Deep Eutectic Solvent Pretreatment of Transgenic Biomass With Increased C6C1 Lignin Monomers

doi:10.3389/fpls.2019.01774

Title: Deep Eutectic Solvent Pretreatment of Transgenic Biomass With Increased C6C1 Lignin Monomers

Authors:: Kim, Kwang Ho; Wang, Yunxuan; Takada, Masatsugu; Eudes, Aymerick; Yoo, Chang Geun; Kim, Chang Soo; Saddler, Jack

Publication Date:: 2020-01-29

Sponsoring Org.:: USDOE

OSTI Identifier:: 1595852

Resource Type:: Published Article

Journal Name:: Frontiers in Plant Science

Additional Journal Information:: Journal Name: Frontiers in Plant Science Journal Volume: 10; Journal ID: ISSN 1664-462X

Publisher:: Frontiers Media SA

Country of Publication:: Switzerland

Language:: English

Citation Formats


                    Kim, Kwang Ho, Wang, Yunxuan, Takada, Masatsugu, Eudes, Aymerick, Yoo, Chang Geun, Kim, Chang Soo, and Saddler, Jack. Deep Eutectic Solvent Pretreatment of Transgenic Biomass With Increased C6C1 Lignin Monomers.  Switzerland: N. p., 2020. 
        Web.  doi:10.3389/fpls.2019.01774.

Copy to clipboard


                    Kim, Kwang Ho, Wang, Yunxuan, Takada, Masatsugu, Eudes, Aymerick, Yoo, Chang Geun, Kim, Chang Soo, & Saddler, Jack. Deep Eutectic Solvent Pretreatment of Transgenic Biomass With Increased C6C1 Lignin Monomers.  Switzerland.  doi:10.3389/fpls.2019.01774.

Copy to clipboard


                    Kim, Kwang Ho, Wang, Yunxuan, Takada, Masatsugu, Eudes, Aymerick, Yoo, Chang Geun, Kim, Chang Soo, and Saddler, Jack. Wed .  
        "Deep Eutectic Solvent Pretreatment of Transgenic Biomass With Increased C6C1 Lignin Monomers".  Switzerland.  doi:10.3389/fpls.2019.01774.

Copy to clipboard


                    
@article{osti_1595852,

  title        = {Deep Eutectic Solvent Pretreatment of Transgenic Biomass With Increased C6C1 Lignin Monomers},

  author       = {Kim, Kwang Ho and Wang, Yunxuan and Takada, Masatsugu and Eudes, Aymerick and Yoo, Chang Geun and Kim, Chang Soo and Saddler, Jack},

  abstractNote = {},

  doi          = {10.3389/fpls.2019.01774},

  journal      = {Frontiers in Plant Science},

  number       = ,

  volume       = 10,

  place        = {Switzerland},

  year         = {2020},

  month        = {1}

}

Copy to clipboard

Journal Article:

Free Publicly Available Full Text

Publisher's Version of Record
DOI: 10.3389/fpls.2019.01774

Other availability

Search WorldCat to find libraries that may hold this journal

Save / Share:

Export Metadata

Save to My Library

Works referenced in this record:

Expression of a bacterial 3-dehydroshikimate dehydratase reduces lignin content and improves biomass saccharification efficiency
journal, January 2015

Eudes, Aymerick; Sathitsuksanoh, Noppadon; Baidoo, Edward E. K.
Plant Biotechnology Journal, Vol. 13, Issue 9
DOI: 10.1111/pbi.12310

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

Strong decrease in lignin content without significant alteration of plant development is induced by simultaneous down-regulation of cinnamoyl CoA reductase (CCR) and cinnamyl alcohol dehydrogenase (CAD) in tobacco plants: Simultaneous down-regulation of CAD and CCR
journal, November 2001

Chabannes, Matthieu; Barakate, Abdellah; Lapierre, Catherine
The Plant Journal, Vol. 28, Issue 3
DOI: 10.1046/j.1365-313X.2001.01140.x

Natural genetic variability reduces recalcitrance in poplar
journal, May 2016

Bhagia, Samarthya; Muchero, Wellington; Kumar, Rajeev
Biotechnology for Biofuels, Vol. 9, Issue 1
DOI: 10.1186/s13068-016-0521-2

Opportunities, recent trends and challenges of integrated biorefinery: Part I
journal, March 2015

Maity, Sunil K.
Renewable and Sustainable Energy Reviews, Vol. 43
DOI: 10.1016/j.rser.2014.11.092

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
DOI: 10.1073/pnas.1904636116

Lignin structure and its engineering
journal, April 2019

Ralph, John; Lapierre, Catherine; Boerjan, Wout
Current Opinion in Biotechnology, Vol. 56
DOI: 10.1016/j.copbio.2019.02.019

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

Computational Study of Bond Dissociation Enthalpies for a Large Range of Native and Modified Lignins
journal, October 2011

Kim, Seonah; Chmely, Stephen C.; Nimlos, Mark R.
The Journal of Physical Chemistry Letters, Vol. 2, Issue 22
DOI: 10.1021/jz201182w

Surface and ultrastructural characterization of raw and pretreated switchgrass
journal, December 2011

Donohoe, Bryon S.; Vinzant, Todd B.; Elander, Richard T.
Bioresource Technology, Vol. 102, Issue 24
DOI: 10.1016/j.biortech.2011.03.092

Ionic liquid solvent properties as predictors of lignocellulose pretreatment efficacy
journal, January 2010

Doherty, Thomas V.; Mora-Pale, Mauricio; Foley, Sage E.
Green Chemistry, Vol. 12, Issue 11
DOI: 10.1039/c0gc00206b

How Does Plant Cell Wall Nanoscale Architecture Correlate with Enzymatic Digestibility?
journal, November 2012

Ding, S. -Y.; Liu, Y. -S.; Zeng, Y.
Science, Vol. 338, Issue 6110
DOI: 10.1126/science.1227491

Natural deep eutectic solvents as new potential media for green technology
journal, March 2013

Dai, Yuntao; van Spronsen, Jaap; Witkamp, Geert-Jan
Analytica Chimica Acta, Vol. 766
DOI: 10.1016/j.aca.2012.12.019

Efficient biomass pretreatment using ionic liquids derived from lignin and hemicellulose
journal, August 2014

Socha, A. M.; Parthasarathi, R.; Shi, J.
Proceedings of the National Academy of Sciences, Vol. 111, Issue 35
DOI: 10.1073/pnas.1405685111

Biosynthesis and incorporation of side-chain-truncated lignin monomers to reduce lignin polymerization and enhance saccharification: Reduction in lignin DP enhances saccharification
journal, March 2012

Eudes, Aymerick; George, Anthe; Mukerjee, Purba
Plant Biotechnology Journal, Vol. 10, Issue 5
DOI: 10.1111/j.1467-7652.2012.00692.x

Silencing of 4-coumarate:coenzyme A ligase in switchgrass leads to reduced lignin content and improved fermentable sugar yields for biofuel production
journal, July 2011

Xu, Bin; Escamilla-Treviño, Luis L.; Sathitsuksanoh, Noppadon
New Phytologist, Vol. 192, Issue 3
DOI: 10.1111/j.1469-8137.2011.03830.x

Biomass resource facilities and biomass conversion processing for fuels and chemicals
journal, July 2001

Demirbaş, Ayhan
Energy Conversion and Management, Vol. 42, Issue 11
DOI: 10.1016/S0196-8904(00)00137-0

Biomass pretreatment: Fundamentals toward application
journal, November 2011

Agbor, Valery B.; Cicek, Nazim; Sparling, Richard
Biotechnology Advances, Vol. 29, Issue 6
DOI: 10.1016/j.biotechadv.2011.05.005

Impact of lignin polymer backbone esters on ionic liquid pretreatment of poplar
journal, April 2017

Kim, Kwang Ho; Dutta, Tanmoy; Ralph, John
Biotechnology for Biofuels, Vol. 10, Issue 1
DOI: 10.1186/s13068-017-0784-2

Comparative evaluation of Populus variants total sugar release and structural features following pretreatment and digestion by two distinct biological systems
journal, November 2017

Thomas, Vanessa A.; Kothari, Ninad; Bhagia, Samarthya
Biotechnology for Biofuels, Vol. 10, Issue 1
DOI: 10.1186/s13068-017-0975-x

Take a Closer Look: Biofuels Can Support Environmental, Economic and Social Goals
journal, June 2014

Dale, Bruce E.; Anderson, James E.; Brown, Robert C.
Environmental Science & Technology, Vol. 48, Issue 13
DOI: 10.1021/es5025433

Can genetic engineering of lignin deposition be accomplished without an unacceptable yield penalty?
journal, April 2013

Bonawitz, Nicholas D.; Chapple, Clint
Current Opinion in Biotechnology, Vol. 24, Issue 2
DOI: 10.1016/j.copbio.2012.11.004

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
DOI: 10.1126/science.1250161

Evolution and current status of research in phenolic compounds
journal, November 2007

Boudet, Alain-Michel
Phytochemistry, Vol. 68, Issue 22-24
DOI: 10.1016/j.phytochem.2007.06.012

Disruption of Mediator rescues the stunted growth of a lignin-deficient Arabidopsis mutant
journal, March 2014

Bonawitz, Nicholas D.; Kim, Jeong Im; Tobimatsu, Yuki
Nature, Vol. 509, Issue 7500, p. 376-380
DOI: 10.1038/nature13084

Recent Efforts to Prevent Undesirable Reactions From Fractionation to Depolymerization of Lignin: Toward Maximizing the Value From Lignin
journal, September 2018

Kim, Kwang Ho; Kim, Chang Soo
Frontiers in Energy Research, Vol. 6
DOI: 10.3389/fenrg.2018.00092

Mutations in the cinnamate 4-hydroxylase gene impact metabolism, growth and development in Arabidopsis: Arabidopsis C4H mutants
journal, December 2009

Schilmiller, Anthony L.; Stout, Jake; Weng, Jing-Ke
The Plant Journal, Vol. 60, Issue 5
DOI: 10.1111/j.1365-313X.2009.03996.x

Contribution of Deep Eutectic Solvents for Biomass Processing: Opportunities, Challenges, and Limitations
journal, March 2015

Vigier, Karine De Oliveira; Chatel, Gregory; Jérôme, François
ChemCatChem, Vol. 7, Issue 8
DOI: 10.1002/cctc.201500134

4-Hydroxycinnamoyl-CoA hydratase/lyase, an enzyme of phenylpropanoid cleavage from Pseudomonas , causes formation of C 6 -C 1 acid and alcohol glucose conjugates when expressed in hairy roots of Datura stramonium L.
journal, May 2002

Mitra, Adinpunya; Mayer, Melinda; Mellon, Fred
Planta, Vol. 215, Issue 1
DOI: 10.1007/s00425-001-0712-2

Elucidating Structural Characteristics of Biomass using Solution-State 2 D NMR with a Mixture of Deuterated Dimethylsulfoxide and Hexamethylphosphoramide
journal, April 2016

Yoo, Chang Geun; Pu, Yunqiao; Li, Mi
ChemSusChem, Vol. 9, Issue 10
DOI: 10.1002/cssc.201600135

Comparative sugar recovery data from laboratory scale application of leading pretreatment technologies to corn stover
journal, December 2005

Wyman, Charles E.; Dale, Bruce E.; Elander, Richard T.
Bioresource Technology, Vol. 96, Issue 18, p. 2026-2032
DOI: 10.1016/j.biortech.2005.01.018

Similar records in OSTI.GOV collections:

Fractionation and characterization of lignin streams from unique high-lignin content endocarp feedstocks

Journal Article Li, Wenqi ; Amos, Kirtley ; Li, Mi ; ... - Biotechnology for Biofuels

In this paper, lignin is a promising source of building blocks for upgrading to valuable aromatic chemicals and materials. Endocarp biomass represents a non-edible crop residue in an existing agricultural setting which cannot be used as animal feed nor soil amendment. With significantly higher lignin content and bulk energy density, endocarps have significant advantages to be converted into both biofuel and bioproducts as compared to other biomass resources. Deep eutectic solvent (DES) is highly effective in fractionating lignin from a variety of biomass feedstocks with high yield and purity while at lower cost comparing to certain ionic liquids. In themore »« less
DOI: 10.1186/s13068-018-1305-7

Full Text Available
Diol pretreatment to fractionate a reactive lignin in lignocellulosic biomass biorefineries

Journal Article Dong, Chengyu ; Meng, Xianzhi ; Yeung, Chi Shun ; ... - Green Chemistry

Lignin-first fractionation has become a new biorefinery target to obtain valuable lignin monomers toward the complete utilization of lignocellulosic biomass, but increasing delignification through conventional pretreatment approaches often affects the structural integrity of the dissociated lignin. We discovered a new reactive lignin with a great solvent solubility and preserved β-O-4 linkages from eucalyptus after a modified organosolv pretreatment using 1,4-butanediol (1,4-BDO). Unlike conventional organosolv pretreatment using ethanol, lignin deposition was not observed in 1,4-BDO pretreatment. Similarly, 2D HSQC NMR analysis revealed that the residual lignin obtained from 1,4-BDO pretreated eucalypts contained a relatively higher amount of β-O-4 interunit linkages, indicatingmore »« less
Cited by 3
DOI: 10.1039/c9gc00596j
Impact of lignin polymer backbone esters on ionic liquid pretreatment of poplar

Journal Article Kim, Kwang Ho ; Dutta, Tanmoy ; Ralph, John ; ... - Biotechnology for Biofuels

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). Themore »« less
DOI: 10.1186/s13068-017-0784-2

Full Text Available
Introducing curcumin biosynthesis in Arabidopsis enhances lignocellulosic biomass processing

Journal Article Oyarce, Paula ; De Meester, Barbara ; Fonseca, Fernando ; ... - Nature Plants

Lignin is the number one cause of lignocellulosic biomass recalcitrance to industrial enzymatic hydrolysis. By partially replacing the traditional lignin monomers by alternative ones, lignin extractability can be enhanced. To design a lignin that is easier to degrade under alkaline conditions, curcumin (diferuloylmethane) was produced in the model plant Arabidopsis thaliana via simultaneous expression of the turmeric ( Curcuma longa) genes DIKETIDE-CoA SYNTHASE (DCS) and CURCUMIN SYNTHASE 2 (CURS2). The transgenic plants produced a plethora of curcumin- and phenylpentanoid-derived compounds with no negative impact on growth. Catalytic hydrogenolysis gave evidence that both curcumin and phenylpentanoids were incorporated into the lignifyingmore »« less
Cited by 8
DOI: 10.1038/s41477-018-0350-3

Full Text Available
Imaging Changes in Cell Walls of Engineered Poplar by Stimulated Raman Scattering and Atomic Force Microscopy

Journal Article Shen, Wei ; Collings, Cynthia ; Li, Muyang ; ... - ACS Sustainable Chemistry & Engineering

Lignin is a major impediment in the deconstruction of plant biomass to its soluble monomeric constituents. Modification of the lignin biosynthetic pathway has proven to be an effective means of reducing biomass recalcitrance but can often result in impaired growth. As one of the successful instances of “designer” biomass, “Zip-lignin” has been generated in poplar to introduce ester linkages into the lignin backbone. The resulting plants grow normally and have improved biomass deconstructability, especially under mild alkaline conditions that can effectively cleave the uniquely introduced ester bonds. In order to further understand the structural and chemical features that may bemore »« less
DOI: 10.1021/acssuschemeng.9b01166

Similar Records

Title: Deep Eutectic Solvent Pretreatment of Transgenic Biomass With Increased C6C1 Lignin Monomers

Citation Formats

Expression of a bacterial 3-dehydroshikimate dehydratase reduces lignin content and improves biomass saccharification efficiency journal, January 2015

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

Strong decrease in lignin content without significant alteration of plant development is induced by simultaneous down-regulation of cinnamoyl CoA reductase (CCR) and cinnamyl alcohol dehydrogenase (CAD) in tobacco plants: Simultaneous down-regulation of CAD and CCR journal, November 2001

Natural genetic variability reduces recalcitrance in poplar journal, May 2016

Opportunities, recent trends and challenges of integrated biorefinery: Part I journal, March 2015

Integration of renewable deep eutectic solvents with engineered biomass to achieve a closed-loop biorefinery journal, June 2019

Lignin structure and its engineering journal, April 2019

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

Computational Study of Bond Dissociation Enthalpies for a Large Range of Native and Modified Lignins journal, October 2011

Surface and ultrastructural characterization of raw and pretreated switchgrass journal, December 2011

Ionic liquid solvent properties as predictors of lignocellulose pretreatment efficacy journal, January 2010

How Does Plant Cell Wall Nanoscale Architecture Correlate with Enzymatic Digestibility? journal, November 2012

Natural deep eutectic solvents as new potential media for green technology journal, March 2013

Efficient biomass pretreatment using ionic liquids derived from lignin and hemicellulose journal, August 2014

Biosynthesis and incorporation of side-chain-truncated lignin monomers to reduce lignin polymerization and enhance saccharification: Reduction in lignin DP enhances saccharification journal, March 2012

Silencing of 4-coumarate:coenzyme A ligase in switchgrass leads to reduced lignin content and improved fermentable sugar yields for biofuel production journal, July 2011

Biomass resource facilities and biomass conversion processing for fuels and chemicals journal, July 2001

Biomass pretreatment: Fundamentals toward application journal, November 2011

Impact of lignin polymer backbone esters on ionic liquid pretreatment of poplar journal, April 2017

Comparative evaluation of Populus variants total sugar release and structural features following pretreatment and digestion by two distinct biological systems journal, November 2017

Take a Closer Look: Biofuels Can Support Environmental, Economic and Social Goals journal, June 2014

Can genetic engineering of lignin deposition be accomplished without an unacceptable yield penalty? journal, April 2013

Monolignol Ferulate Transferase Introduces Chemically Labile Linkages into the Lignin Backbone journal, April 2014

Evolution and current status of research in phenolic compounds journal, November 2007

Disruption of Mediator rescues the stunted growth of a lignin-deficient Arabidopsis mutant journal, March 2014

Recent Efforts to Prevent Undesirable Reactions From Fractionation to Depolymerization of Lignin: Toward Maximizing the Value From Lignin journal, September 2018

Mutations in the cinnamate 4-hydroxylase gene impact metabolism, growth and development in Arabidopsis: Arabidopsis C4H mutants journal, December 2009

Contribution of Deep Eutectic Solvents for Biomass Processing: Opportunities, Challenges, and Limitations journal, March 2015

4-Hydroxycinnamoyl-CoA hydratase/lyase, an enzyme of phenylpropanoid cleavage from Pseudomonas , causes formation of C 6 -C 1 acid and alcohol glucose conjugates when expressed in hairy roots of Datura stramonium L. journal, May 2002

Elucidating Structural Characteristics of Biomass using Solution-State 2 D NMR with a Mixture of Deuterated Dimethylsulfoxide and Hexamethylphosphoramide journal, April 2016

Comparative sugar recovery data from laboratory scale application of leading pretreatment technologies to corn stover journal, December 2005

Expression of a bacterial 3-dehydroshikimate dehydratase reduces lignin content and improves biomass saccharification efficiency
journal, January 2015

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

Strong decrease in lignin content without significant alteration of plant development is induced by simultaneous down-regulation of cinnamoyl CoA reductase (CCR) and cinnamyl alcohol dehydrogenase (CAD) in tobacco plants: Simultaneous down-regulation of CAD and CCR
journal, November 2001

Natural genetic variability reduces recalcitrance in poplar
journal, May 2016

Opportunities, recent trends and challenges of integrated biorefinery: Part I
journal, March 2015

Integration of renewable deep eutectic solvents with engineered biomass to achieve a closed-loop biorefinery
journal, June 2019

Lignin structure and its engineering
journal, April 2019

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

Computational Study of Bond Dissociation Enthalpies for a Large Range of Native and Modified Lignins
journal, October 2011

Surface and ultrastructural characterization of raw and pretreated switchgrass
journal, December 2011

Ionic liquid solvent properties as predictors of lignocellulose pretreatment efficacy
journal, January 2010

How Does Plant Cell Wall Nanoscale Architecture Correlate with Enzymatic Digestibility?
journal, November 2012

Natural deep eutectic solvents as new potential media for green technology
journal, March 2013

Efficient biomass pretreatment using ionic liquids derived from lignin and hemicellulose
journal, August 2014

Biosynthesis and incorporation of side-chain-truncated lignin monomers to reduce lignin polymerization and enhance saccharification: Reduction in lignin DP enhances saccharification
journal, March 2012

Silencing of 4-coumarate:coenzyme A ligase in switchgrass leads to reduced lignin content and improved fermentable sugar yields for biofuel production
journal, July 2011

Biomass resource facilities and biomass conversion processing for fuels and chemicals
journal, July 2001

Biomass pretreatment: Fundamentals toward application
journal, November 2011

Impact of lignin polymer backbone esters on ionic liquid pretreatment of poplar
journal, April 2017

Comparative evaluation of Populus variants total sugar release and structural features following pretreatment and digestion by two distinct biological systems
journal, November 2017

Take a Closer Look: Biofuels Can Support Environmental, Economic and Social Goals
journal, June 2014

Can genetic engineering of lignin deposition be accomplished without an unacceptable yield penalty?
journal, April 2013

Monolignol Ferulate Transferase Introduces Chemically Labile Linkages into the Lignin Backbone
journal, April 2014

Evolution and current status of research in phenolic compounds
journal, November 2007

Disruption of Mediator rescues the stunted growth of a lignin-deficient Arabidopsis mutant
journal, March 2014

Recent Efforts to Prevent Undesirable Reactions From Fractionation to Depolymerization of Lignin: Toward Maximizing the Value From Lignin
journal, September 2018

Mutations in the cinnamate 4-hydroxylase gene impact metabolism, growth and development in Arabidopsis: Arabidopsis C4H mutants
journal, December 2009

Contribution of Deep Eutectic Solvents for Biomass Processing: Opportunities, Challenges, and Limitations
journal, March 2015

4-Hydroxycinnamoyl-CoA hydratase/lyase, an enzyme of phenylpropanoid cleavage from Pseudomonas , causes formation of C 6 -C 1 acid and alcohol glucose conjugates when expressed in hairy roots of Datura stramonium L.
journal, May 2002

Elucidating Structural Characteristics of Biomass using Solution-State 2 D NMR with a Mixture of Deuterated Dimethylsulfoxide and Hexamethylphosphoramide
journal, April 2016

Comparative sugar recovery data from laboratory scale application of leading pretreatment technologies to corn stover
journal, December 2005