perth 6009, WA, Australia
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  • ORCID record for Joshua S. Mylne
  • For correspondence: joshua.mylne@uwa.edu.au
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Abstract

Small, circular proteins are reported to have antimicrobial, cytotoxic and a host of other bioactivities. In bacteria and fungi they can be made by non-ribosomal peptide synthetases, but in plants they are exclusively ribosomal and the ligation reaction is performed by specialised endoproteases. Cyclic peptides from the Annona genus display cytotoxic and anti-inflammatory activities, but their biosynthesis is unknown. The medicinal soursop plant, Annona muricata, has been reported to contain annomuricatins A (cyclo-PGFVSA) and B (cyclo-PNAWLGT). Here, using de novo transcriptomics and tandem mass spectrometry, we identify a suite of short transcripts for precursor proteins for ten validated annomuricatins, nine of which are novel. In their precursors, annomuricatins are preceded by an absolutely conserved Glu and each peptide sequence has a conserved proto-terminal Pro, revealing parallels with the segetalin orbitides from the seeds of Vaccaria hispanica, which are processed through ligation by a prolyl oligopeptidase in a transpeptidation reaction.

Short Summary By assembling a transcriptome of Annona muricata de novo, we show that the known orbitide, annomuricatin A, is encoded by a short transcript that also encodes a novel second peptide, annomuricatin D. We discovered and sequenced eight additional annomuricatins encoded by five transcripts.

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The copyright holder for this preprint is the author/funder, who has granted bioRxiv a license to display the preprint in perpetuity. It is made available under a CC-BY-NC-ND 4.0 International license.
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Posted May 25, 2019.
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Novel cyclic peptides in seeds of Annona muricata are ribosomally synthesised
Mark F. Fisher, Jingjing Zhang, Oliver Berkowitz, James Whelan, Joshua S. Mylne
bioRxiv 647552; doi: https://doi.org/10.1101/647552
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Novel cyclic peptides in seeds of Annona muricata are ribosomally synthesised
Mark F. Fisher, Jingjing Zhang, Oliver Berkowitz, James Whelan, Joshua S. Mylne
bioRxiv 647552; doi: https://doi.org/10.1101/647552

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