Alkoxyl- and carbon-centered radicals as primary agents for degrading non-phenolic lignin-substructure model compounds

Organic and Biomolecular Chemistry

Volumn 9, Issue 7, 2011, Pages 2481-2491

  Ohashi, Yasunori ^a   Uno, Yukiko ^a   Amirta, Rudianto ^a   Watanebe, Takahito ^a   Honda, Yoichi ^a   Watanabe, Takashi ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

A-CARBON; ALKOXYL; ALKOXYL RADICALS; AZO COMPOUND; CARBON-CENTERED RADICALS; CELL WALLS; EXTRACELLULAR; EXTRACELLULAR ENZYMES; LIGNIN DEGRADATION; LIGNIN MODEL COMPOUND; LIPID PEROXIDATION; METHOXYBENZALDEHYDE; MODEL COMPOUND; NON-PHENOLIC LIGNIN; OXIDATIVE ENZYMES; PEROXYL RADICAL; PROPANEDIOLS; RADICAL REACTIONS; RADICAL SPECIES; VERATRYL ALCOHOL; WHITE ROT FUNGI;

CATALYSTS; DEGRADATION; ENZYMES; FREE RADICAL REACTIONS; FREE RADICALS; FUNGI; PHENOLS; REACTION KINETICS;

LIGNIN;

ALCOHOL DERIVATIVE; ALKOXY RADICAL; CARBON; FREE RADICAL; LIGNIN; PEROXIDE; PHENOL DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY;

ALCOHOLS; CARBON; FREE RADICALS; LIGNIN; MOLECULAR STRUCTURE; PEROXIDES; PHENOLS;

BASIDIOMYCOTA; FUNGI;

EID: 79952748088     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/c0ob00797h     Document Type: Article

References (45)

1. K. Messner E. Srebotnik FEMS Microbiol. Rev. 1994 13 351 364
2. R. A. Blanchette E. W. Krueger J. E. Haight M. Akhtar D. E. Akin J. Biotechnol. 1997 53 203 213
3. E. Srebotnik K. Messner Appl. Environ. Microbiol. 1994 60 1383 1386
4. M. Enoki T. Watanabe S. Nakagame K. Koller K. Messner Y. Honda M. Kuwahara FEMS Microbiol. Lett. 1999 180 205 211
5. W. Bao Y. Fukushima K. A. Jensen Jr M. A. Moen K. E. Hammel FEBS Lett. 1994 354 297 300
6. K. A. Jensen Jr W. Bao S. Kawai E. Srebotnik K. E Hammel Appl. Environ. Microbiol. 1996 62 3679 3686
7. T. Watanabe S. Katayama M. Enoki Y. Honda M. Kuwahara Eur. J. Biochem. 2000 13 4222 4231
8. A. N. Kapich K. A. Jensen K. E. Hammel FEBS Lett. 1999 461 115 119
9. E. Niki Chem. Phys. Lipids 1987 44 227 253
10. B. Halliwell and J. M. C. Gutteridge, in Free Radicals in Biology and Medicine, Oxford University Press, New York, 3rd. edn, 1985, p. 297
11. S. Hosoya K. Kanazawa H. Kaneko J. Nakano Mokuzai Gakkaishi 1980 26 118 121
12. S. Kawai M. Nakagawa H. Ohashi Enzyme Microb. Technol. 2002 30 482 489
13. R. Amirta K. Fujimori N. Shirai Y. Honda T. Watanabe Chem. Phys. Lipids 2003 126 121 131
14. D. Walker J. D. Hiebert Chem. Rev. 1967 67 153 195
15. H.-D. Becker A. Björk E. Adler J. Org. Chem. 1980 45 1596 1600
16. H. C. Brown C. A. Brown J. Am. Chem. Soc. 1962 84 1495
17. S. Kawai S. Shoji K. Nabeta H. Okuyama T. Higuchi Mokuzai Gakkaishi 1990 36 126 132
18. O. A. Mamer J. A. Montgomery R. J. Deckelbaum E. Granot Biol. Mass Spectrom. 1985 12 163 169
19. Y. Ohashi H. Yoshioka H. Yoshioka Biosci., Biotechnol., Biochem. 2002 66 847 852
20. Y. Ohashi Y. Takeuchi M. Hirama H. Yoshioka H. Yoshioka Bull. Chem. Soc. Jpn. 2005 78 1757 1762
21. H. Yoshioka Y. Ohashi H. Fukuda Y. Senba H. Yoshioka J. Phys. Chem. A 2003 107 1127 1132
22. W. T. Dixon R. O. C. Norman J. Chem. Soc. 1963 3119 3124
23. J. E. Bennett J. Chem. Soc., Faraday Trans. 1990 86 3247 3252
24. J. S. Wright E. R. Johnson G. A. DiLabio J. Am. Chem. Soc. 2001 123 1173 1183
25. A. Yoshioka T. Seino M. Tabata M. Takai Holzforschung 2000 54 357 364
26. T. Seino A. Yoshioka M. Fujiwara K-L. Chen T. Erata M. Tabata M. Takai Wood Sci. Technol. 2001 35 97 106
27. P. G. Mekarbane B. J. Tabner Magn. Reson. Chem. 2000 38 845 852
28. O. M. Panasenko A. N. Osipov A. V. Chekanov J. Arnhold V. I. Sergienko Biochemistry (Moscow) 2002 67 1061 1070
29. O. M. Panasenko A. V. Chekanov J. Arnhold V. I. Sergienko A. N. Osipov Yu. A. Vladimirov Biochemistry (Moscow) 2005 70 1209 1217
30. A. Valavanidis B. C. Gilbert A. C. Whitwood Chimika chronika, New Ser. 1995 24 217 232
31. G. Czapski H. Levanon A. Samuni Israel J. Chem. 1969 7 375 386
32. A. Khindaria T. A. Grover S. D. Aust Biochemistry 1995 34 6020 6025
33. B. A. Wagner G. R. Buettner C. P. Burns Biochemistry 1994 33 4449 4453
34. T. Watanabe K. Koller K. Messner J. Biotechnol. 1998 62 221 230
35. K. Messner, K. K. Fackler, P. Lamaipis, W. Gindl, E. Srebotnik and T. Watanabe, ACS Symposium Series 845 Wood deterioration and preservation, ed., B. Goodel, D. D. Nicholas, and, T. P. Schultz, American Chemical Society, Washington, DC, 2003, pp. 73-96
36. P. Baiocco A. M. Barreca M. Fabbrini C. Galli P. Gentili Org. Biomol. Chem. 2003 1 191 197
37. K. D. Beare M. L. Coote J. Phys. Chem. A 2004 108 7211 7221
38. Y. M. Riyad R. Hermann O. Brede Radiat. Phys. Chem. 2005 72 437 445
39. J. Pérez-Prieto R. E. Galian P. O. Burgos M. D. M. Miñana M. A. Miranda F. López-Ortiz Org. Lett. 2005 7 3869 3872
40. C. M. Jones M. J. Burkitt J. Am. Chem. Soc. 2003 125 6946 6954
41. Y. P. Tsentalovich L. V. Kulik N. P. Gritsan A. V. Yurkovskaya J. Phys. Chem. A 1998 102 7975 7980
42. W. H. Koppenol Free Radic. Toxicol. 1997 3 14
43. M. Bietti E. Baciocchi S. Steenken J. Phys. Chem. A 1998 102 7337 7342
44. M. Schmittel A. Burghart Angew. Chem., Int. Ed. Engl. 1997 36 2550 2589
45. E. Baciocchi M. Bietti M. F. Gerini O. Lanzalunga Biochem. Biophys. Res. Commun. 2002 293 832 835