Impact of lignin polymer backbone esters on ionic liquid pretreatment of poplar
Abstract
Biomass pretreatment remains an essential step in lignocellulosic biofuel production, largely to facilitate the efficient removal of lignin and increase enzyme accessibility to the polysaccharides. In recent years, there have been significant efforts in planta to reduce lignin content or modify its composition to overcome the inherent recalcitrance that it imposes on lignocellulosic biomass during processing. Here, transgenic poplar lines in which monolignol ferulate conjugates were synthesized during cell wall development to introduce, during lignification, readily cleavable ester linkages into the lignin polymer backbone (i.e., "zip lignin"), along with wild-type (WT) controls, were pretreated with different ionic liquids (ILs). The strategic introduction of ester bonds into the lignin backbone resulted in increased pretreatment efficiency and released more carbohydrates with lower energy input. After pretreatment with any of three different ILs, and after limited saccharification, the transgenic poplars, especially those with relatively higher amounts of incorporated monolignol ferulate conjugates, yielded up to 23% higher sugar levels compared to WT plants. Our findings clearly demonstrate that the introduction of ester linkages into the lignin polymer backbone decreases biomass recalcitrance in poplar has the potential to reduce the energy and/or amount of IL required for effective pretreatment, and could enable the development ofmore »
- Authors:
- Publication Date:
- Research Org.:
- Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Biological and Environmental Research (BER)
- OSTI Identifier:
- 1618675
- Alternate Identifier(s):
- OSTI ID: 1379811
- Grant/Contract Number:
- AC02-05CH11231; FC02-07ER64494
- Resource Type:
- Published Article
- Journal Name:
- Biotechnology for Biofuels
- Additional Journal Information:
- Journal Name: Biotechnology for Biofuels Journal Volume: 10 Journal Issue: 1; Journal ID: ISSN 1754-6834
- Publisher:
- Springer Science + Business Media
- Country of Publication:
- Netherlands
- Language:
- English
- Subject:
- 09 BIOMASS FUELS; Biofuels; Biomass; Lignocellulose
Citation Formats
Kim, Kwang Ho, Dutta, Tanmoy, Ralph, John, Mansfield, Shawn D., Simmons, Blake A., and Singh, Seema. Impact of lignin polymer backbone esters on ionic liquid pretreatment of poplar. Netherlands: N. p., 2017.
Web. doi:10.1186/s13068-017-0784-2.
Kim, Kwang Ho, Dutta, Tanmoy, Ralph, John, Mansfield, Shawn D., Simmons, Blake A., & Singh, Seema. Impact of lignin polymer backbone esters on ionic liquid pretreatment of poplar. Netherlands. https://doi.org/10.1186/s13068-017-0784-2
Kim, Kwang Ho, Dutta, Tanmoy, Ralph, John, Mansfield, Shawn D., Simmons, Blake A., and Singh, Seema. Thu .
"Impact of lignin polymer backbone esters on ionic liquid pretreatment of poplar". Netherlands. https://doi.org/10.1186/s13068-017-0784-2.
@article{osti_1618675,
title = {Impact of lignin polymer backbone esters on ionic liquid pretreatment of poplar},
author = {Kim, Kwang Ho and Dutta, Tanmoy and Ralph, John and Mansfield, Shawn D. and Simmons, Blake A. and Singh, Seema},
abstractNote = {Biomass pretreatment remains an essential step in lignocellulosic biofuel production, largely to facilitate the efficient removal of lignin and increase enzyme accessibility to the polysaccharides. In recent years, there have been significant efforts in planta to reduce lignin content or modify its composition to overcome the inherent recalcitrance that it imposes on lignocellulosic biomass during processing. Here, transgenic poplar lines in which monolignol ferulate conjugates were synthesized during cell wall development to introduce, during lignification, readily cleavable ester linkages into the lignin polymer backbone (i.e., "zip lignin"), along with wild-type (WT) controls, were pretreated with different ionic liquids (ILs). The strategic introduction of ester bonds into the lignin backbone resulted in increased pretreatment efficiency and released more carbohydrates with lower energy input. After pretreatment with any of three different ILs, and after limited saccharification, the transgenic poplars, especially those with relatively higher amounts of incorporated monolignol ferulate conjugates, yielded up to 23% higher sugar levels compared to WT plants. Our findings clearly demonstrate that the introduction of ester linkages into the lignin polymer backbone decreases biomass recalcitrance in poplar has the potential to reduce the energy and/or amount of IL required for effective pretreatment, and could enable the development of an economically viable and sustainable biorefinery process.},
doi = {10.1186/s13068-017-0784-2},
journal = {Biotechnology for Biofuels},
number = 1,
volume = 10,
place = {Netherlands},
year = {Thu Apr 20 00:00:00 EDT 2017},
month = {Thu Apr 20 00:00:00 EDT 2017}
}
https://doi.org/10.1186/s13068-017-0784-2
Web of Science
Works referenced in this record:
Deconstruction of lignocellulosic biomass with ionic liquids
journal, January 2013
- Brandt, Agnieszka; Gräsvik, John; Hallett, Jason P.
- Green Chemistry, Vol. 15, Issue 3
Transforming biomass conversion with ionic liquids: process intensification and the development of a high-gravity, one-pot process for the production of cellulosic ethanol
journal, January 2016
- Xu, Feng; Sun, Jian; Konda, N. V. S. N. Murthy
- Energy & Environmental Science, Vol. 9, Issue 3
Toward Thermoplastic Lignin Polymers. Part 1. Selective Masking of Phenolic Hydroxyl Groups in Kraft Lignins via Methylation and Oxypropylation Chemistries
journal, December 2012
- Sadeghifar, Hasan; Cui, Chengzhong; Argyropoulos, Dimitris S.
- Industrial & Engineering Chemistry Research, Vol. 51, Issue 51, p. 16713-16720
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
Whole plant cell wall characterization using solution-state 2D NMR
journal, August 2012
- Mansfield, Shawn D.; Kim, Hoon; Lu, Fachuang
- Nature Protocols, Vol. 7, Issue 9
Activation of lignocellulosic biomass for higher sugar yields using aqueous ionic liquid at low severity process conditions
journal, August 2016
- Parthasarathi, Ramakrishnan; Sun, Jian; Dutta, Tanmoy
- Biotechnology for Biofuels, Vol. 9, Issue 1
Monolignol ferulate conjugates are naturally incorporated into plant lignins
journal, October 2016
- Karlen, Steven D.; Zhang, Chengcheng; Peck, Matthew L.
- Science Advances, Vol. 2, Issue 10
Influence of water on the dissolution of cellulose in selected ionic liquids
journal, October 2008
- Mazza, Mathieu; Catana, Dan-Andrei; Vaca-Garcia, Carlos
- Cellulose, Vol. 16, Issue 2
Improving enzymatic hydrolysis of wheat straw using ionic liquid 1-ethyl-3-methyl imidazolium diethyl phosphate pretreatment
journal, July 2009
- Li, Qiang; He, Yu-Cai; Xian, Mo
- Bioresource Technology, Vol. 100, Issue 14, p. 3570-3575
Recent advances of enzymatic reactions in ionic liquids
journal, February 2010
- Moniruzzaman, Muhammad; Nakashima, Kazunori; Kamiya, Noriho
- Biochemical Engineering Journal, Vol. 48, Issue 3
Dissolution of cellulose with ionic liquid in pressurized cell
journal, November 2015
- Ibrahim, Farouk; Moniruzzaman, Muhammad; Yusup, Suzana
- Journal of Molecular Liquids, Vol. 211
Caffeoyl Shikimate Esterase (CSE) Is an Enzyme in the Lignin Biosynthetic Pathway in Arabidopsis
journal, August 2013
- Vanholme, R.; Cesarino, I.; Rataj, K.
- Science, Vol. 341, Issue 6150
Understanding the role of water during ionic liquid pretreatment of lignocellulose: co-solvent or anti-solvent?
journal, January 2014
- Shi, Jian; Balamurugan, Kanagasabai; Parthasarathi, Ramakrishnan
- Green Chem., Vol. 16, Issue 8
Comparison of dilute acid and ionic liquid pretreatment of switchgrass: Biomass recalcitrance, delignification and enzymatic saccharification
journal, July 2010
- Li, Chenlin; Knierim, Bernhard; Manisseri, Chithra
- Bioresource Technology, Vol. 101, Issue 13
Solution-state 2D NMR of ball-milled plant cell wall gels in DMSO-d6/pyridine-d5
journal, January 2010
- Kim, Hoon; Ralph, John
- Org. Biomol. Chem., Vol. 8, Issue 3
The Effects on Lignin Structure of Overexpression of Ferulate 5-Hydroxylase in Hybrid Poplar 1
journal, April 2009
- Stewart, Jaclyn J.; Akiyama, Takuya; Chapple, Clint
- Plant Physiology, Vol. 150, Issue 2
Impact of Ionic Liquid Pretreatment Conditions on Cellulose Crystalline Structure Using 1-Ethyl-3-methylimidazolium Acetate
journal, August 2012
- Cheng, Gang; Varanasi, Patanjali; Arora, Rohit
- The Journal of Physical Chemistry B, Vol. 116, Issue 33
Improved saccharification and ethanol yield from field-grown transgenic poplar deficient in cinnamoyl-CoA reductase
journal, December 2013
- Van Acker, R.; Leple, J. -C.; Aerts, D.
- Proceedings of the National Academy of Sciences, Vol. 111, Issue 2
Comparison of Different Biomass Pretreatment Techniques and Their Impact on Chemistry and Structure
journal, February 2015
- Singh, Seema; Cheng, Gang; Sathitsuksanoh, Noppadon
- Frontiers in Energy Research, Vol. 2
Facile and Simple Pretreatment of Sugar Cane Bagasse without Size Reduction Using Renewable Ionic Liquids–Water Mixtures
journal, March 2013
- Hou, Xue-Dan; Li, Ning; Zong, Min-Hua
- ACS Sustainable Chemistry & Engineering, Vol. 1, Issue 5
Fast and facile dissolution of cellulose with tetrabutylphosphonium hydroxide containing 40 wt% water
journal, January 2012
- Abe, Mitsuru; Fukaya, Yukinobu; Ohno, Hiroyuki
- Chemical Communications, Vol. 48, Issue 12
The influence of lignin chemistry and ultrastructure on the pulping efficiency of clonal aspen (Populus tremuloides Michx.)
journal, March 2006
- Stewart, Jaclyn J.; Kadla, John F.; Mansfield, Shawn D.
- Holzforschung, Vol. 60, Issue 2
Monolignol Ferulate Transferase Introduces Chemically Labile Linkages into the Lignin Backbone
journal, April 2014
- Wilkerson, C. G.; Mansfield, S. D.; Lu, F.
- Science, Vol. 344, Issue 6179, p. 90-93
Understanding pretreatment efficacy of four cholinium and imidazolium ionic liquids by chemistry and computation
journal, January 2014
- Sun, Ning; Parthasarathi, Ramakrishnan; Socha, Aaron M.
- Green Chem., Vol. 16, Issue 5
Overview and Evaluation of Fuel Ethanol from Cellulosic Biomass: Technology, Economics, the Environment, and Policy
journal, November 1996
- Lynd, Lee R.
- Annual Review of Energy and the Environment, Vol. 21, Issue 1, p. 403-465
Next-generation biomass feedstocks for biofuel production
journal, January 2008
- Simmons, Blake A.; Loque, Dominique; Blanch, Harvey W.
- Genome Biology, Vol. 9, Issue 12
Novel renewable ionic liquids as highly effective solvents for pretreatment of rice straw biomass by selective removal of lignin
journal, April 2012
- Hou, Xue-Dan; Smith, Thomas J.; Li, Ning
- Biotechnology and Bioengineering, Vol. 109, Issue 10
Lignin Composition and Structure in Young versus Adult Eucalyptus globulus Plants
journal, November 2010
- Rencoret, Jorge; Gutiérrez, Ana; Nieto, Lidia
- Plant Physiology, Vol. 155, Issue 2
A comparative study of ethanol production using dilute acid, ionic liquid and AFEX™ pretreated corn stover
journal, January 2014
- Uppugundla, Nirmal; da Costa Sousa, Leonardo; Chundawat, Shishir PS
- Biotechnology for Biofuels, Vol. 7, Issue 1
Lignin modification improves the biofuel production potential in transgenic Populus tomentosa
journal, May 2012
- Wang, Hongzhi; Xue, Yingxi; Chen, Yajuan
- Industrial Crops and Products, Vol. 37, Issue 1
Restricting lignin and enhancing sugar deposition in secondary cell walls enhances monomeric sugar release after low temperature ionic liquid pretreatment
journal, July 2015
- Scullin, Chessa; Cruz, Alejandro G.; Chuang, Yi-De
- Biotechnology for Biofuels, Vol. 8, Issue 1
Visualization of biomass solubilization and cellulose regeneration during ionic liquid pretreatment of switchgrass
journal, September 2009
- Singh, Seema; Simmons, Blake A.; Vogel, Kenneth P.
- Biotechnology and Bioengineering, Vol. 104, Issue 1, p. 68-75
Effect of anion structures on cholinium ionic liquids pretreatment of rice straw and the subsequent enzymatic hydrolysis: Anion Effect of Cholinium IL Pretreatment
journal, September 2014
- Hou, Xue-Dan; Xu, Jie; Li, Ning
- Biotechnology and Bioengineering, Vol. 112, Issue 1
Works referencing / citing this record:
Integration of renewable deep eutectic solvents with engineered biomass to achieve a closed-loop biorefinery
journal, June 2019
- Kim, Kwang Ho; Eudes, Aymerick; Jeong, Keunhong
- Proceedings of the National Academy of Sciences, Vol. 116, Issue 28
Combinatorial pretreatment and fermentation optimization enabled a record yield on lignin bioconversion
journal, January 2018
- Liu, Zhi-Hua; Xie, Shangxian; Lin, Furong
- Biotechnology for Biofuels, Vol. 11, Issue 1
Introducing curcumin biosynthesis in Arabidopsis enhances lignocellulosic biomass processing
journal, January 2019
- Oyarce, Paula; De Meester, Barbara; Fonseca, Fernando
- Nature Plants, Vol. 5, Issue 2
Chemicals from lignin: an interplay of lignocellulose fractionation, depolymerisation, and upgrading
journal, January 2018
- Schutyser, W.; Renders, T.; Van den Bosch, S.
- Chemical Society Reviews, Vol. 47, Issue 3
Phenolic cross-links: building and de-constructing the plant cell wall
journal, January 2020
- Mnich, Ewelina; Bjarnholt, Nanna; Eudes, Aymerick
- Natural Product Reports
Production of xylooligosaccharides and monosaccharides from poplar by a two-step acetic acid and peroxide/acetic acid pretreatment
journal, April 2019
- Wen, Peiyao; Zhang, Tian; Wang, Jinye
- Biotechnology for Biofuels, Vol. 12, Issue 1
Identification of enzymatic genes with the potential to reduce biomass recalcitrance through lignin manipulation in Arabidopsis
journal, May 2020
- Sakamoto, Shingo; Kamimura, Naofumi; Tokue, Yosuke
- Biotechnology for Biofuels, Vol. 13, Issue 1
Characterization of Lignin Extracted from Willow by Deep Eutectic Solvent Treatments
journal, August 2018
- Lyu, Gaojin; Li, Tengfei; Ji, Xingxiang
- Polymers, Vol. 10, Issue 8