A Versatile Click-Compatible Monolignol Probe to Study Lignin Deposition in Plant Cell Walls
Abstract
Here, lignin plays important structural and functional roles in plants by forming a hydrophobic matrix in secondary cell walls that enhances mechanical strength and resists microbial decay. While the importance of the lignin matrix is well documented and the biosynthetic pathways for monolignols are known, the process by which lignin precursors or monolignols are transported and polymerized to form this matrix remains a subject of considerable debate. In this study, we have synthesized and tested an analog of coniferyl alcohol that has been modified to contain an ethynyl group at the C-3 position. This modification enables fluorescent tagging and imaging of this molecule after its incorporation into plant tissue by click chemistry-assisted covalent labeling with a fluorescent azide dye, and confers a distinct Raman signature that could be used for Raman imaging. We found that this monolignol analog is incorporated into in vitro-polymerized dehydrogenation polymer (DHP) lignin and into root epidermal cell walls of 4-day-old Arabidopsis seedlings. Incorporation of the analog in stem sections of 6-week-old Arabidopsis thaliana plants and labeling with an Alexa-594 azide dye revealed the precise locations of new lignin polymerization. Results from this study indicate that this molecule can provide high-resolution localization of lignification during plantmore »
- Authors:
-
- The Pennsylvania State Univ., University Park, PA (United States)
- Iowa State Univ., Ames, IA (United States)
- Publication Date:
- Research Org.:
- Pennsylvania State Univ., University Park, PA (United States); Energy Frontier Research Centers (EFRC) (United States). Center for Lignocellulose Structure and Formation (CLSF)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1459346
- Grant/Contract Number:
- SC0001090
- Resource Type:
- Accepted Manuscript
- Journal Name:
- PLoS ONE
- Additional Journal Information:
- Journal Volume: 10; Journal Issue: 4; Journal ID: ISSN 1932-6203
- Publisher:
- Public Library of Science
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 59 BASIC BIOLOGICAL SCIENCES; lignin; seedlings; fluorescence imaging; alcohols; NMR spectroscopy; Arabidopsis thaliana; polymerization; alkynes
Citation Formats
Pandey, Jyotsna L., Wang, Bo, Diehl, Brett G., Richard, Tom L., Chen, Gong, Anderson, Charles T., and Zabotina, Olga A. A Versatile Click-Compatible Monolignol Probe to Study Lignin Deposition in Plant Cell Walls. United States: N. p., 2015.
Web. doi:10.1371/journal.pone.0121334.
Pandey, Jyotsna L., Wang, Bo, Diehl, Brett G., Richard, Tom L., Chen, Gong, Anderson, Charles T., & Zabotina, Olga A. A Versatile Click-Compatible Monolignol Probe to Study Lignin Deposition in Plant Cell Walls. United States. https://doi.org/10.1371/journal.pone.0121334
Pandey, Jyotsna L., Wang, Bo, Diehl, Brett G., Richard, Tom L., Chen, Gong, Anderson, Charles T., and Zabotina, Olga A. Fri .
"A Versatile Click-Compatible Monolignol Probe to Study Lignin Deposition in Plant Cell Walls". United States. https://doi.org/10.1371/journal.pone.0121334. https://www.osti.gov/servlets/purl/1459346.
@article{osti_1459346,
title = {A Versatile Click-Compatible Monolignol Probe to Study Lignin Deposition in Plant Cell Walls},
author = {Pandey, Jyotsna L. and Wang, Bo and Diehl, Brett G. and Richard, Tom L. and Chen, Gong and Anderson, Charles T. and Zabotina, Olga A.},
abstractNote = {Here, lignin plays important structural and functional roles in plants by forming a hydrophobic matrix in secondary cell walls that enhances mechanical strength and resists microbial decay. While the importance of the lignin matrix is well documented and the biosynthetic pathways for monolignols are known, the process by which lignin precursors or monolignols are transported and polymerized to form this matrix remains a subject of considerable debate. In this study, we have synthesized and tested an analog of coniferyl alcohol that has been modified to contain an ethynyl group at the C-3 position. This modification enables fluorescent tagging and imaging of this molecule after its incorporation into plant tissue by click chemistry-assisted covalent labeling with a fluorescent azide dye, and confers a distinct Raman signature that could be used for Raman imaging. We found that this monolignol analog is incorporated into in vitro-polymerized dehydrogenation polymer (DHP) lignin and into root epidermal cell walls of 4-day-old Arabidopsis seedlings. Incorporation of the analog in stem sections of 6-week-old Arabidopsis thaliana plants and labeling with an Alexa-594 azide dye revealed the precise locations of new lignin polymerization. Results from this study indicate that this molecule can provide high-resolution localization of lignification during plant cell wall maturation and lignin matrix assembly.},
doi = {10.1371/journal.pone.0121334},
journal = {PLoS ONE},
number = 4,
volume = 10,
place = {United States},
year = {Fri Apr 17 00:00:00 EDT 2015},
month = {Fri Apr 17 00:00:00 EDT 2015}
}
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Covalent Cross-Links in the Cell Wall
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Chemical Imaging of Poplar Wood Cell Walls by Confocal Raman Microscopy
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The origin and evolution of lignin biosynthesis: Tansley review
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Secondary Cell Wall Deposition in Developing Secondary Xylem of Poplar
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Monolignol Ferulate Transferase Introduces Chemically Labile Linkages into the Lignin Backbone
journal, April 2014
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- Science, Vol. 344, Issue 6179, p. 90-93
Identifying new lignin bioengineering targets: 1. Monolignol-substitute impacts on lignin formation and cell wall fermentability
journal, January 2010
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- BMC Plant Biology, Vol. 10, Issue 1
Mapping the lignin distribution in pretreated sugarcane bagasse by confocal and fluorescence lifetime imaging microscopy
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- Coletta, Vitor Carlos; Rezende, Camila Alves; da Conceição, Fernando Rodrigues
- Biotechnology for Biofuels, Vol. 6, Issue 1
Characterisation of lignin-carbohydrate complexes (LCCs) of spruce wood (Picea abies L.) isolated with two methods
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