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Title: Elucidating structural characteristics of biomass using solution-state 2 D NMR with a mixture of deuterated dimethylsulfoxide and hexamethylphosphoramide

Abstract

In recent developments of NMR methods for characterization of lignocellulosic biomass allow improved understanding of plant cell-wall structures with minimal deconstruction and modification of biomass. This study introduces a new NMR solvent system composed of dimethylsulfoxide (DMSO- d 6) and hexamethylphosphoramide (HMPA- d 18). HMPA as a co-solvent enhanced swelling and mobility of the biomass samples; thereby it allowed enhancing signals of NMR spectra. Moreover, the structural information of biomass was successfully analyzed by the proposed NMR solvent system (DMSO- d 6/HMPA-d 18; 4:1, v/v) with different biomass. The proposed bi-solvent system does not require derivatization or isolation of biomass, facilitating a facile sample preparation and involving with no signals overlapping with biomass peaks. Furthermore, it also allows analyzing biomass with a room-temperature NMR probe instead of cryo-probes, which are traditionally used for enhancing signal intensities.

Authors:
 [1];  [2];  [1];  [1]
+ Show Author Affiliations
  1. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
  2. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States); Univ. of Tennessee, Knoxville, TN (United States)
Publication Date:
Research Org.:
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States). BioEnergy Science Center (BESC)
Sponsoring Org.:
USDOE Office of Science (SC)
OSTI Identifier:
1261570
Alternate Identifier(s):
OSTI ID: 1401664
Grant/Contract Number:  
AC05-00OR22725
Resource Type:
Accepted Manuscript
Journal Name:
ChemSusChem
Additional Journal Information:
Journal Volume: 9; Journal Issue: 10; Journal ID: ISSN 1864-5631
Publisher:
ChemPubSoc Europe
Country of Publication:
United States
Language:
English
Subject:
09 BIOMASS FUELS

Citation Formats

Pu, Yunqiao, Ragauskas, Arthur J., Yoo, Chang Geun, and Li, Mi. Elucidating structural characteristics of biomass using solution-state 2 D NMR with a mixture of deuterated dimethylsulfoxide and hexamethylphosphoramide. United States: N. p., 2016. Web. doi:10.1002/cssc.201600135.
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Pu, Yunqiao, Ragauskas, Arthur J., Yoo, Chang Geun, & Li, Mi. Elucidating structural characteristics of biomass using solution-state 2 D NMR with a mixture of deuterated dimethylsulfoxide and hexamethylphosphoramide. United States. doi:10.1002/cssc.201600135.
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Pu, Yunqiao, Ragauskas, Arthur J., Yoo, Chang Geun, and Li, Mi. Tue . "Elucidating structural characteristics of biomass using solution-state 2 D NMR with a mixture of deuterated dimethylsulfoxide and hexamethylphosphoramide". United States. doi:10.1002/cssc.201600135. https://www.osti.gov/servlets/purl/1261570.
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@article{osti_1261570,
title = {Elucidating structural characteristics of biomass using solution-state 2 D NMR with a mixture of deuterated dimethylsulfoxide and hexamethylphosphoramide},
author = {Pu, Yunqiao and Ragauskas, Arthur J. and Yoo, Chang Geun and Li, Mi},
abstractNote = {In recent developments of NMR methods for characterization of lignocellulosic biomass allow improved understanding of plant cell-wall structures with minimal deconstruction and modification of biomass. This study introduces a new NMR solvent system composed of dimethylsulfoxide (DMSO-d6) and hexamethylphosphoramide (HMPA-d18). HMPA as a co-solvent enhanced swelling and mobility of the biomass samples; thereby it allowed enhancing signals of NMR spectra. Moreover, the structural information of biomass was successfully analyzed by the proposed NMR solvent system (DMSO-d6/HMPA-d18; 4:1, v/v) with different biomass. The proposed bi-solvent system does not require derivatization or isolation of biomass, facilitating a facile sample preparation and involving with no signals overlapping with biomass peaks. Furthermore, it also allows analyzing biomass with a room-temperature NMR probe instead of cryo-probes, which are traditionally used for enhancing signal intensities.},
doi = {10.1002/cssc.201600135},
journal = {ChemSusChem},
number = 10,
volume = 9,
place = {United States},
year = {2016},
month = {4}
}
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DOI:  10.1002/cssc.201600135
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Works referenced in this record:

Physical and chemical characterizations of corn stover and poplar solids resulting from leading pretreatment technologies
journal, September 2009

Cellulose I crystallinity determination using FT–Raman spectroscopy: univariate and multivariate methods
journal, May 2010

Assessing the molecular structure basis for biomass recalcitrance during dilute acid and hydrothermal pretreatments
journal, January 2013

Effect of acetyl groups on enzymatic hydrolysis of cellulosic substrates
journal, July 2006

  • Pan, Xuejun; Gilkes, Neil; Saddler, Jack N.
  • Holzforschung, Vol. 60, Issue 4
  • DOI: 10.1515/HF.2006.062

Bt corn has a higher lignin content than non- Bt corn
journal, September 2001

  • Saxena, Deepak; Stotzky, G.
  • American Journal of Botany, Vol. 88, Issue 9
  • DOI: 10.2307/3558416

Individual Contribution of Grain Outer Layers and Their Cell Wall Structure to the Mechanical Properties of Wheat Bran
journal, March 2003

  • Antoine, Carole; Peyron, Stéphane; Mabille, Frédéric
  • Journal of Agricultural and Food Chemistry, Vol. 51, Issue 7
  • DOI: 10.1021/jf0261598

Lignin degradation in wood-feeding insects
journal, August 2008

  • Geib, S. M.; Filley, T. R.; Hatcher, P. G.
  • Proceedings of the National Academy of Sciences, Vol. 105, Issue 35
  • DOI: 10.1073/pnas.0805257105

Solution-state 2D NMR of Ball-milled Plant Cell Wall Gels in DMSO-d 6
journal, March 2008

High Resolution Solid State 2D NMR Analysis of Biomass and Biochar
journal, December 2014

  • Le Brech, Yann; Delmotte, Luc; Raya, Jesus
  • Analytical Chemistry, Vol. 87, Issue 2
  • DOI: 10.1021/ac504237c

Analysis of biomass sugars using a novel HPLC method
journal, March 2007

  • Agblevor, F. A.; Hames, B. R.; Schell, D.
  • Applied Biochemistry and Biotechnology, Vol. 136, Issue 3
  • DOI: 10.1007/s12010-007-9028-4

Evaluation of FT-IR and Nile Red methods for microalgal lipid characterization and biomass composition determination
journal, January 2013

High-resolution Thermogravimetric Analysis For Rapid Characterization of Biomass Composition and Selection of Shrub Willow Varieties
journal, October 2007

  • Serapiglia, Michelle J.; Cameron, Kimberly D.; Stipanovic, Arthur J.
  • Applied Biochemistry and Biotechnology, Vol. 145, Issue 1-3
  • DOI: 10.1007/s12010-007-8061-7

Quantifying Biomass Composition by Gas Chromatography/Mass Spectrometry
journal, September 2014

  • Long, Christopher P.; Antoniewicz, Maciek R.
  • Analytical Chemistry, Vol. 86, Issue 19
  • DOI: 10.1021/ac502734e

Isolation and Structural Characterization of the Milled Wood Lignin, Dioxane Lignin, and Cellulolytic Lignin Preparations from Brewer’s Spent Grain
journal, January 2015

  • Rencoret, Jorge; Prinsen, Pepijn; Gutiérrez, Ana
  • Journal of Agricultural and Food Chemistry, Vol. 63, Issue 2
  • DOI: 10.1021/jf505808c

NMR characterization of lignins in Arabidopsis altered in the activity of ferulate 5-hydroxylase
journal, October 1999

  • Marita, J. M.; Ralph, J.; Hatfield, R. D.
  • Proceedings of the National Academy of Sciences, Vol. 96, Issue 22
  • DOI: 10.1073/pnas.96.22.12328

Determination of Arylglycerol−β-Aryl Ether Linkages in Enzymatic Mild Acidolysis Lignins (EMAL): Comparison of DFRC/ 31 P NMR with Thioacidolysis ⊥
journal, May 2008

  • Guerra, Anderson; Norambuena, Marcela; Freer, Juanita
  • Journal of Natural Products, Vol. 71, Issue 5
  • DOI: 10.1021/np800080s

Variations in Cellulosic Ultrastructure of Poplar
journal, October 2009

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
  • DOI: 10.1039/B916070A

Swelling of Wood. Part II. Swelling in Organic Liquids
journal, January 1994

Dissolution and Gelation of Cellulose in TBAF/DMSO Solutions: The Roles of Fluoride Ions and Water
journal, September 2009

  • Östlund, Åsa; Lundberg, Dan; Nordstierna, Lars
  • Biomacromolecules, Vol. 10, Issue 9
  • DOI: 10.1021/bm900667q

Solvents applied in the field of cellulose chemistry: a mini review
journal, June 2005

Cyanoethylated cellulose prepared by homogeneous reaction in paraformaldehyde-DMSO system
journal, August 1986

  • Morooka, Toshiro; Norimoto, Misato; Yamada, Tadashi
  • Journal of Applied Polymer Science, Vol. 32, Issue 2
  • DOI: 10.1002/app.1986.070320217

Hexamethylphosphoramide. An Aprotic Solvent for Active Metals
journal, March 1965

  • Fraenkel, Gideon; Ellis, Stephen H.; Dix, Don T.
  • Journal of the American Chemical Society, Vol. 87, Issue 6
  • DOI: 10.1021/ja01084a062

133Cs NMR study of Cs+ ion complexes with dibenzo-21-crown-7 and dibenzo-24-crown-8 in some mixed solvents
journal, January 1986

Thermodynamic properties of binary mixtures: Hexamethylphosphoric triamide + a polar liquid at 25�C
journal, February 1994

  • Tamura, Katsutoshi; Murakami, Sachio; Akagi, Yoshimasa
  • Journal of Solution Chemistry, Vol. 23, Issue 2
  • DOI: 10.1007/BF00973550

Differences in the chemical structure of the lignins from sugarcane bagasse and straw
journal, October 2015

Effect of reduced ferulate-mediated lignin/arabinoxylan cross-linking in corn silage on feed intake, digestibility, and milk production
journal, October 2011

  • Jung, H. G.; Mertens, D. R.; Phillips, R. L.
  • Journal of Dairy Science, Vol. 94, Issue 10
  • DOI: 10.3168/jds.2011-4495

Whole plant cell wall characterization using solution-state 2D NMR
journal, August 2012

Perdeuterated pyridinium molten salt (ionic liquid) for direct dissolution and NMR analysis of plant cell walls
journal, January 2009

  • Jiang, Nan; Pu, Yunqiao; Samuel, Reichel
  • Green Chemistry, Vol. 11, Issue 11
  • DOI: 10.1039/b913609f
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