Supramolecular interactions in secondary plant cell walls: Effect of lignin chemical composition revealed with the molecular theory of solvation

Journal of Physical Chemistry Letters

Volumn 6, Issue 1, 2015, Pages 206-211

  Silveira, Rodrigo L ^a,b   Stoyanov, Stanislav R ^a,c   Gusarov, Sergey ^a   Skaf, Munir S ^b   Kovalenko, Andriy ^a,c  

^a NATIONAL RESEARCH COUNCIL CANADA   (Canada)

^b UNIVERSITY OF CAMPINAS   (Brazil)

^c UNIVERSITY OF ALBERTA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

CELLULOSE; COMPLEX NETWORKS; PLANT CELL CULTURE; PLANT SHUTDOWNS; SOLVATION; SUPRAMOLECULAR CHEMISTRY;

ENTROPIC STABILIZATION; MOLECULAR THEORY OF SOLVATION; MOLECULAR-LEVEL INSIGHTS; REFERENCE INTERACTION SITE MODELS; SUPRAMOLECULAR INTERACTIONS; SUPRAMOLECULAR NETWORKS; SUSTAINABLE PRODUCTION; THERMODYNAMIC INTERACTIONS;

LIGNIN;

LIGNIN;

BIOLOGICAL MODEL; BIOMASS; CELL WALL; CHEMISTRY; PLANT; SOLUBILITY;

BIOMASS; CELL WALL; LIGNIN; MODELS, BIOLOGICAL; PLANTS; SOLUBILITY;

EID: 84927762310     PISSN: None     EISSN: 19487185     Source Type: Journal    
DOI: 10.1021/jz502298q     Document Type: Article

References (37)

1. Himmel, M. E.; Ding, S.-Y.; Johnson, D. E.; Adney, W. S.; Nimlos, M. R.; Brady, J. W.; Foust, T. D. Biomass Recalcitrance: Engineering Plants and Enzymes for Biofuels Production. Science 2007, 315, 804-807.
2. Chundawat, S. P. S.; Beckman, G. T.; Himmel, M. E.; Dale, B. E. Deconstruction of Lignocellulosic Biomass to Fuels and Chemicals. Annu. Rev. Chem. Biomol. Eng. 2011, 2, 121-145.
3. Ding, S.-Y.; Liu, Y.-S.; Zeng, Y.; Himmel, M. E.; Baker, J. O.; Bayer, E. A. How Does Plant Cell Wall Nanoscale Architecture Correlate with Enzymatic Digestibility? Science 2012, 338, 1055-1060.
4. De Martini, J. D.; Pattathil, S.; Miller, J. S.; Li, H.; Hahn, M. G.; Wyman, C. E. Investigating Plant Cell Wall Components that Affect Biomass Recalcitrance in Poplar and Switchgrass. Energy Environ. Sci. 2013, 6, 898-909.
5. Achyuthan, K. E.; Achyuthan, A. M.; Adams, P. D.; Dirk, S. M.; Harper, J. C.; Simmons, B. A.; Singh, A. K. Supramolecular Self-Assembled Chaos: Polyphenolic Lignin's Barrier to Cost-Effective Lignocellulosic Biofuels. Molecules 2010, 15, 8641-8688.
6. Ragauskas, A. J.; Beckham, G. T.; Biddy, M. J.; Chandra, R.; Chen, F.; Davis, M. F.; Davison, B. H.; Dixon, R. A.; Gilna, P.; Keller, M.; et al. Lignin Valorization: Improving Lignin Processing in the Biorefinery. Science 2014, 344, 1246843.
7. Tuck, C. O.; Perez, E.; Horvath, I. T.; Sheldon, R. A.; Poliakoff, M. Valorization of Biomass: Deriving More Value from Waste. Science 2012, 337, 695-699.
8. Scheller, H. V.; Ulvskov, P. Hemicelluloses. Annu. Rev. Plant. Biol. 2010, 61, 263-289.
9. Donohoe, B. S.; Decker, S. R.; Tucker, M. P.; Himmel, M. E.; Vinzant, T. B. Visualizing Lignin Coalescence and Migration Through Maize Cell Walls Following Thermochemical Pretreatment. Biotechnol. Bioeng. 2008, 101, 913-925.
10. Pingali, S. V.; Urban, V. S.; Heller, W. T.; McGaughey, J.; O'Neill, H.; Foston, M.; Myles, D. A.; Ragauskas, A.; Evans, B. R. Breakdown of Cell Wall Nanostructure in Dilute Acid Pretreated Biomass. Biomacromolecules 2010, 11, 2329-2335.
11. Jung, S.; Foston, M.; Kalluri, U. C.; Tuskan, G. A.; Ragauskas, A. J. 3D Chemical Image using TOF-SIMS Revealing the Biopolymer Component Spatial and Lateral Distributions in Biomass. Angew. Chem., Int. Ed. 2012, 51, 12005-12008.
12. Petridis, L.; Pingali, S. V.; Urban, V.; Heller, W. T.; O'Neill, H. M.; Foston, M.; Ragauskas, A.; Smith, J. C. Self-similar Multiscale Structure of Lignin Revealed by Neutron Scattering and Molecular Dynamics Simulation. Phys. Rev. E 2011, 83, 061911.
13. Petridis, L.; Schulz, R.; Smith, J. C. Simulation Analysis of the Temperature Dependence of Lignin Structure and Dynamics. J. Am. Chem. Soc. 2011, 133, 20277-20287.
14. Charlier, L.; Mazeau, K. Molecular Modeling of the Structural and Dynamical Properties of Secondary Plant Cell Walls: Influence of Lignin Chemistry. J. Phys. Chem. B 2012, 116, 4163-4174.
15. Silveira, R. L.; Stoyanov, S. R.; Gusarov, S.; Skaf, M. S.; Kovalenko, A. Plant Biomass Recalcitrance: Effect of Hemicellulose Composition on Nanoscale Forces that Control Cell Wall Strength. J. Am. Chem. Soc. 2013, 135, 19048-19051.
16. Stoyanov, S. R.; Gusarov, S.; Kovalenko, A. Multiscale Modeling of Solvation and Effective Interactions of Functionalized Cellulose Nanocrystals. In Production and Applications of Cellulose Nanomaterials; Postek, M. T., Moon, R. J., Rudie, A., Bilodeau, M., Eds.; TAPPI Press: Atlanta, GA, 2013; pp 147-150.
17. Stoyanov, S. R.; Lyubimova, O.; Gusarov, S.; Kovalenko, A. Computational Modeling of the Structure Relaxation and Dispersion Thermodynamics of Pristine and Modified Cellulose Nanocrystals in Solution. Nord. Pulp Paper Res. J. 2014, 29, 144-155.
18. Kovalenko, A.; Hirata, F. Self-consistent Description of a Metal-Water Interface by the Kohn-Sham Density Functional Theory and the Three-dimensional Reference Interaction Site Model. J. Chem. Phys. 1999, 110, 10095-10112.
19. Kovalenko, A. Three-Dimensional RISM Theory for Molecular Liquids and Solid-Liquid Interfaces. In Molecular Theory of Solvation; Hirata, F., Ed.; Understanding Chemical Reactivity 24; Kluwer Academic Publishers: Dordrecht, Netherlands, 2003; pp 169-275.
20. Kovalenko, A. Multiscale Modeling of Solvation in Chemical and Biological Nanosystems and in Nanoporous Materials. Pure Appl. Chem. 2013, 85, 159-199.
21. Boerjan, W.; Ralph, J.; Baucher, M. Lignin Biosynthesis. Annu. Rev. Plant Biol. 2003, 54, 519-546.
22. Pu, Y.; Hu, F.; Huang, F.; Davison, B. H.; Ragauskas, A. J. Assessing the Molecular Structure Basis for Biomass Recalcitrance During Dilute Acid and Hydrothermal Pretreatments. Biotechnol. Biofuels 2013, 6, 15.
23. Perkyns, J. S.; Pettitt, B. M. A Dielectrically Consistent Interaction Site Theory for Solvent-Electrolyte Mixtures. Chem. Phys. Lett. 1992, 190, 626-630.
24. Perkyns, J. S.; Pettitt, B. M. Site-site Theory for Finite Concentration Saline Solutions. J. Chem. Phys. 1992, 97, 7656-7666.
25. Guvench, O.; Greene, S. N.; Kamath, G.; Brady, J. W.; Venable, R. M.; Pastor, R. W.; MacKerell, A. D., Jr. Additive Empirical Force Field for Hexopyranose Monosaccharides. J. Comput. Chem. 2008, 29, 2543-2564.
26. Jorgensen, W. L.; Chandrasekhar, J.; Madura, J. D.; Impey, R. W.; Klein, M. L. Comparison of Simple Potential Functions for Simulating Liquid Water. J. Chem. Phys. 1983, 79, 926-935.
27. MacKerell, A. D., Jr.; Bashford, D.; Bellott, R. L.; Dunbrack, R. L., Jr.; Evanseck, J. D.; Field, M. J.; Fischer, S.; Gao, J.; Guo, H.; Ha, S.; et al. All-Atom Empirical Potential for Molecular Modeling and Dynamics Studies of Proteins. J. Phys. Chem. B 1998, 102, 3586-3616.
28. Petridis, L.; Smith, J. C. A Molecular Mechanics Force Field for Lignin. J. Comput. Chem. 2009, 30, 457-467.
29. Chen, F.; Dixon, R. A. Lignin Modification Improves Fermentable Sugar Yields for Biofuel Production. Nat. Biotechnol. 2007, 25, 759-761.
30. Hung, J. H.; Fouad, W. M.; Vermerris, W.; Gallo, M.; Altpeter, F. RNAi Suppression of Lignin Biosynthesis in Sugarcane Reduces Recalcitrance for Biofuel Production from Lignocellulosic Biomass. Plant Biotechnol. J. 2012, 10, 1067-1076.
31. Fu, C.; Mielenz, J. R.; Xiao, X.; Ge, Y.; Hamilton, C. Y.; Rodriguez, M., Jr.; Chen, F.; Foston, M.; Ragauskas, A.; Bouton, J.; et al. Genetic Manipulation of Lignin Reduces Recalcitrance and Improves Ethanol Production from Switchgrass. Proc. Natl. Acad. Sci. USA. 2011, 108, 3803-3808.
32. Bonawitz, N. D.; Kim, J. I.; Tobimatsu, Y.; Ciesielski, P. N.; Anderson, N. A.; Ximenes, E.; Maeda, J.; Ralph, J.; Donohoe, B. S.; Ladisch, M.; Chapple, C. Disruption of Mediator Rescues the Stunted Growth of a Lignin-Deficient Arabidopsis Mutant. Nature 2014, 509, 376-380.
33. Ziebell, A; Gracom, K.; Katahira, R; Chen, F.; Pu, Y.; Ragauskas, A.; Dixon, R A; Davis, M. Increase in 4-Coumaryl Alcohol Units During Lignification in Alfafa (Medicago sativa) Alters the Extractability and Molecular Weight of Lignin. J. Biol. Chem. 2010, 285, 38961-38968.
34. Li, X.; Weng, J.-K.; Chapple, C. Improvement of Biomass Through Lignin Modification. Plant J. 2008, 54, 569-581.
35. Mansfield, S. D. Solutions for Dissolution - Engineering Cell Walls for Deconstruction. Curr. Opin. Biotechnol. 2009, 20, 286-294.
36. Lindner, B.; Petridis, L.; Schulz, R; Smith, J. C. Solvent-driven Preferential Association of Lignin with Regions of Crystalline Cellulose in Molecular Dynamics Simulation. Biomacromolecules 2013, 14, 3390-3398.
37. Kabiri, M.; Unsworth, L. D. Application of Isothermal Titration Calorimetry for Characterizing Thermodynamic Parameters of Biomolecular Interactions: Peptide Self-Assembly and Protein Adsorption Case Studies. Biomacromolecules 2014, 15, 3463-3473.