A Stochastic Method to Generate Libraries of Structural Representations of Lignin

Energy and Fuels

Volumn 30, Issue 7, 2016, Pages 5835-5845

  Yanez, Abraham J ^a   Li, Wenjun ^b   Mabon, Ross ^b   Broadbelt, Linda J ^a  

^a Northwestern University   (United States)

^b EXXONMOBIL UPSTREAM RESEARCH COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BIOACTIVITY; FORECASTING; LIBRARIES; MOLECULAR WEIGHT DISTRIBUTION; MONOMERS; STOCHASTIC SYSTEMS;

BRANCHING COEFFICIENTS; HERBACEOUS LIGNINS; STOCHASTIC METHODS; STRUCTURAL COMPLEXITY; STRUCTURAL MODELS; STRUCTURAL REPRESENTATION; STUDENT'S T TESTS; VALUE-ADDED CHEMICALS;

LIGNIN;

BIOMASS; COPOLYMERS; LIGNINS; MOLECULAR WEIGHT;

EID: 84979587241     PISSN: 08870624     EISSN: 15205029     Source Type: Journal    
DOI: 10.1021/acs.energyfuels.6b00966     Document Type: Article

References (50)

1. Agbor, V. B.; Cicek, N.; Sparling, R.; Berlin, A.; Levin, D. B. Biotechnol. Adv. 2011, 29, 675-685 10.1016/j.biotechadv.2011.05.005
2. Gallezot, P. Chem. Soc. Rev. 2012, 41, 1538-1558 10.1039/C1CS15147A
3. 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.; Langan, P.; Naskar, A. K.; Saddler, J. N.; Tschaplinski, T. J.; Tuskan, G. A.; Wyman, C. E. Science (Washington, DC, U. S.) 2014, 344, 1246843-1-1246843-10 10.1126/science.1246843
4. Amen-Chen, C.; Pakdel, H.; Roy, C. Bioresour. Technol. 2001, 79, 277-299 10.1016/S0960-8524(00)00180-2
5. Huber, G. W.; Iborra, S.; Corma, A. Chem. Rev. 2006, 106, 4044-4098 10.1021/cr068360d
6. Lange, J.-P. Biofuels, Bioprod. Biorefin. 2007, 1, 39-48 10.1002/bbb.7
7. Pandey, M. P.; Kim, C. S. Chem. Eng. Technol. 2011, 34, 29-41 10.1002/ceat.201000270
8. Alonso, D. M.; Bond, J. Q.; Dumesic, J. A. Green Chem. 2010, 12, 1493-1513 10.1039/c004654j
9. Zhao, Q. Trends Plant Sci. 2016, 10.1016/j.tplants.2016.04.006
10. Liu, C. J. Mol. Plant 2012, 5, 304-317 10.1093/mp/ssr121
11. Voxeur, A.; Wang, Y.; Sibout, R. Curr. Opin. Plant Biol. 2015, 23, 83-90 10.1016/j.pbi.2014.11.006
12. Goring, D. A. I. Pure Appl. Chem. 1962, 5, 233-310 10.1351/pac196205010233
13. Dolgonosov, B. M.; Gubernatorova, T. N. Water Resour. 2010, 37, 320-331 10.1134/S0097807810030073
14. Lu, F.; Ralph, J. Lignin. In Cereal Straw as a Resource for Sustainable Biomaterials and Biofuels; Sun, R.-C., Ed.; Elsevier: Amsterdam, 2010; Chapter 6, pp 169-207.
15. Vanholme, R.; Demedts, B.; Morreel, K.; Ralph, J.; Boerjan, W. Plant Physiol. 2010, 153, 895-905 10.1104/pp.110.155119
16. Hatfield, R.; Fukushima, R. S. Crop Sci. 2005, 45, 832-839 10.2135/cropsci2004.0238
17. Weng, J.-K.; Chapple, C. New Phytol. 2010, 187, 273-285 10.1111/j.1469-8137.2010.03327.x
18. Mottiar, Y.; Vanholme, R.; Boerjan, W.; Ralph, J.; Mansfield, S. D. Curr. Opin. Biotechnol. 2016, 37, 190-200 10.1016/j.copbio.2015.10.009
19. Wang, Y.; Chantreau, M.; Sibout, R.; Hawkins, S. Front. Plant Sci. 2013, 4, 220 10.3389/fpls.2013.00220
20. Wilkerson, C. G.; Mansfield, S. D.; Lu, F.; Withers, S.; Park, J.-Y.; Karlen, S. D.; Gonzales-Vigil, E.; Padmakshan, D.; Unda, F.; Rencoret, J.; Ralph, J. Science (Washington, DC, U. S.) 2014, 344, 90-93 10.1126/science.1250161
21. Burlat, V.; Kwon, M.; Davin, L. B.; Lewis, N. G. Phytochemistry 2001, 57, 883-897 10.1016/S0031-9422(01)00117-0
22. Davin, L. B.; Lewis, N. G. Curr. Opin. Biotechnol. 2005, 16, 407-415 10.1016/j.copbio.2005.06.011
23. Ralph, J.; Lundquist, K.; Brunow, G.; Lu, F.; Kim, H.; Schatz, P. F.; Marita, J. M.; Hatfield, R. D.; Ralph, S. A.; Christensen, J. H.; Boerjan, W. Phytochem. Rev. 2004, 3, 29-60 10.1023/B:PHYT.0000047809.65444.a4
24. Boerjan, W.; Ralph, J.; Baucher, M. Annu. Rev. Plant Biol. 2003, 54, 519-546 10.1146/annurev.arplant.54.031902.134938
25. Davin, L. B.; Lewis, N. G. Plant Physiol. 2000, 123, 453-461 10.1104/pp.123.2.453
26. Barros, J.; Serk, H.; Granlund, I.; Pesquet, E. Ann. Bot. 2015, 115, 1053-1074 10.1093/aob/mcv046
27. Freudenberg, K. Science (Washington, DC, U. S.) 1965, 148, 595-600 10.1126/science.148.3670.595
28. Adler, E. Ind. Eng. Chem. 1957, 49, 1377-1383 10.1021/ie50573a031
29. Sakakibara, A. Wood Sci. Technol. 1980, 14, 89-100 10.1007/BF00584038
30. Glasser, W. G.; Glasser, H. R.; Morohoshi, N. Macromolecules 1981, 14, 253-262 10.1021/ma50003a006
31. Train, P. M.; Klein, M. T. Pyrolysis Oils from Biomass 1988, 376, 241-263 10.1021/bk-1988-0376.ch022
32. Dolk, M.; Pla, F.; Yan, J. F.; McCarthy, J. L. Macromolecules 1986, 19, 1464-1470 10.1021/ma00159a031
33. Del Río, J. C.; Rencoret, J.; Prinsen, P.; Martínez, A. T.; Ralph, J.; Gutiérrez, A. J. Agric. Food Chem. 2012, 60, 5922-5935 10.1021/jf301002n
34. Björkman, A. Nature 1954, 174, 1057-1058 10.1038/1741057a0
35. Bauer, S.; Sorek, H.; Mitchell, V. D.; Ibáñez, A. B.; Wemmer, D. E. J. Agric. Food Chem. 2012, 60, 8203-8212 10.1021/jf302409d
36. Parthasarathi, R.; Romero, R. A.; Redondo, A.; Gnanakaran, S. J. Phys. Chem. Lett. 2011, 2, 2660-2666 10.1021/jz201201q
37. Teymour, F.; Campbell, J. D. Macromolecules 1994, 27, 2460-2469 10.1021/ma00087a015
38. Flory, P. J. J. Am. Chem. Soc. 1941, 63, 3083-3090 10.1021/ja01856a061
39. Pla, F.; Dolk, M.; Yan, J. F.; Mccarthy, J. L. Macromolecules 1986, 19, 1471-1477 10.1021/ma00159a032
40. OpenMP. http://openmp.org/wp/ (accessed Jul 8, 2015).
41. Robert, C. P.; Casella, G. Introducing Monte Carlo Methods with R; Springer: New York, 2010.
42. Tran, L. M.; Rizk, M. L.; Liao, J. C. Biophys. J. 2008, 95, 5606-5617 10.1529/biophysj.108.135442
43. Campbell, D. M.; Bennett, C.; Hou, Z.; Klein, M. T. Ind. Eng. Chem. Res. 2009, 48, 1683-1693 10.1021/ie8012314
44. Earl, D. J.; Deem, M. W. Phys. Chem. Chem. Phys. 2005, 7, 3910-3916 10.1039/b509983h
45. Sheskin, D. J. Handbook of Parametric and Nonparametric Statistical Procedures, 3 rd ed.; Chapman & Hall/CRC Press: Boca Raton, FL, 2004.
46. Handbook of Mathematical Functions; Abramowitz, M.; Stegun, I. A., Eds.; National Bureau of Standards: Washington, DC, 1972.
47. Metropolis, N.; Rosenbluth, A. W.; Rosenbluth, M. N.; Teller, A. H.; Teller, E. J. Chem. Phys. 1953, 21, 1087-1092 10.1063/1.1699114
48. Mode, E. B. Elements of Statistics, 3 rd ed.; Prentice-Hall: Englewood Cliffs, NJ, 1961.
49. Sturgeon, M. R.; Kim, S.; Lawrence, K.; Paton, R. S.; Chmely, S. C.; Nimlos, M.; Foust, T. D.; Beckham, G. T. ACS Sustainable Chem. Eng. 2014, 2, 472-485 10.1021/sc400384w
50. Lignin and Lignans. Advances in Chemistry; Heitner, C.; Dimmel, D. R.; Schmidt, J. A., Eds.; CRC Press: Boca Raton, FL, 2010.