메뉴 건너뛰기




Volumn 62, Issue 5, 2008, Pages 495-500

Studies on the dehydrogenative polymerizations (DHPs) of monolignol β-glycosides: Part 4. Horseradish peroxidase-catalyzed copolymerization of isoconiferin and isosyringin

Author keywords

Copolymerization; Dehydrogenation polymer (DHP); Dehydrogenative polymerization; Horseradish peroxidase (HRP); Lignin; Monolignol glycoside

Indexed keywords

CHEMICAL REACTIONS; DYNAMIC POSITIONING; FREE RADICAL POLYMERIZATION; LIGNIN; MONOMERS; OFFSHORE OIL WELL PRODUCTION; PERCOLATION (SOLID STATE); POLYMERIZATION; POLYMERS; PROJECT MANAGEMENT; RATE CONSTANTS; SPECTROSCOPIC ANALYSIS; SUGARS;

EID: 48649089186     PISSN: 00183830     EISSN: 1437434X     Source Type: Journal    
DOI: 10.1515/HF.2008.093     Document Type: Article
Times cited : (20)

References (40)
  • 1
    • 0041936701 scopus 로고    scopus 로고
    • Sinapyl alcohol-specific peroxidase isoenzyme catalyzes the formation of the dehydrogenative polymer from sinapyl alcohol
    • Aoyama, W., Sasaki, S., Matsumura, S., Mitsunaga, T., Hirai, H., Tsutsumi, Y., Nishida, T. (2002) Sinapyl alcohol-specific peroxidase isoenzyme catalyzes the formation of the dehydrogenative polymer from sinapyl alcohol. J. Wood Sci. 48: 497-504.
    • (2002) J. Wood Sci , vol.48 , pp. 497-504
    • Aoyama, W.1    Sasaki, S.2    Matsumura, S.3    Mitsunaga, T.4    Hirai, H.5    Tsutsumi, Y.6    Nishida, T.7
  • 2
    • 0000247162 scopus 로고
    • Cell division promoting activity of naturally occurring dehydrodiconiferyl glucosides: Do cell wall components control cell division?
    • Binns, A.N., Chen, R.H., Wood, H.N., Lynn, D.G. (1987) Cell division promoting activity of naturally occurring dehydrodiconiferyl glucosides: do cell wall components control cell division? Proc. Natl. Acad. Sci. USA 84:980-984.
    • (1987) Proc. Natl. Acad. Sci. USA , vol.84 , pp. 980-984
    • Binns, A.N.1    Chen, R.H.2    Wood, H.N.3    Lynn, D.G.4
  • 4
    • 0001385704 scopus 로고
    • Investigation of lignin polymer models (DHPs) by FTIR spectroscopy
    • Faix, O. (1986) Investigation of lignin polymer models (DHPs) by FTIR spectroscopy. Holzforschung 40:273-280.
    • (1986) Holzforschung , vol.40 , pp. 273-280
    • Faix, O.1
  • 5
    • 0002704519 scopus 로고
    • Fourier transform infrared spectroscopy
    • Eds. Lin, S.Y, Dence, C.W. Springer-Verlag, New York. pp
    • Faix, O. (1992) Fourier transform infrared spectroscopy. In: Methods in Lignin Chemistry. Eds. Lin, S.Y., Dence, C.W. Springer-Verlag, New York. pp. 233-241.
    • (1992) Methods in Lignin Chemistry , pp. 233-241
    • Faix, O.1
  • 6
    • 0024142876 scopus 로고
    • FTIR spectra of milled wood lignins and lignin polymer models (DHPs) with enhanced resolution obtained by deconvolution
    • Faix, O., Beinhoff, O. (1988) FTIR spectra of milled wood lignins and lignin polymer models (DHPs) with enhanced resolution obtained by deconvolution. J. Wood Chem. Technol. 8: 505-522.
    • (1988) J. Wood Chem. Technol , vol.8 , pp. 505-522
    • Faix, O.1    Beinhoff, O.2
  • 7
    • 0344609631 scopus 로고
    • Characterisation of dehydrogenation polymers prepared from p-hydroxy-cinnamic alcohols (DHPs) with special focus on polymerisates composed only of 4-hydrox-phenyl- or guaiacyl- or syringyl-propane units
    • in German
    • Faix, O., Besold, G. (1978) Characterisation of dehydrogenation polymers prepared from p-hydroxy-cinnamic alcohols (DHPs) with special focus on polymerisates composed only of 4-hydrox-phenyl- or guaiacyl- or syringyl-propane units. Holzforschung 32:1-7 (in German).
    • (1978) Holzforschung , vol.32 , pp. 1-7
    • Faix, O.1    Besold, G.2
  • 8
    • 84946379074 scopus 로고
    • Comparative investigations on polymer models of lignins (DHPs) of different composition. 6. Ethanolysis, nitrobenzene oxidation, and hydrogenolysis
    • in German
    • Faix, O., Schweers, W. (1975) Comparative investigations on polymer models of lignins (DHPs) of different composition. 6. Ethanolysis, nitrobenzene oxidation, and hydrogenolysis. Holzforschung 29:48-55 (in German).
    • (1975) Holzforschung , vol.29 , pp. 48-55
    • Faix, O.1    Schweers, W.2
  • 9
    • 0038457408 scopus 로고    scopus 로고
    • Initial steps of the peroxidase-catalyzed polymerization of coniferyl alcohol and/or sinapyl aldehyde capillary zone electrophoresis study of pH effect
    • Fournand, D., Cathala, B., Lapierre, C. (2003) Initial steps of the peroxidase-catalyzed polymerization of coniferyl alcohol and/or sinapyl aldehyde capillary zone electrophoresis study of pH effect. Phytochemistry 62:139-146.
    • (2003) Phytochemistry , vol.62 , pp. 139-146
    • Fournand, D.1    Cathala, B.2    Lapierre, C.3
  • 10
    • 84981759934 scopus 로고
    • Hydroxycinnamyl alcohols and their dehydrogenation polymers
    • Freudenberg, K., Hübner, H.H. (1952) Hydroxycinnamyl alcohols and their dehydrogenation polymers. Chem. Ber. 85:1181-1191.
    • (1952) Chem. Ber , vol.85 , pp. 1181-1191
    • Freudenberg, K.1    Hübner, H.H.2
  • 11
    • 18744395820 scopus 로고    scopus 로고
    • How do lignin composition, structure, and cross-linking affect degradability? A review of cell wall model studies
    • Grabber, J.H. (2005) How do lignin composition, structure, and cross-linking affect degradability? A review of cell wall model studies. Crop Sci. 45:820-831.
    • (2005) Crop Sci , vol.45 , pp. 820-831
    • Grabber, J.H.1
  • 12
    • 0001112104 scopus 로고    scopus 로고
    • Thioacidolysis of enzymic dehydrogenation polymers from p-hydroxyphenyl, guaiacyl, and syringyl precursors
    • Jaquet, G., Pollet, B., Lapierre, C., Francesch, C., Rolando, C., Faix, O. (1997) Thioacidolysis of enzymic dehydrogenation polymers from p-hydroxyphenyl, guaiacyl, and syringyl precursors. Holzforschung 51:349-354.
    • (1997) Holzforschung , vol.51 , pp. 349-354
    • Jaquet, G.1    Pollet, B.2    Lapierre, C.3    Francesch, C.4    Rolando, C.5    Faix, O.6
  • 14
    • 0142134857 scopus 로고    scopus 로고
    • 1H-NMR spectroscopy using 5-iodovanillin as a new internal standard
    • 1H-NMR spectroscopy using 5-iodovanillin as a new internal standard. J. Wood Sci. 47:378-382.
    • (2001) J. Wood Sci , vol.47 , pp. 378-382
    • Katahira, R.1    Nakatsubo, F.2
  • 16
    • 0001134236 scopus 로고    scopus 로고
    • 13C-NMR characterization of guaiacyl, guaiacyl/syringyl, and syringyl dehydrogenation polymers
    • 13C-NMR characterization of guaiacyl, guaiacyl/syringyl, and syringyl dehydrogenation polymers. Holzforschung 52:160-170.
    • (1998) Holzforschung , vol.52 , pp. 160-170
    • Landucci, L.L.1    Ralph, S.A.2    Hammel, K.E.3
  • 17
    • 0037033447 scopus 로고    scopus 로고
    • Preliminary evidence for sinapyl acetate as a lignin monomer in kenaf
    • Lu, F., Ralph, J. (2002) Preliminary evidence for sinapyl acetate as a lignin monomer in kenaf. Chem. Commun. 90-91.
    • (2002) Chem. Commun , pp. 90-91
    • Lu, F.1    Ralph, J.2
  • 18
    • 8344234123 scopus 로고    scopus 로고
    • Preparation and relevance of a cross-coupling product between sinapyl alcohol and sinapyl p-hydroxybenzoate
    • Lu, F., Ralph, J., Morreel, K., Messens, E., Boerjan, W. (2004) Preparation and relevance of a cross-coupling product between sinapyl alcohol and sinapyl p-hydroxybenzoate. Org. Biomol. Chem. 2:2888-2890.
    • (2004) Org. Biomol. Chem , vol.2 , pp. 2888-2890
    • Lu, F.1    Ralph, J.2    Morreel, K.3    Messens, E.4    Boerjan, W.5
  • 19
    • 0035909072 scopus 로고    scopus 로고
    • Nielsen, K.L., Indiani, C., Henriksen, A., Feis, A., Becucci, M., Gajhede, M., Smulevich, G., Welinder, K.G. (2001) Differential activity and structure of highly similar peroxidases. Spectroscopic, crystallographic, and enzymatic analyses of lignifying Arabidopsis thaliana peroxidase A2 and horseradish peroxidase A2. Biochemistry 40:11013-11021.
    • Nielsen, K.L., Indiani, C., Henriksen, A., Feis, A., Becucci, M., Gajhede, M., Smulevich, G., Welinder, K.G. (2001) Differential activity and structure of highly similar peroxidases. Spectroscopic, crystallographic, and enzymatic analyses of lignifying Arabidopsis thaliana peroxidase A2 and horseradish peroxidase A2. Biochemistry 40:11013-11021.
  • 20
    • 33745611626 scopus 로고
    • Facile large-scale synthesis of coniferyl, sinapyl, and p-coumaryl alcohol
    • Quideau, S., Ralph, J. (1992) Facile large-scale synthesis of coniferyl, sinapyl, and p-coumaryl alcohol. J. Agric. Food Chem. 40:1108-1110.
    • (1992) J. Agric. Food Chem , vol.40 , pp. 1108-1110
    • Quideau, S.1    Ralph, J.2
  • 23
    • 1642377866 scopus 로고    scopus 로고
    • Lignin dehydrogenative polymerization mechanism: A poplar cell wall peroxidase directly oxidizes polymer lignin and produces in vitro dehydrogenative polymer rich in β-O-4 linkage
    • Sasaki, S., Nishida, T., Tsutsumi, Y., Kondo, R. (2004) Lignin dehydrogenative polymerization mechanism: a poplar cell wall peroxidase directly oxidizes polymer lignin and produces in vitro dehydrogenative polymer rich in β-O-4 linkage. FEBS Lett. 562:197-201.
    • (2004) FEBS Lett , vol.562 , pp. 197-201
    • Sasaki, S.1    Nishida, T.2    Tsutsumi, Y.3    Kondo, R.4
  • 24
    • 0345040572 scopus 로고
    • Comparative investigations on polymer models of lignins (DHPs) of different composition. 1. Production of lignin polymer models of p-coumaryl alcohol, coniferyl alcohol, and sinapyl alcohol
    • in German
    • Schweers, W., Faix, O. (1973) Comparative investigations on polymer models of lignins (DHPs) of different composition. 1. Production of lignin polymer models of p-coumaryl alcohol, coniferyl alcohol, and sinapyl alcohol. Holzforschung 27: 208-213 (in German).
    • (1973) Holzforschung , vol.27 , pp. 208-213
    • Schweers, W.1    Faix, O.2
  • 25
    • 34250082818 scopus 로고
    • Extracellular laccases and peroxidases from sycamore maple (Acer pseudoplatanus) cell-suspension cultures. Reactions with monolignols and lignin model compounds
    • Sterjiades, R., Dean, J.F.D., Gamble, G., Himmelsbach, D.S., Eriksson, K.E.L. (1993) Extracellular laccases and peroxidases from sycamore maple (Acer pseudoplatanus) cell-suspension cultures. Reactions with monolignols and lignin model compounds. Planta 190:75-87.
    • (1993) Planta , vol.190 , pp. 75-87
    • Sterjiades, R.1    Dean, J.F.D.2    Gamble, G.3    Himmelsbach, D.S.4    Eriksson, K.E.L.5
  • 26
    • 0029851140 scopus 로고    scopus 로고
    • A possible mechanism for the oxidation of sinapyl alcohol by peroxidase-dependent reactions in the apoplast: Enhancement of the oxidation by hydroxycinnamic acids and components of the apoplast
    • Takahama, U., Oniki, T., Shimokawa, H. (1996) A possible mechanism for the oxidation of sinapyl alcohol by peroxidase-dependent reactions in the apoplast: enhancement of the oxidation by hydroxycinnamic acids and components of the apoplast. Plant Cell Physiol. 37:499-504.
    • (1996) Plant Cell Physiol , vol.37 , pp. 499-504
    • Takahama, U.1    Oniki, T.2    Shimokawa, H.3
  • 27
    • 0000112431 scopus 로고    scopus 로고
    • Enhancement of peroxidase-dependent oxidation of sinapyl alcohol by an apoplastic component, 4-coumaric acid ester isolated from epicotyls of Vigna angularis L
    • Takahama, U., Oniki, T. (1997) Enhancement of peroxidase-dependent oxidation of sinapyl alcohol by an apoplastic component, 4-coumaric acid ester isolated from epicotyls of Vigna angularis L. Plant Cell Physiol. 38:456-462.
    • (1997) Plant Cell Physiol , vol.38 , pp. 456-462
    • Takahama, U.1    Oniki, T.2
  • 28
    • 0000700532 scopus 로고
    • Effect of the hydrophobic regions of hemicelluloses on dehydrogenative polymerization of sinapyl alcohol
    • Tanahashi, M., Higuchi, T. (1990) Effect of the hydrophobic regions of hemicelluloses on dehydrogenative polymerization of sinapyl alcohol. Mokuzai Gakkaishi 36:424-428.
    • (1990) Mokuzai Gakkaishi , vol.36 , pp. 424-428
    • Tanahashi, M.1    Higuchi, T.2
  • 29
    • 33747425726 scopus 로고    scopus 로고
    • Studies on the dehydrogenative polymerizations of monolignol β-glycosides. Part 1. Syntheses of monolignol β-glycosides, (E)-isoconiferin, (E)-isosyringin, and (E)-triandrin
    • Takano, T., Tobimatsu, Y., Hosoya, T., Hattori, T., Ohnishi, J., Takano, M., Kamitakahara, H., Nakatsubo, F. (2006) Studies on the dehydrogenative polymerizations of monolignol β-glycosides. Part 1. Syntheses of monolignol β-glycosides, (E)-isoconiferin, (E)-isosyringin, and (E)-triandrin. J. Wood Chem. Technol. 26:215-229.
    • (2006) J. Wood Chem. Technol , vol.26 , pp. 215-229
    • Takano, T.1    Tobimatsu, Y.2    Hosoya, T.3    Hattori, T.4    Ohnishi, J.5    Takano, M.6    Kamitakahara, H.7    Nakatsubo, F.8
  • 30
    • 0036358593 scopus 로고    scopus 로고
    • New antioxidative phenolic glycosides isolated from kokuto, non-centrifuged cane sugar
    • Takara, K., Matsui, D., Wada, K., Ichiba, T., Nakasone, Y. (2002) New antioxidative phenolic glycosides isolated from kokuto, non-centrifuged cane sugar. Biosci. Biotechnol. Biochem. 66:29-35.
    • (2002) Biosci. Biotechnol. Biochem , vol.66 , pp. 29-35
    • Takara, K.1    Matsui, D.2    Wada, K.3    Ichiba, T.4    Nakasone, Y.5
  • 32
    • 0031672686 scopus 로고    scopus 로고
    • Takeda, Y., Mima, C., Masuda, T., Hirata, E., Takushi, A., Otsuka, H. (1998) Glochidioboside, a glucoside of (7S,8R)- dihydrodehydrodiconiferyl alcohol from leaves of Glochidion obovatum. Phytochemistry 49:2137-2139.
    • Takeda, Y., Mima, C., Masuda, T., Hirata, E., Takushi, A., Otsuka, H. (1998) Glochidioboside, a glucoside of (7S,8R)- dihydrodehydrodiconiferyl alcohol from leaves of Glochidion obovatum. Phytochemistry 49:2137-2139.
  • 33
    • 48649107470 scopus 로고    scopus 로고
    • Tanahashi, M., Takeuchi, H., Higuchi, T. (1976) Dehydrogenative polymerization of 3,5-substituted p-coumaryl alcohols.Wood Res. 61:44-53.
    • Tanahashi, M., Takeuchi, H., Higuchi, T. (1976) Dehydrogenative polymerization of 3,5-substituted p-coumaryl alcohols.Wood Res. 61:44-53.
  • 34
    • 33747387271 scopus 로고    scopus 로고
    • Studies on the dehydrogenative polymerizations of monolignol β-glycosides. Part 2: Horseradish peroxidase-catalyzed dehydrogenative polymerization of isoconiferin
    • Tobimatsu, Y., Takano, T., Kamitakahara, H., Nakatsubo, F. (2006) Studies on the dehydrogenative polymerizations of monolignol β-glycosides. Part 2: horseradish peroxidase-catalyzed dehydrogenative polymerization of isoconiferin. Holzforschung 60:513-518.
    • (2006) Holzforschung , vol.60 , pp. 513-518
    • Tobimatsu, Y.1    Takano, T.2    Kamitakahara, H.3    Nakatsubo, F.4
  • 35
    • 46749093452 scopus 로고    scopus 로고
    • Studies on the dehydrogenative polymerizations of monolignol β-glycosides. Part 3. Horseradish peroxidase-catalyzed polymerizations of triandrin and isosyringin
    • in press
    • Tobimatsu, Y., Takano, T., Kamitakahara, H., Nakatsubo, F. (2008) Studies on the dehydrogenative polymerizations of monolignol β-glycosides. Part 3. Horseradish peroxidase-catalyzed polymerizations of triandrin and isosyringin. J. Wood Chem. Technol., in press.
    • (2008) J. Wood Chem. Technol
    • Tobimatsu, Y.1    Takano, T.2    Kamitakahara, H.3    Nakatsubo, F.4
  • 36
    • 0026824188 scopus 로고
    • Phenylethanoid and lignan glycosides from Verbascum thapsus
    • Warashina, T., Miyase, T., Ueno, A. (1992) Phenylethanoid and lignan glycosides from Verbascum thapsus. Phytochemistry 31:961-965.
    • (1992) Phytochemistry , vol.31 , pp. 961-965
    • Warashina, T.1    Miyase, T.2    Ueno, A.3
  • 38
    • 0006917390 scopus 로고
    • Dehydrogenation polymer of sinapyl alcohol by peroxidase and hydrogen peroxide
    • Yamasaki, T., Hata, K., Higuchi, T. (1976) Dehydrogenation polymer of sinapyl alcohol by peroxidase and hydrogen peroxide. Mokuzai Gakkaishi 22:582-588.
    • (1976) Mokuzai Gakkaishi , vol.22 , pp. 582-588
    • Yamasaki, T.1    Hata, K.2    Higuchi, T.3
  • 40
    • 0031626537 scopus 로고    scopus 로고
    • Preparation of synthetic lignin by manganese peroxidase of Bjerkandera adusta in organic solvents
    • Yoshida, S., Chatani, A., Tanahashi, M., Honda, Y., Watanabe, T., Kuwahara, M. (1998) Preparation of synthetic lignin by manganese peroxidase of Bjerkandera adusta in organic solvents. Holzforschung 52:282-286.
    • (1998) Holzforschung , vol.52 , pp. 282-286
    • Yoshida, S.1    Chatani, A.2    Tanahashi, M.3    Honda, Y.4    Watanabe, T.5    Kuwahara, M.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.