The DFRC Method for Lignin Analysis. 4. Lignin Dimers Isolated fron DFRC-Degraded Loblolly Pine Wood

Journal of Agricultural and Food Chemistry

Volumn 46, Issue 2, 1998, Pages 553-560

  Peng, Junpeng ^b   Lu, Fachuang ^b   Ralph, John ^a  

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

^b NONE

Author keywords

Acetyl bromide; DFRC degradation; Lignin; Lignin dimer; Loblolly pine wood; NMR; Pinus taeda L.; Structural elucidation

Indexed keywords

PINUS TAEDA;

EID: 0001504592     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf970802m     Document Type: Article

References (19)

1. Adler, E.; Björkquist, K. J.; Häggroth, S. Über die Ursache der Farbreaktionen des Holzes. Acta Chem. Scand. 1948, 2, 93-94.
2. Baumgartner, J.; Neukom, H. Enzymatische Oxydation von Vanillin. Chimia 1972, 26, 366-368.
3. Ede, R. M.; Brunow, G.; Simola, L. K.; Lemmetyinen, J. Two-dimensional proton-proton chemical shift correlation and J-resolved NMR studies on isolated and synthetic lignins. Holzforschung 1990, 44, 95-101.
4. Ede, R. M.; Ralph, J.; Torr, K. M.; Dawson, B. S. W. A 2D NMR investigation of the heterogeneity of distribution of diaryl-propane structures in extracted Pinus radiata lignins. Holzforschung 1996, 50, 161-164.
5. Higuchi, T. Lignin biochemistry: biosynthesis and biodegradation. Wood Sci. Technol. 1990, 24, 23-63.
6. Karhunen, P.; Rummakko, P.; Sipilä, J.; Brunow, G.; Kilpeläinen, I. Dibenzodioxocins; a novel type of linkage in softwood lignins. Tetrahedron Lett. 1995a, 36, 169-170.
7. Karhunen, P.; Rummakko, P.; Sipilä, J.; Brunow, G.; Kilpeläinen, I. The formation of dibenzodioxocin structures by oxidative coupling. A model reaction for lignin biosynthesis. Tetrahedron Lett. 1995b, 36, 4501-4504.
8. Karhunen, P.; Rummakko. P.; Pajunen, A.; Brunow, G. Synthesis and crystal structure determination of model compounds for the dibenzodioxocine structure occurring in wood lignins. J. Chem. Soc., Perkin Trans. 1 1996, 2303-2308.
9. Lapierre, C. Application of new methods for the investigation of lignin structure. 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.
10. Lu, F.; Ralph, J. Derivatization followed by reductive cleavage (DFRC method), a new method for lignin analysis: protocol for analysis of DFRC monomers. J. Agric. Food Chem. 1997a, 45, 2590-2592.
11. Lu, F.; Ralph, J. The DFRC method for lignin analysis. Part 1. A new method for β-aryl ether cleavage: lignin model studies. J. Agric. Food Chem. 1997b, 45, 4655-4660.
12. Lu, F.; Ralph, J. The DFRC method for lignin analysis. Part 2. Monomers from isolated lignins. J. Agric. Food Chem. 1998a, 46, 547-552.
13. Lu, F.; Ralph, J. The DFRC method for lignin analysis. Part 3. NMR studies. J. Wood Chem. Technol. 1998b, 18, in press.
14. Ralph, S. A.; Ralph, J.; Landucci, W. L.; Landucci, L. L. NMR Database of Lignin and Cell Wall Model Compounds. Available over the Internet at http://www.dfrc.wisc.edu/software.html or send e-mail to jralph@facstaff.wisc.edu, 1996.
15. Ralph, J.; MacKay, J. J.; Hatfield, R. D.; O'Malley, D. M.; Whetten, R. W.; Sederoff, R. R. Abnormal lignin in a loblolly pine mutant. Science 1997, 277, 235-239.
16. Rolando, C.; Monties, B.; Lapierre, C. Thioacidolysis. In Methods in Lignin Chemistry; Dence, C. W., Lin, S. Y., Eds.; Springer-Verlag: Berlin, 1992; pp 334-349.
17. Sakakibara, A. Hydrogenolysis. In Methods in Lignin Chemistry; Dence, C. W., Lin, S. Y., Eds.; Springer-Verlag: Berlin, 1992; pp 350-368.
18. Sarkanen, K. V.; Ludwig, C. H. Lignins, Occurrence, Formation, Structure and Reactions; Wiley-Interscience: New York, 1971.
19. Tanahashi, M.; Nakatsubo, F.; Higuchi, T. Structural elucidation of bamboo lignin by acidolysis and ozonolysis. Wood Res. 1975, 58, 1-11.