Skip to main content
bioRxiv
  • Home
  • About
  • Submit
  • ALERTS / RSS
Advanced Search
New Results

Computational metabolomics illuminates the lineage-specific diversification of resin glycoside acylsugars in the morning glory (Convolvulaceae) family

View ORCID ProfileLars H. Kruse, View ORCID ProfileAlexandra A. Bennett, View ORCID ProfileElizabeth H. Mahood, View ORCID ProfileElena Lazarus, Se Jin Park, View ORCID ProfileFrank Schroeder, View ORCID ProfileGaurav D. Moghe
doi: https://doi.org/10.1101/2021.08.20.457031
Lars H. Kruse
1Plant Biology Section, School of Integrative Plant Science, Cornell University, Ithaca, NY, USA
2Michael Smith Laboratories, University of British Columbia, Vancouver, BC, Canada
  • Find this author on Google Scholar
  • Find this author on PubMed
  • Search for this author on this site
  • ORCID record for Lars H. Kruse
Alexandra A. Bennett
1Plant Biology Section, School of Integrative Plant Science, Cornell University, Ithaca, NY, USA
3Institute of Analytical Chemistry, Universität für Bodenkultur Wien, Vienna, Austria
  • Find this author on Google Scholar
  • Find this author on PubMed
  • Search for this author on this site
  • ORCID record for Alexandra A. Bennett
Elizabeth H. Mahood
1Plant Biology Section, School of Integrative Plant Science, Cornell University, Ithaca, NY, USA
  • Find this author on Google Scholar
  • Find this author on PubMed
  • Search for this author on this site
  • ORCID record for Elizabeth H. Mahood
Elena Lazarus
1Plant Biology Section, School of Integrative Plant Science, Cornell University, Ithaca, NY, USA
4Department of Plant Biology, Carnegie Institution for Science, Stanford, CA, USA
  • Find this author on Google Scholar
  • Find this author on PubMed
  • Search for this author on this site
  • ORCID record for Elena Lazarus
Se Jin Park
1Plant Biology Section, School of Integrative Plant Science, Cornell University, Ithaca, NY, USA
  • Find this author on Google Scholar
  • Find this author on PubMed
  • Search for this author on this site
Frank Schroeder
5Boyce Thompson Institute and Department of Chemistry and Chemical Biology, Cornell University, Ithaca, NY, USA
  • Find this author on Google Scholar
  • Find this author on PubMed
  • Search for this author on this site
  • ORCID record for Frank Schroeder
Gaurav D. Moghe
1Plant Biology Section, School of Integrative Plant Science, Cornell University, Ithaca, NY, USA
  • Find this author on Google Scholar
  • Find this author on PubMed
  • Search for this author on this site
  • ORCID record for Gaurav D. Moghe
  • For correspondence: gdm67@cornell.edu
  • Abstract
  • Full Text
  • Info/History
  • Metrics
  • Preview PDF
Loading

Abstract

Acylsugars are a class of plant defense compounds produced across many distantly related families. Members of the horticulturally important morning glory (Convolvulaceae) family produce a diverse sub-class of acylsugars called resin glycosides (RGs), which comprise oligosaccharide cores, hydroxyacyl chain(s), and decorating aliphatic and aromatic acyl chains. While many RG structures are characterized, the extent of structural diversity of this class in different genera and species is not known. In this study, we asked whether there has been lineage-specific diversification of RG structures in different Convolvulaceae species that may suggest diversification of the underlying biosynthetic pathways. Liquid chromatography coupled with tandem mass spectrometry (LC-MS/MS) was performed from root and leaf extracts of 26 species sampled in a phylogeny-guided manner. LC-MS/MS revealed thousands of peaks with signature RG fragmentation patterns with one species producing over 300 signals, mirroring the diversity in Solanaceae-type acylsugars. A novel RG from Dichondra argentea was characterized using Nuclear Magnetic Resonance spectroscopy, supporting previous observations of RGs with open hydroxyacyl chains instead of closed macrolactone ring structures. Substantial lineage-specific differentiation in utilization of sugars, hydroxyacyl chains, and decorating acyl chains was discovered, especially among Ipomoea and Convolvulus – the two largest genera in Convolvulaceae. Adopting a computational, knowledge-based strategy, we further developed a high-recall workflow that successfully explained ~72% of the MS/MS fragments, predicted the structural components of 11/13 previously characterized RGs, and partially annotated ~45% of the RGs. Overall, this study improves our understanding of phytochemical diversity and lays a foundation for characterizing the evolutionary mechanisms underlying RG diversification.

Competing Interest Statement

The authors have declared no competing interest.

Copyright 
The copyright holder for this preprint is the author/funder, who has granted bioRxiv a license to display the preprint in perpetuity. All rights reserved. No reuse allowed without permission.
Back to top
PreviousNext
Posted August 20, 2021.
Download PDF
Email

Thank you for your interest in spreading the word about bioRxiv.

NOTE: Your email address is requested solely to identify you as the sender of this article.

Enter multiple addresses on separate lines or separate them with commas.
Computational metabolomics illuminates the lineage-specific diversification of resin glycoside acylsugars in the morning glory (Convolvulaceae) family
(Your Name) has forwarded a page to you from bioRxiv
(Your Name) thought you would like to see this page from the bioRxiv website.
CAPTCHA
This question is for testing whether or not you are a human visitor and to prevent automated spam submissions.
Share
Computational metabolomics illuminates the lineage-specific diversification of resin glycoside acylsugars in the morning glory (Convolvulaceae) family
Lars H. Kruse, Alexandra A. Bennett, Elizabeth H. Mahood, Elena Lazarus, Se Jin Park, Frank Schroeder, Gaurav D. Moghe
bioRxiv 2021.08.20.457031; doi: https://doi.org/10.1101/2021.08.20.457031
Reddit logo Twitter logo Facebook logo LinkedIn logo Mendeley logo
Citation Tools
Computational metabolomics illuminates the lineage-specific diversification of resin glycoside acylsugars in the morning glory (Convolvulaceae) family
Lars H. Kruse, Alexandra A. Bennett, Elizabeth H. Mahood, Elena Lazarus, Se Jin Park, Frank Schroeder, Gaurav D. Moghe
bioRxiv 2021.08.20.457031; doi: https://doi.org/10.1101/2021.08.20.457031

Citation Manager Formats

  • BibTeX
  • Bookends
  • EasyBib
  • EndNote (tagged)
  • EndNote 8 (xml)
  • Medlars
  • Mendeley
  • Papers
  • RefWorks Tagged
  • Ref Manager
  • RIS
  • Zotero
  • Tweet Widget
  • Facebook Like
  • Google Plus One

Subject Area

  • Plant Biology
Subject Areas
All Articles
  • Animal Behavior and Cognition (4838)
  • Biochemistry (10729)
  • Bioengineering (8005)
  • Bioinformatics (27166)
  • Biophysics (13930)
  • Cancer Biology (11079)
  • Cell Biology (15977)
  • Clinical Trials (138)
  • Developmental Biology (8757)
  • Ecology (13228)
  • Epidemiology (2067)
  • Evolutionary Biology (17306)
  • Genetics (11663)
  • Genomics (15877)
  • Immunology (10986)
  • Microbiology (25979)
  • Molecular Biology (10600)
  • Neuroscience (56311)
  • Paleontology (416)
  • Pathology (1727)
  • Pharmacology and Toxicology (2998)
  • Physiology (4528)
  • Plant Biology (9583)
  • Scientific Communication and Education (1610)
  • Synthetic Biology (2668)
  • Systems Biology (6954)
  • Zoology (1507)