Efficient Ether Cleavage in Lignins: The Derivatization Followed by Reductive Cleavage Procedure as a Basis for New Analytical Methods

ACS Symposium Series

Volumn 697, Issue , 1998, Pages 294-322

  Lu, Fachuang ^a   Ralph, John ^a  

^a U S DAIRY FORAGE RESEARCH CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0542372802     PISSN: 00976156     EISSN: None     Source Type: Book Series    
DOI: 10.1021/bk-1998-0697.ch020     Document Type: Article

References (57)

1. Harkin, J. M. In Oxidative Coupling of Phenols; Taylor, W. I., Battersby, A. R., Eds.; Marcel Dekker: New York, NY, 1967; pp 243-321.
2. Sarkanen, K. V.; Ludwig, C. H. Lignins - Occurrence, Formation, Structure and Reactions; Wiley-Interscience: New York, NY, 1971.
3. Ralph, J. Magn. Reson. Chem. 1993, 31, 357-363.
4. Ralph, J.; Grabber, J. H. Holzforschung 1996, 50, 425-428.
5. Lundquist, K. Svensk Papperstidn. 1974, 76, 704-710.
6. Lapierre, C. In Forage Cell Wall Structure and Digestibility, Jung, H. G., Buxton, D. R., Hatfield, R. D., Ralph, J., Eds.; ASA-CSSA-SSSA: Madison, WI 1993; pp 133-166.
7. Rolando, C.; Monties, B.; Lapierre, C. In Methods in Lignin Chemistry; Dence, C. W., Lin, S. Y., Eds.; Springer-Verlag: Berlin-Heidelberg, 1992; pp 334-349.
8. Johnson, D. B.; Moore, W. E.; Zank, L. C. Tappi 1961, 44, 793-789.
9. Dence, C. W. In Methods in Lignin Chemistry, Lin, S. Y., Dence, C. W., Eds.; Springer-Verlag; Heidelberg, 1992; pp 33-61.
10. Morrison, I. M. J. Sci. Food Agr. 1972, 23, 1463-1469.
11. Bagby, M. O.; Cunningham, R. L.; Maloney, R. L. Tappi 1973, 56, 162-163.
12. Iiyama, K.; Wallis, A. F. A. Wood Sci. Technol. 1988, 22, 271-280.
13. Marton, J. Tappi 1967, 50, 335-337.
14. Iiyama, K.; Wallis, A. F. A. Holzforschung 1989, 43, 309-316.
15. Nimz, H. Liebigs Ann. Chem. 1966, 691, 126-133.
16. Iiyama, K.; Wallis, A. F. A. J. Wood Chem. Technol. 1990, 10, 39-58.
17. Lu, F.; Ralph, J. Holzforschung 1996, 50, 360-364.
18. Zawadowski, T. Rocz. Chem. 1968, 42, 297-307.
19. Ralph, J.; Young, R. A. J. Wood Chem. Technol. 1983, 3, 161-81.
20. Johansson, B.; Miksche, G. E. Acta Chem. Scand. 1972, 26, 289-308.
21. Nimz, H. Wood Sci. Technol. 1981,75, 311-316.
22. Leary, G. J. Wood Sci. Technol. 1982, 16, 67-70.
23. Ede, R. M.; Kilpeläinen, I. Res. Chem. Intermediates 1995, 21, 313-328.
24. Ralph, J.; Helm, R. F. In Forage Cell Wall Structure and Digestibility; Jung, H. G., Buxton, D. R., Hatfield, R. D., Ralph, J., Eds.; ASA-CSSA-SSSA: Madison, WI, 1993; pp 201-246.
25. Lai, Y.; Guo, X. Holzforschung 1992, 46, 311-314.
26. Ralph, J.; Helm, R. F.; Fort, R. C.; Elder, T. J. J. Chem. Soc., Perkin Trans. I 1994, 2117-2121.
27. Veejendra, K. Y.; Alex, G. F. J. Org. Chem. 1986, 51, 3372-3374.
28. Ralph, J.; Hatfield, R. D.; Grabber, J. H.; Jung, H. G.; Quideau, S.; Helm, R. F. ACS Symp. Ser. 1997, this volume.
29. Lu, F.; Ralph, J. 211th Amer. Chem. Soc. Natl. Mtg. Abstr. 1996, Cell-110.
30. Lu, F.; Ralph, J. J. Nat. Prod. 1997, submitted.
31. House, H. O.; Ro, R. S. J. Amer. Chem. Soc. 1958, 80, 182.
32. Kochi, J. K.; Singleton, D. M.; Andrews, L. J. Tetrahedron 1968, 24, 3503-3515.
33. Greene, A. E.; Charbonnier, F.; Luche, M. J.; Moyano, A. J. Amer. Chem. Soc. 1987, 109, 4752-4753.
34. Landucci, L. L. Tappi 1980, 63, 95-99.
35. Landucci, L. L.; Ralph, J. J. Org. Chem. 1982, 47, 3486-3495.
36. Evans, D. H.; O'Connell, K. M. In Electroanalytical Chemistry - A Series of Advances; Marcel Dekker: New York, NY, 1986; Vol. 14, pp 113-207.
37. Fry, A. J. In Organic Electrochemistry, Springer-Verlag: New York, NY, 1972; Vol. 34, pp 1-44.
38. Cassanova, J.; Rogers, H. H. J. Org. Chem. 1974, 39, 2408-2410.
39. McLafferty, F. W. Interpretation of Mass Spectra, 2nd ed.; The Benjamin/Cummings Publishing Company: Reading, MA, 1973; pp 58.
40. Lapierre, C.; Tollier, M. T.; Monties, B. C. R. Acad. Sci., Ser. 3 1988, 307, 723-728.
41. Chabbert, B.; Tollier, M. T.; Monties, B.; Barriere, Y.; Argiller, O. J. Sci. Food Agric. 1994, 64, 349-355.
42. Lapierre, C.; Monties, B.; Rolando, C. J. Wood Chem. Technol. 1985, 5, 277-292.
43. Grabber, J. H.; Quideau, S.; Ralph, J. Phytochemistry 1996, 43, 1189-1194.
44. Lapierre, C. In Forage Cell Wall Structure and Digestibility, Jung, H. G., Buxton, D. R., Hatfield, R. D., Ralph, J., Eds.; ASA-CSSA-SSSA: Madison, WI, 1993; pp 133-166.
45. Chesson, A.; Provan, G. J.; Russell, W.; Scobbie, L.; Chabbert, B.; Monties, B. J. Sci. Food Agr. 1996, in press.
46. Ralph, J.; Hatfield, R. D.; Quideau, S.; Helm, R. F.; Grabber, J. H.; Jung, H.-J. G. J. Amer. Chem. Soc. 1994, 116, 9448-9456.
47. Karhunen, P.; Rummakko, P.; Sipilä, J.; Brunow, G.; Kilpeläinen, I. Tetrahedron Lett. 1995, 36, 169-170.
48. Lapierre, C.; Rolando, C. Holzforschung 1988, 42, 1-4.
49. Lapierre, C.; Monties, B.; Rolando, C. Holzforschung 1988, 42, 409-11.
50. Ralph, J. J. Nat. Prod. 1996, 59, 341-342.
51. Helm, R. F.; Ralph, J. J. Wood Chem. Technol 1993, 13, 593-601.
52. Terashima, N.; Fukushima, K.; He, L.-F.; Takabe, K. In Forage Cell Wall Structure and Digestibility; Jung, H. G., Buxton, D. R., Hatfield, R. D., Ralph, J., Eds.; ASA-CSSA-SSSA: Madison, 1993; pp 247-270.
53. Das, N. N.; Das, S. C.; Sarkar, A. K.; Mukherjee, A. K. Carbohydr. Res. 1984, 129, 197-207.
54. Sarkanen, K. V.; Chang, H.-M.; Allan, G. G. Tappi 1967, 50, 587-590.
55. Ralph, J.; Grabber, J. H.; Hatfield, R. D. Carbohydr. Res. 1995, 275, 167-178.
56. Lam, T. B. T.; Iiyama, K.; Stone, B. A. Phytochemistry 1992, 31, 1179-1183.
57. Ralph, J.; MacKay, J. J.; Hatfield, R. D.; O'Malley, D. M.; Whetten, R. W.; Sederoff, R. R. Science 1997, 277, 235-239.