DOE PAGES title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: A rapid thioacidolysis method for biomass lignin composition and tricin analysis

Abstract

Abstract Background Biomass composition varies from plant to plant and greatly affects biomass utilization. Lignin is a heterogeneous phenolic polymer derived mainly from p -coumaryl, coniferyl, and sinapyl alcohols and makes up to 10–25% of lignocellulosic biomass. Recently, tricin, an O -methylated flavone, was identified as a lignin monomer in many grass species. Tricin may function as a nucleation site for lignification and is advocated as a novel target for lignin engineering to reduce lignin content and improve biomass digestibility in grasses. Thioacidolysis is an analytical method that can be adapted to analyze both lignin monomeric composition and tricin content in the lignin polymer. However, the original thioacidolysis procedure is complex, laborious, and time consuming, making it difficult to be adopted for large-scale screening in biomass research. In this study, a modified, rapid higher throughput thioacidolysis method was developed. Results In combination with gas chromatography–mass spectrometry (GC–MS) and liquid chromatography–mass spectrometry (LC–MS), the modified thioacidolysis method can be used to simultaneously characterize the lignin composition and tricin content using 2–5 mg of dry samples. The modified method eliminates the solvent extraction and drastically improves the throughput; 80 samples can be processed in one day per person. Our results indicate that theremore » is no significant difference in the determination of lignin S/G ratio and tricin content between the original and modified methods. Conclusions A modified thioacidolysis protocol was established. The results demonstrate that the modified method can be used for rapid, high-throughput, and reliable lignin composition and tricin content analyses for screening transgenic plants for cell wall modifications or in large-scale genome-wide association studies (GWAS).« less

Authors:
ORCiD logo; ; ; ;
Publication Date:
Research Org.:
Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Biological and Environmental Research (BER)
OSTI Identifier:
1756479
Alternate Identifier(s):
OSTI ID: 1787461
Grant/Contract Number:  
DOE BER DE-AC05-00OR22725; AC05-00OR22725
Resource Type:
Published Article
Journal Name:
Biotechnology for Biofuels
Additional Journal Information:
Journal Name: Biotechnology for Biofuels Journal Volume: 14 Journal Issue: 1; Journal ID: ISSN 1754-6834
Publisher:
Springer Science + Business Media
Country of Publication:
Netherlands
Language:
English
Subject:
09 BIOMASS FUELS; Biomass; Lignin; Tricin; Thioacidolysis; High throughput

Citation Formats

Chen, Fang, Zhuo, Chunliu, Xiao, Xirong, Pendergast, Thomas H., and Devos, Katrien M. A rapid thioacidolysis method for biomass lignin composition and tricin analysis. Netherlands: N. p., 2021. Web. doi:10.1186/s13068-020-01865-y.
Chen, Fang, Zhuo, Chunliu, Xiao, Xirong, Pendergast, Thomas H., & Devos, Katrien M. A rapid thioacidolysis method for biomass lignin composition and tricin analysis. Netherlands. https://doi.org/10.1186/s13068-020-01865-y
Chen, Fang, Zhuo, Chunliu, Xiao, Xirong, Pendergast, Thomas H., and Devos, Katrien M. Mon . "A rapid thioacidolysis method for biomass lignin composition and tricin analysis". Netherlands. https://doi.org/10.1186/s13068-020-01865-y.
@article{osti_1756479,
title = {A rapid thioacidolysis method for biomass lignin composition and tricin analysis},
author = {Chen, Fang and Zhuo, Chunliu and Xiao, Xirong and Pendergast, Thomas H. and Devos, Katrien M.},
abstractNote = {Abstract Background Biomass composition varies from plant to plant and greatly affects biomass utilization. Lignin is a heterogeneous phenolic polymer derived mainly from p -coumaryl, coniferyl, and sinapyl alcohols and makes up to 10–25% of lignocellulosic biomass. Recently, tricin, an O -methylated flavone, was identified as a lignin monomer in many grass species. Tricin may function as a nucleation site for lignification and is advocated as a novel target for lignin engineering to reduce lignin content and improve biomass digestibility in grasses. Thioacidolysis is an analytical method that can be adapted to analyze both lignin monomeric composition and tricin content in the lignin polymer. However, the original thioacidolysis procedure is complex, laborious, and time consuming, making it difficult to be adopted for large-scale screening in biomass research. In this study, a modified, rapid higher throughput thioacidolysis method was developed. Results In combination with gas chromatography–mass spectrometry (GC–MS) and liquid chromatography–mass spectrometry (LC–MS), the modified thioacidolysis method can be used to simultaneously characterize the lignin composition and tricin content using 2–5 mg of dry samples. The modified method eliminates the solvent extraction and drastically improves the throughput; 80 samples can be processed in one day per person. Our results indicate that there is no significant difference in the determination of lignin S/G ratio and tricin content between the original and modified methods. Conclusions A modified thioacidolysis protocol was established. The results demonstrate that the modified method can be used for rapid, high-throughput, and reliable lignin composition and tricin content analyses for screening transgenic plants for cell wall modifications or in large-scale genome-wide association studies (GWAS).},
doi = {10.1186/s13068-020-01865-y},
journal = {Biotechnology for Biofuels},
number = 1,
volume = 14,
place = {Netherlands},
year = {Mon Jan 11 00:00:00 EST 2021},
month = {Mon Jan 11 00:00:00 EST 2021}
}

Works referenced in this record:

Lignin Valorization: Improving Lignin Processing in the Biorefinery
journal, May 2014

  • Ragauskas, A. J.; Beckham, G. T.; Biddy, M. J.
  • Science, Vol. 344, Issue 6185, p. 1246843-1246843
  • DOI: 10.1126/science.1246843

Tricin, a Flavonoid Monomer in Monocot Lignification
journal, February 2015


A polymer of caffeyl alcohol in plant seeds
journal, January 2012

  • Chen, F.; Tobimatsu, Y.; Havkin-Frenkel, D.
  • Proceedings of the National Academy of Sciences, Vol. 109, Issue 5
  • DOI: 10.1073/pnas.1120992109

A thioacidolysis method tailored for higher-throughput quantitative analysis of lignin monomers
journal, September 2016

  • Harman-Ware, Anne E.; Foster, Cliff; Happs, Renee M.
  • Biotechnology Journal, Vol. 11, Issue 10
  • DOI: 10.1002/biot.201600266

Chemical compositions of four switchgrass populations
journal, January 2010


Structural Characterization of Cork Lignin by Thioacidolysis and Permanganate Oxidation
journal, March 1999

  • Marques, A. V.; Pereira, H.; Meier, D.
  • Holzforschung, Vol. 53, Issue 2
  • DOI: 10.1515/HF.1999.028

Genetic manipulation of lignin reduces recalcitrance and improves ethanol production from switchgrass
journal, February 2011

  • Fu, Chunxiang; Mielenz, Jonathan R.; Xiao, Xirong
  • Proceedings of the National Academy of Sciences, Vol. 108, Issue 9, p. 3803-3808
  • DOI: 10.1073/pnas.1100310108

Lignin modification improves fermentable sugar yields for biofuel production
journal, June 2007

  • Chen, Fang; Dixon, Richard A.
  • Nature Biotechnology, Vol. 25, Issue 7, p. 759-761
  • DOI: 10.1038/nbt1316

Lignin Biosynthesis
journal, July 1995

  • Whetten, Ross; Sederoff, Ron
  • The Plant Cell, Vol. 7, Issue 7
  • DOI: 10.2307/3870053

Isolation and Identification of Flavonoids Accumulated in Proanthocyanidin-free Barley
journal, September 2011

  • Nakano, Hiroshi; Kawada, Naoyuki; Yoshida, Mitsuru
  • Journal of Agricultural and Food Chemistry, Vol. 59, Issue 17
  • DOI: 10.1021/jf2019819

New insights into the molecular architecture of hardwood lignins by chemical degradative methods
journal, March 1995

  • Lapierre, Catherine; Pollet, Brigitte; Rolando, Christian
  • Research on Chemical Intermediates, Vol. 21, Issue 3-5, p. 397-412
  • DOI: 10.1007/BF03052266

Microscale thioacidolysis method for the rapid analysis of ^|^#946;-O-4 substructures in lignin
journal, January 2012


Elucidation of Lignin Structure through Degradative Methods:  Comparison of Modified DFRC and Thioacidolysis
journal, June 2003

  • Holtman, Kevin M.; Chang, Hou-Min; Jameel, Hasan
  • Journal of Agricultural and Food Chemistry, Vol. 51, Issue 12
  • DOI: 10.1021/jf0340411

The occurrence of tricin and its derivatives in plants
journal, January 2016

  • Li, Mi; Pu, Yunqiao; Yoo, Chang Geun
  • Green Chemistry, Vol. 18, Issue 6
  • DOI: 10.1039/C5GC03062E

Lignin Monomers from beyond the Canonical Monolignol Biosynthetic Pathway: Another Brick in the Wall
journal, March 2020

  • del Río, José C.; Rencoret, Jorge; Gutiérrez, Ana
  • ACS Sustainable Chemistry & Engineering, Vol. 8, Issue 13
  • DOI: 10.1021/acssuschemeng.0c01109

Lignification in Sugarcane: Biochemical Characterization, Gene Discovery, and Expression Analysis in Two Genotypes Contrasting for Lignin Content
journal, October 2013

  • Bottcher, A.; Cesarino, I.; Brombini dos Santos, A.
  • PLANT PHYSIOLOGY, Vol. 163, Issue 4
  • DOI: 10.1104/pp.113.225250

Thioacidolysis of Lignin: Comparison with Acidolysis
journal, January 1985

  • Lapierre, Catherine; Monties, Bernard; Rolando, Christian
  • Journal of Wood Chemistry and Technology, Vol. 5, Issue 2
  • DOI: 10.1080/02773818508085193

Identification of the Structure and Origin of Thioacidolysis Marker Compounds for Cinnamyl Alcohol Dehydrogenase Deficiency in Angiosperms
journal, September 2002

  • Kim, Hoon; Ralph, John; Lu, Fachuang
  • Journal of Biological Chemistry, Vol. 277, Issue 49
  • DOI: 10.1074/jbc.M208860200

Lignin biochemistry: Biosynthesis and biodegradation
journal, January 1990


Thioacidolysis
book, January 1992


Coexistence but Independent Biosynthesis of Catechyl and Guaiacyl/Syringyl Lignin Polymers in Seed Coats
journal, July 2013


Syntheses of Lignin-Derived Thioacidolysis Monomers and Their Uses as Quantitation Standards
journal, January 2012

  • Yue, Fengxia; Lu, Fachuang; Sun, Run-Cang
  • Journal of Agricultural and Food Chemistry, Vol. 60, Issue 4
  • DOI: 10.1021/jf204481x

Antioxidant Flavone Glycosides from the Leaves of Fargesia robusta
journal, September 2010

  • Van Hoyweghen, Laura; Karalic, Izet; Van Calenbergh, Serge
  • Journal of Natural Products, Vol. 73, Issue 9
  • DOI: 10.1021/np100220g

Lignin as Renewable Raw Material
journal, September 2010


Lignin Biosynthesis and Structure
journal, May 2010

  • Vanholme, R.; Demedts, B.; Morreel, K.
  • Plant Physiology, Vol. 153, Issue 3, p. 895-905
  • DOI: 10.1104/pp.110.155119

Structural Characterization of Wheat Straw Lignin as Revealed by Analytical Pyrolysis, 2D-NMR, and Reductive Cleavage Methods
journal, December 2011

  • del Río, José C.; Rencoret, Jorge; Prinsen, Pepijn
  • Journal of Agricultural and Food Chemistry, Vol. 60, Issue 23
  • DOI: 10.1021/jf301002n

Tricin-lignins: occurrence and quantitation of tricin in relation to phylogeny
journal, November 2016

  • Lan, Wu; Rencoret, Jorge; Lu, Fachuang
  • The Plant Journal, Vol. 88, Issue 6
  • DOI: 10.1111/tpj.13315

Elucidating Tricin-Lignin Structures: Assigning Correlations in HSQC Spectra of Monocot Lignins
journal, August 2018