Differences in S/G ratio in natural poplar variants do not predict catalytic depolymerization monomer yields

Anderson, Eric M.; Stone, Michael L.; Katahira, Rui; Reed, Michelle; Muchero, Wellington; Ramirez, Kelsey J.; Beckham, Gregg T.; Román-Leshkov, Yuriy

doi:10.1038/s41467-019-09986-1

Title: Differences in S/G ratio in natural poplar variants do not predict catalytic depolymerization monomer yields

Journal Article · 02 May 2019 · Nature Communications

DOI: https://doi.org/10.1038/s41467-019-09986-1 · OSTI ID:1514835

Anderson, Eric M.; Stone, Michael L.; Katahira, Rui; Reed, Michelle; Muchero, Wellington; Ramirez, Kelsey J.;

;

The ratio of syringyl (S) and guaiacyl (G) units in lignin has been regarded as a major factor in determining the maximum monomer yield from lignin depolymerization. This limit arises from the notion that G units are prone to C-C bond formation during lignin biosynthesis, resulting in less ether linkages that generate monomers. This study uses reductive catalytic fractionation (RCF) in flow-through reactors as an analytical tool to depolymerize lignin in poplar with naturally varying S/G ratios, and directly challenges the common conception that the S/G ratio predicts monomer yields. Rather, this work suggests that the plant controls C-O and C-C bond content by regulating monomer transport during lignin biosynthesis. Overall, our results indicate that additional factors beyond the monomeric composition of native lignin are important in developing a fundamental understanding of lignin biosynthesis.

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Research Organization:: Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States); National Renewable Energy Laboratory (NREL), Golden, CO (United States)

Sponsoring Organization:: USDOE Office of Energy Efficiency and Renewable Energy (EERE), Office of Sustainable Transportation and Fuels. Bioenergy Technologies Office (BETO); USDOE Office of Science (SC), Biological and Environmental Research (BER)

Grant/Contract Number:: AC05-00OR22725; AC36-08GO28308

OSTI ID:: 1514835

Alternate ID(s):: OSTI ID: 1566972

Report Number(s):: NREL/JA-2A00-73032

Journal Information:: Nature Communications, Vol. 10, Issue 1; ISSN 2041-1723

Publisher:: Nature Publishing GroupCopyright Statement

Country of Publication:: United States

Language:: English

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Biobased Epoxy Nanocomposites Derived from Lignin-Based Monomers Zhao, Shou; Abu-Omar, Mahdi M. Biomacromolecules, Vol. 16, Issue 7 https://doi.org/10.1021/acs.biomac.5b00670	journal	June 2015
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From Tree to Tape: Direct Synthesis of Pressure Sensitive Adhesives from Depolymerized Raw Lignocellulosic Biomass Wang, Shu; Shuai, Li; Saha, Basudeb ACS Central Science, Vol. 4, Issue 6 https://doi.org/10.1021/acscentsci.8b00140	journal	May 2018
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Reductive Catalytic Fractionation of Corn Stover Lignin Anderson, Eric M.; Katahira, Rui; Reed, Michelle ACS Sustainable Chemistry & Engineering, Vol. 4, Issue 12 https://doi.org/10.1021/acssuschemeng.6b01858	journal	October 2016
Synthesis of Renewable Thermoset Polymers through Successive Lignin Modification Using Lignin-Derived Phenols Zhao, Shou; Abu-Omar, Mahdi M. ACS Sustainable Chemistry & Engineering, Vol. 5, Issue 6 https://doi.org/10.1021/acssuschemeng.7b00440	journal	April 2017
Kinetic Studies of Lignin Solvolysis and Reduction by Reductive Catalytic Fractionation Decoupled in Flow-Through Reactors Anderson, Eric M.; Stone, Michael L.; Hülsey, Max J. ACS Sustainable Chemistry & Engineering, Vol. 6, Issue 6 https://doi.org/10.1021/acssuschemeng.8b01256	journal	April 2018
Reductive Catalytic Fractionation of C-Lignin Stone, Michael L.; Anderson, Eric M.; Meek, Kelly M. ACS Sustainable Chemistry & Engineering, Vol. 6, Issue 9 https://doi.org/10.1021/acssuschemeng.8b02741	journal	August 2018
Whole plant cell wall characterization using solution-state 2D NMR Mansfield, Shawn D.; Kim, Hoon; Lu, Fachuang Nature Protocols, Vol. 7, Issue 9 https://doi.org/10.1038/nprot.2012.064	journal	August 2012
Complete lignocellulose conversion with integrated catalyst recycling yielding valuable aromatics and fuels Sun, Zhuohua; Bottari, Giovanni; Afanasenko, Anastasiia Nature Catalysis, Vol. 1, Issue 1 https://doi.org/10.1038/s41929-017-0007-z	journal	January 2018
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Dissection of lignin macromolecular configuration and assembly: Comparison to related biochemical processes in allyl/propenyl phenol and lignan biosynthesis Davin, Laurence B.; Jourdes, Michaël; Patten, Ann M. Natural Product Reports, Vol. 25, Issue 6 https://doi.org/10.1039/b510386j	journal	January 2008
Novel tetrahydrofuran structures derived from β–β-coupling reactions involving sinapyl acetate in Kenaf lignins Lu, Fachuang; Ralph, John Organic & Biomolecular Chemistry, Vol. 6, Issue 20, p. 3681-3694 https://doi.org/10.1039/b809464k	journal	January 2008
Lignin depolymerization (LDP) in alcohol over nickel-based catalysts via a fragmentation–hydrogenolysis process Song, Qi; Wang, Feng; Cai, Jiaying Energy & Environmental Science, Vol. 6, Issue 3, p. 994-1007 https://doi.org/10.1039/c2ee23741e	journal	January 2013
Lignin content in natural Populus variants affects sugar release Studer, M. H.; DeMartini, J. D.; Davis, M. F. Proceedings of the National Academy of Sciences, Vol. 108, Issue 15, p. 6300-6305 https://doi.org/10.1073/pnas.1009252108	journal	March 2011
Deciphering the Enigma of Lignification: Precursor Transport, Oxidation, and the Topochemistry of Lignin Assembly Liu, Chang-Jun Molecular Plant, Vol. 5, Issue 2 https://doi.org/10.1093/mp/ssr121	journal	March 2012
The Effects on Lignin Structure of Overexpression of Ferulate 5-Hydroxylase in Hybrid Poplar ¹ Stewart, Jaclyn J.; Akiyama, Takuya; Chapple, Clint Plant Physiology, Vol. 150, Issue 2 https://doi.org/10.1104/pp.109.137059	journal	April 2009
Modeling Lignin Polymerization. I. Simulation Model of Dehydrogenation Polymers van Parijs, Frederik R. D.; Morreel, Kris; Ralph, John Plant Physiology, Vol. 153, Issue 3 https://doi.org/10.1104/pp.110.154468	journal	May 2010
Lignin Biosynthesis and Structure Vanholme, R.; Demedts, B.; Morreel, K. Plant Physiology, Vol. 153, Issue 3, p. 895-905 https://doi.org/10.1104/pp.110.155119	journal	May 2010
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