Dissecting force interactions in cellulose deconstruction reveals the required solvent versatility for overcoming biomass recalcitrance

Journal of the American Chemical Society

Volumn 133, Issue 35, 2011, Pages 14033-14041

  Cho, Hyung Min ^a   Gross, Adam S ^a   Chu, Jhih Wei ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1-BUTYL-3-METHYLIMIDAZOLIUM CHLORIDE; COARSE GRAINING; COARSE-GRAIN ANALYSIS; CRYSTALLINE CELLULOSE; DESIGN PARAMETERS; DESIGN STRATEGIES; DIFFERENT STRUCTURE; DRIVING FORCES; FORCE INTERACTION; GLUCOSE RESIDUES; HYDROXYL GROUPS; INTERACTION NETWORKS; LIGNOCELLULOSIC BIOMASS; LIMITING STEP; MICROFIBRIL; MOLECULAR ORIGINS; PRE-TREATMENT; SIDE-CHAINS; SIMULATION MODEL; STATE DEPENDENCE; SUGAR RINGS; UNDERLYING MECHANISM;

CHLORINE COMPOUNDS; COMPUTER SIMULATION; FREE ENERGY; GLUCOSE; IONIC LIQUIDS; NEGATIVE IONS; ORGANIC SOLVENTS; OXYGEN; POSITIVE IONS; SOLVENTS;

CELLULOSE;

CELLULOSE; GLUCAN; GLUCOSE; HYDROXYL GROUP; IMIDAZOLE DERIVATIVE; SOLVENT; WATER;

ARTICLE; CELLULOSE DECONSTRUCTION; CHEMICAL MODIFICATION; ENERGY; FIBER; FORCE; MOLECULAR DYNAMICS; SIMULATION;

EID: 80052332742     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja2046155     Document Type: Article

References (53)

1. Himmel, M. E.; Ding, S.; Johnson, D. K.; Adney, W. S.; Nimlos, M. R.; Brady, J. W.; Foust, T. D. Science 2007, 315, 804
2. Carroll, A.; Somerville, C. Annu. Rev. Plant Biol. 2009, 60, 165
3. Galbe, M.; Zacchi, G. Adv. Biochem. Eng. Biotechnol. 2007, 108, 41
4. Chandra, R. P.; Bura, R.; Mabee, W. E.; Berlin, A.; Pan, X.; Saddler, J. N. Adv Biochem Eng Biot 2007, 108, 67
5. Eggeman, T.; Elander, R. Bioresour. Technol. 2005, 96, 2019
6. Yang, B.; Wyman, C. E. Biofuels, Bioproducts Biorefining 2008, 2, 26
7. Swatloski, R.; Spear, S.; Holbrey, J.; Rogers, R. J. Am. Chem. Soc. 2002, 124, 4974
8. Zhu, S.; Wu, Y.; Chen, Q.; Yu, Z.; Wang, C.; Jin, S.; Ding, Y.; Wu, G. Green Chem. 2006, 8, 325
9. Pinkert, A.; Marsh, K. N.; Pang, S.; Staiger, M. P. Chem. Rev. 2009, 109, 6712
10. Zakrzewska, M. E.; Bogel-Lukasik, E.; Bogel-Lukasik, R. Energy Fuels 2010, 24, 737
11. Moulthrop, J.; Swatloski, R.; Moyna, G.; Rogers, R. Chem. Commun. 2005, 1557
12. Remsing, R.; Swatloski, R.; Rogers, R.; Moyna, G. Chem. Commun. 2006, 1271
13. Remsing, R. C.; Hernandez, G.; Swatloski, R. P.; Massefski, W. W.; Rogers, R. D.; Moyna, G. J. Phys. Chem. B 2008, 112, 11071
14. Youngs, T. G. A.; Hardacre, C.; Holbrey, J. D. J. Phys. Chem. B 2007, 111, 13765
15. Remsing, R. C.; Liu, Z.; Sergeyev, I.; Moyna, G. J. Phys. Chem. B 2008, 112, 7363
16. Liu, H.; Sale, K. L.; Holmes, B. M.; Simmons, B. A.; Singh, S. J. Phys. Chem. B 2010, 114, 4293
17. Lindman, B.; Karlstrom, G.; Stigsson, L. J. Mol. Liq. 2010, 156, 76
18. Simmons, B. A.; Singh, S.; Holmes, B. M.; Blanch, H. W. Chem. Eng. Prog. 2010, 106, 50
19. Shill, K.; Padmanabhan, S.; Xin, Q.; Prausnitz, J. M.; Clark, D. S.; Blanch, H. W. Biotechnol. Bioeng. 2011, 108, 511
20. Atalla, R.; Vanderhart, D. Science 1984, 223, 283
21. Somerville, C. Annu. Rev. Cell. Dev. Biol. 2006, 22, 53
22. Ding, S.; Himmel, M. J. Agric. Food Chem. 2006, 54, 597
23. Nishiyama, Y.; Langan, P.; Chanzy, H. J. Am. Chem. Soc. 2002, 124, 9074
24. Nishiyama, Y.; Sugiyama, J.; Chanzy, H.; Langan, P. J. Am. Chem. Soc. 2003, 125, 14300
25. Nishiyama, Y.; Johnson, G. P.; French, A. D.; Forsyth, V. T.; Langan, P. Biomacromolecules 2008, 9, 3133
26. Watanabe, A.; Morita, S.; Ozaki, Y. Biomacromolecules 2006, 7, 3164
27. Tashiro, K.; Kobayashi, M. Polymer 1991, 32, 1516
28. Marechal, Y.; Chanzy, H. J. Mol. Struct. 2000, 523, 183
29. Kondo, T. In Polysaccharides: Structural diversity and functional versatility, 2 nd ed.; Dumitriu, S., Ed.; Marcel Dekker: New York, 2005; p 69.
30. Taylor, R.; Kennard, O. J. Am. Chem. Soc. 1982, 104, 5063
31. Steiner, T.; Saenger, W. J. Am. Chem. Soc. 1992, 114, 10146
32. Gross, A. S.; Chu, J.-W. J. Phys. Chem. B 2010, 114, 13333
33. Brokaw, J. B.; Haas, K. R.; Chu, J.-W. J. Chem. Theory Comput. 2009, 5, 2050
34. Haas, R. K.; Chu, J.-W. J. Chem. Phys. 2009, 131 144105
35. Maragliano, L.; Fischer, A.; Vanden-Eijnden, E.; Ciccotti, G. J. Chem. Phys. 2006, 125 024106
36. Noid, W. G.; Chu, J.-W.; Ayton, G. S.; Krishna, V.; Izvekov, S.; Voth, G. A.; Das, A.; Andersen, H. C. J. Chem. Phys. 2008, 128 244114
37. Guvench, O.; Greene, S. N.; Kamath, G.; Brady, J. W.; Venable, R. M.; Pastor, R. W.; MacKerell, A. D. J. Comput. Chem. 2008, 29, 2543
38. Guvench, O.; Hatcher, E.; Venable, R. M.; Pastor, R. W.; MacKerell, A. D. J. Chem. Theory Comput. 2009, 5, 2353
39. Jorgensen, W.; Chandrasekhar, J.; Madura, J.; Impey, R.; Klein, M. J. Chem. Phys. 1983, 79, 926
40. Mackerell, A. D. J. Comput. Chem. 2004, 25, 1584
41. Holbrey, J.; Reichert, W.; Reddy, R.; Rogers, R. ACS Symp. Ser. 2003, 856, 121
42. Pomelli, C. S.; Chiappe, C.; Vidis, A.; Laurenczy, G.; Dyson, P. J. J. Phys. Chem. B 2007, 111, 13014
43. Gross, S. A.; Bell, A. T.; Chu, J.-W. J. Phys. Chem. B 2011, in press.
44. Morrow, T.; Maginn, E. J. Phys. Chem. B 2002, 106, 12807
45. Lee, S.; Jung, J.; Han, Y. Chem. Phys. Lett. 2005, 406, 332
46. Maginn, E. J. J. Phys.: Condens. Matter 2009, 21, 373101
47. Phillips, J. C.; Braun, R.; Wang, W.; Gumbart, J.; Tajkhorshid, E.; Villa, E.; Chipot, C.; Skeel, R. D.; Kale, L.; Schulten, K. J. Comput. Chem. 2005, 26, 1781
48. Feller, S. E.; Zhang, Y. H.; Pastor, R. W.; Brooks, B. R. J. Chem. Phys. 1995, 103, 4613
49. Brooks, B. R. J. Comput. Chem. 2009, 30, 1545
50. Haberthuer, U.; Caflisch, A. J. Comput. Chem. 2008, 29, 701
51. Iannuzzi, M.; Laio, A.; Parrinello, M. Phys. Rev. Lett. 2003, 90 238302
52. Beckham, G. T.; Matthews, J. F.; Peters, B.; Bomble, Y. J.; Himmel, M. E.; Crowley, M. F. J. Phys. Chem. B 2011, 115, 4118
53. Cho, H.; Chu, J.-W. J. Chem. Phys. 2009, 131 134107