Investigation on the hydrogen abstraction from methyl glucoside by active oxygen species under oxygen delignification conditions IV: appearance of kinetic isotope effect in the reaction between methyl glucoside and deuterated methyl glucoside

Abstract In our previous studies, a clear kinetic isotope effect was observed when a pair of carbohydrate model compounds, methyl β-d-glucopyranoside (MGPβ) and a deuterated MGPβ labeled at the anomeric (methyl β-d-(1-2H)glucopyranoside) or C-2 position (methyl β-d-(2-2H)glucopyranoside), was reacte...
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Gespeichert in:

Autor*in:	Nakagawa, Akihiko [verfasserIn] Yokoyama, Tomoya [verfasserIn] Matsumoto, Yuji [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2012

Schlagwörter:	Bleaching Lignin Oxidation Polysaccharide Pulp

Übergeordnetes Werk:	Enthalten in: Journal of wood science - Tokyo : Springer, 1998, 58(2012), 6 vom: 01. Sept., Seite 563-569
Übergeordnetes Werk:	volume:58 ; year:2012 ; number:6 ; day:01 ; month:09 ; pages:563-569

Links:	Volltext

DOI / URN:	10.1007/s10086-012-1289-z

Katalog-ID:	SPR008645841

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100	1		\|a Nakagawa, Akihiko \|e verfasserin \|4 aut
245	1	0	\|a Investigation on the hydrogen abstraction from methyl glucoside by active oxygen species under oxygen delignification conditions IV: appearance of kinetic isotope effect in the reaction between methyl glucoside and deuterated methyl glucoside
264		1	\|c 2012
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520			\|a Abstract In our previous studies, a clear kinetic isotope effect was observed when a pair of carbohydrate model compounds, methyl β-d-glucopyranoside (MGPβ) and a deuterated MGPβ labeled at the anomeric (methyl β-d-(1-2H)glucopyranoside) or C-2 position (methyl β-d-(2-2H)glucopyranoside), was reacted with active oxygen species (AOS) generated by reactions between $ O_{2} $ and a phenolic compound, 2,4,6-trimethylphenol (TMPh), under oxygen delignification conditions. These results indicate that the AOS abstract the anomeric and C-2 hydrogens of MGPβ. Contrarily, no clear kinetic isotope effects were observed when AOS were generated by reactions between $ O_{2} $ and another phenolic compound, 4-hydroxy-3-methoxybenzyl alcohol (vanillyl alcohol, Valc), and hence, the abstraction of the anomeric and C-2 hydrogens by the AOS was not confirmed. In this study, a pair of MGPβ and the deuterated MGPβ labeled at all the positions, (2$ H_{3} $)methyl β-d-(1,2,3,4,5,6,6-2$ H_{7} $)glucopyranoside, was reacted with AOS generated from TMPh or Valc under oxygen delignification conditions to further examine the appearance of a kinetic isotope effect. A clear kinetic isotope effect was observed when either of TMPh or Valc was the origin of AOS, indicating that some AOS abstract at least a hydrogen of MGPβ in either case. The results are further discussed focusing on the type of AOS generated from TMPh and Valc.
650		4	\|a Bleaching \|7 (dpeaa)DE-He213
650		4	\|a Lignin \|7 (dpeaa)DE-He213
650		4	\|a Oxidation \|7 (dpeaa)DE-He213
650		4	\|a Polysaccharide \|7 (dpeaa)DE-He213
650		4	\|a Pulp \|7 (dpeaa)DE-He213
700	1		\|a Yokoyama, Tomoya \|e verfasserin \|4 aut
700	1		\|a Matsumoto, Yuji \|e verfasserin \|4 aut
773	0	8	\|i Enthalten in \|t Journal of wood science \|d Tokyo : Springer, 1998 \|g 58(2012), 6 vom: 01. Sept., Seite 563-569 \|w (DE-627)300186010 \|w (DE-600)1481666-0 \|x 1611-4663 \|7 nnns
773	1	8	\|g volume:58 \|g year:2012 \|g number:6 \|g day:01 \|g month:09 \|g pages:563-569
856	4	0	\|u https://dx.doi.org/10.1007/s10086-012-1289-z \|z lizenzpflichtig \|3 Volltext
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912			\|a GBV_ILN_151
912			\|a GBV_ILN_152
912			\|a GBV_ILN_161
912			\|a GBV_ILN_170
912			\|a GBV_ILN_230
912			\|a GBV_ILN_266
912			\|a GBV_ILN_285
912			\|a GBV_ILN_293
912			\|a GBV_ILN_370
912			\|a GBV_ILN_602
912			\|a GBV_ILN_702
912			\|a GBV_ILN_2001
912			\|a GBV_ILN_2003
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912			\|a GBV_ILN_2025
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912			\|a GBV_ILN_2152
912			\|a GBV_ILN_2153
912			\|a GBV_ILN_2188
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912			\|a GBV_ILN_2522
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912			\|a GBV_ILN_4012
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952			\|d 58 \|j 2012 \|e 6 \|b 01 \|c 09 \|h 563-569

Indexfelder

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publishDate	2012
allfields	10.1007/s10086-012-1289-z doi (DE-627)SPR008645841 (SPR)s10086-012-1289-z-e DE-627 ger DE-627 rakwb eng 660 670 ASE Nakagawa, Akihiko verfasserin aut Investigation on the hydrogen abstraction from methyl glucoside by active oxygen species under oxygen delignification conditions IV: appearance of kinetic isotope effect in the reaction between methyl glucoside and deuterated methyl glucoside 2012 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract In our previous studies, a clear kinetic isotope effect was observed when a pair of carbohydrate model compounds, methyl β-d-glucopyranoside (MGPβ) and a deuterated MGPβ labeled at the anomeric (methyl β-d-(1-2H)glucopyranoside) or C-2 position (methyl β-d-(2-2H)glucopyranoside), was reacted with active oxygen species (AOS) generated by reactions between $ O_{2} $ and a phenolic compound, 2,4,6-trimethylphenol (TMPh), under oxygen delignification conditions. These results indicate that the AOS abstract the anomeric and C-2 hydrogens of MGPβ. Contrarily, no clear kinetic isotope effects were observed when AOS were generated by reactions between $ O_{2} $ and another phenolic compound, 4-hydroxy-3-methoxybenzyl alcohol (vanillyl alcohol, Valc), and hence, the abstraction of the anomeric and C-2 hydrogens by the AOS was not confirmed. In this study, a pair of MGPβ and the deuterated MGPβ labeled at all the positions, (2$ H_{3} $)methyl β-d-(1,2,3,4,5,6,6-2$ H_{7} $)glucopyranoside, was reacted with AOS generated from TMPh or Valc under oxygen delignification conditions to further examine the appearance of a kinetic isotope effect. A clear kinetic isotope effect was observed when either of TMPh or Valc was the origin of AOS, indicating that some AOS abstract at least a hydrogen of MGPβ in either case. The results are further discussed focusing on the type of AOS generated from TMPh and Valc. Bleaching (dpeaa)DE-He213 Lignin (dpeaa)DE-He213 Oxidation (dpeaa)DE-He213 Polysaccharide (dpeaa)DE-He213 Pulp (dpeaa)DE-He213 Yokoyama, Tomoya verfasserin aut Matsumoto, Yuji verfasserin aut Enthalten in Journal of wood science Tokyo : Springer, 1998 58(2012), 6 vom: 01. Sept., Seite 563-569 (DE-627)300186010 (DE-600)1481666-0 1611-4663 nnns volume:58 year:2012 number:6 day:01 month:09 pages:563-569 https://dx.doi.org/10.1007/s10086-012-1289-z lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA SSG-OPC-FOR SSG-OPC-ASE GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_230 GBV_ILN_266 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2055 GBV_ILN_2059 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2106 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2522 GBV_ILN_2542 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 58 2012 6 01 09 563-569
spelling	10.1007/s10086-012-1289-z doi (DE-627)SPR008645841 (SPR)s10086-012-1289-z-e DE-627 ger DE-627 rakwb eng 660 670 ASE Nakagawa, Akihiko verfasserin aut Investigation on the hydrogen abstraction from methyl glucoside by active oxygen species under oxygen delignification conditions IV: appearance of kinetic isotope effect in the reaction between methyl glucoside and deuterated methyl glucoside 2012 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract In our previous studies, a clear kinetic isotope effect was observed when a pair of carbohydrate model compounds, methyl β-d-glucopyranoside (MGPβ) and a deuterated MGPβ labeled at the anomeric (methyl β-d-(1-2H)glucopyranoside) or C-2 position (methyl β-d-(2-2H)glucopyranoside), was reacted with active oxygen species (AOS) generated by reactions between $ O_{2} $ and a phenolic compound, 2,4,6-trimethylphenol (TMPh), under oxygen delignification conditions. These results indicate that the AOS abstract the anomeric and C-2 hydrogens of MGPβ. Contrarily, no clear kinetic isotope effects were observed when AOS were generated by reactions between $ O_{2} $ and another phenolic compound, 4-hydroxy-3-methoxybenzyl alcohol (vanillyl alcohol, Valc), and hence, the abstraction of the anomeric and C-2 hydrogens by the AOS was not confirmed. In this study, a pair of MGPβ and the deuterated MGPβ labeled at all the positions, (2$ H_{3} $)methyl β-d-(1,2,3,4,5,6,6-2$ H_{7} $)glucopyranoside, was reacted with AOS generated from TMPh or Valc under oxygen delignification conditions to further examine the appearance of a kinetic isotope effect. A clear kinetic isotope effect was observed when either of TMPh or Valc was the origin of AOS, indicating that some AOS abstract at least a hydrogen of MGPβ in either case. The results are further discussed focusing on the type of AOS generated from TMPh and Valc. Bleaching (dpeaa)DE-He213 Lignin (dpeaa)DE-He213 Oxidation (dpeaa)DE-He213 Polysaccharide (dpeaa)DE-He213 Pulp (dpeaa)DE-He213 Yokoyama, Tomoya verfasserin aut Matsumoto, Yuji verfasserin aut Enthalten in Journal of wood science Tokyo : Springer, 1998 58(2012), 6 vom: 01. Sept., Seite 563-569 (DE-627)300186010 (DE-600)1481666-0 1611-4663 nnns volume:58 year:2012 number:6 day:01 month:09 pages:563-569 https://dx.doi.org/10.1007/s10086-012-1289-z lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA SSG-OPC-FOR SSG-OPC-ASE GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_230 GBV_ILN_266 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2055 GBV_ILN_2059 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2106 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2522 GBV_ILN_2542 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 58 2012 6 01 09 563-569
allfields_unstemmed	10.1007/s10086-012-1289-z doi (DE-627)SPR008645841 (SPR)s10086-012-1289-z-e DE-627 ger DE-627 rakwb eng 660 670 ASE Nakagawa, Akihiko verfasserin aut Investigation on the hydrogen abstraction from methyl glucoside by active oxygen species under oxygen delignification conditions IV: appearance of kinetic isotope effect in the reaction between methyl glucoside and deuterated methyl glucoside 2012 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract In our previous studies, a clear kinetic isotope effect was observed when a pair of carbohydrate model compounds, methyl β-d-glucopyranoside (MGPβ) and a deuterated MGPβ labeled at the anomeric (methyl β-d-(1-2H)glucopyranoside) or C-2 position (methyl β-d-(2-2H)glucopyranoside), was reacted with active oxygen species (AOS) generated by reactions between $ O_{2} $ and a phenolic compound, 2,4,6-trimethylphenol (TMPh), under oxygen delignification conditions. These results indicate that the AOS abstract the anomeric and C-2 hydrogens of MGPβ. Contrarily, no clear kinetic isotope effects were observed when AOS were generated by reactions between $ O_{2} $ and another phenolic compound, 4-hydroxy-3-methoxybenzyl alcohol (vanillyl alcohol, Valc), and hence, the abstraction of the anomeric and C-2 hydrogens by the AOS was not confirmed. In this study, a pair of MGPβ and the deuterated MGPβ labeled at all the positions, (2$ H_{3} $)methyl β-d-(1,2,3,4,5,6,6-2$ H_{7} $)glucopyranoside, was reacted with AOS generated from TMPh or Valc under oxygen delignification conditions to further examine the appearance of a kinetic isotope effect. A clear kinetic isotope effect was observed when either of TMPh or Valc was the origin of AOS, indicating that some AOS abstract at least a hydrogen of MGPβ in either case. The results are further discussed focusing on the type of AOS generated from TMPh and Valc. Bleaching (dpeaa)DE-He213 Lignin (dpeaa)DE-He213 Oxidation (dpeaa)DE-He213 Polysaccharide (dpeaa)DE-He213 Pulp (dpeaa)DE-He213 Yokoyama, Tomoya verfasserin aut Matsumoto, Yuji verfasserin aut Enthalten in Journal of wood science Tokyo : Springer, 1998 58(2012), 6 vom: 01. Sept., Seite 563-569 (DE-627)300186010 (DE-600)1481666-0 1611-4663 nnns volume:58 year:2012 number:6 day:01 month:09 pages:563-569 https://dx.doi.org/10.1007/s10086-012-1289-z lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA SSG-OPC-FOR SSG-OPC-ASE GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_230 GBV_ILN_266 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2055 GBV_ILN_2059 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2106 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2522 GBV_ILN_2542 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 58 2012 6 01 09 563-569
allfieldsGer	10.1007/s10086-012-1289-z doi (DE-627)SPR008645841 (SPR)s10086-012-1289-z-e DE-627 ger DE-627 rakwb eng 660 670 ASE Nakagawa, Akihiko verfasserin aut Investigation on the hydrogen abstraction from methyl glucoside by active oxygen species under oxygen delignification conditions IV: appearance of kinetic isotope effect in the reaction between methyl glucoside and deuterated methyl glucoside 2012 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract In our previous studies, a clear kinetic isotope effect was observed when a pair of carbohydrate model compounds, methyl β-d-glucopyranoside (MGPβ) and a deuterated MGPβ labeled at the anomeric (methyl β-d-(1-2H)glucopyranoside) or C-2 position (methyl β-d-(2-2H)glucopyranoside), was reacted with active oxygen species (AOS) generated by reactions between $ O_{2} $ and a phenolic compound, 2,4,6-trimethylphenol (TMPh), under oxygen delignification conditions. These results indicate that the AOS abstract the anomeric and C-2 hydrogens of MGPβ. Contrarily, no clear kinetic isotope effects were observed when AOS were generated by reactions between $ O_{2} $ and another phenolic compound, 4-hydroxy-3-methoxybenzyl alcohol (vanillyl alcohol, Valc), and hence, the abstraction of the anomeric and C-2 hydrogens by the AOS was not confirmed. In this study, a pair of MGPβ and the deuterated MGPβ labeled at all the positions, (2$ H_{3} $)methyl β-d-(1,2,3,4,5,6,6-2$ H_{7} $)glucopyranoside, was reacted with AOS generated from TMPh or Valc under oxygen delignification conditions to further examine the appearance of a kinetic isotope effect. A clear kinetic isotope effect was observed when either of TMPh or Valc was the origin of AOS, indicating that some AOS abstract at least a hydrogen of MGPβ in either case. The results are further discussed focusing on the type of AOS generated from TMPh and Valc. Bleaching (dpeaa)DE-He213 Lignin (dpeaa)DE-He213 Oxidation (dpeaa)DE-He213 Polysaccharide (dpeaa)DE-He213 Pulp (dpeaa)DE-He213 Yokoyama, Tomoya verfasserin aut Matsumoto, Yuji verfasserin aut Enthalten in Journal of wood science Tokyo : Springer, 1998 58(2012), 6 vom: 01. Sept., Seite 563-569 (DE-627)300186010 (DE-600)1481666-0 1611-4663 nnns volume:58 year:2012 number:6 day:01 month:09 pages:563-569 https://dx.doi.org/10.1007/s10086-012-1289-z lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA SSG-OPC-FOR SSG-OPC-ASE GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_230 GBV_ILN_266 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2055 GBV_ILN_2059 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2106 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2522 GBV_ILN_2542 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 58 2012 6 01 09 563-569
allfieldsSound	10.1007/s10086-012-1289-z doi (DE-627)SPR008645841 (SPR)s10086-012-1289-z-e DE-627 ger DE-627 rakwb eng 660 670 ASE Nakagawa, Akihiko verfasserin aut Investigation on the hydrogen abstraction from methyl glucoside by active oxygen species under oxygen delignification conditions IV: appearance of kinetic isotope effect in the reaction between methyl glucoside and deuterated methyl glucoside 2012 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract In our previous studies, a clear kinetic isotope effect was observed when a pair of carbohydrate model compounds, methyl β-d-glucopyranoside (MGPβ) and a deuterated MGPβ labeled at the anomeric (methyl β-d-(1-2H)glucopyranoside) or C-2 position (methyl β-d-(2-2H)glucopyranoside), was reacted with active oxygen species (AOS) generated by reactions between $ O_{2} $ and a phenolic compound, 2,4,6-trimethylphenol (TMPh), under oxygen delignification conditions. These results indicate that the AOS abstract the anomeric and C-2 hydrogens of MGPβ. Contrarily, no clear kinetic isotope effects were observed when AOS were generated by reactions between $ O_{2} $ and another phenolic compound, 4-hydroxy-3-methoxybenzyl alcohol (vanillyl alcohol, Valc), and hence, the abstraction of the anomeric and C-2 hydrogens by the AOS was not confirmed. In this study, a pair of MGPβ and the deuterated MGPβ labeled at all the positions, (2$ H_{3} $)methyl β-d-(1,2,3,4,5,6,6-2$ H_{7} $)glucopyranoside, was reacted with AOS generated from TMPh or Valc under oxygen delignification conditions to further examine the appearance of a kinetic isotope effect. A clear kinetic isotope effect was observed when either of TMPh or Valc was the origin of AOS, indicating that some AOS abstract at least a hydrogen of MGPβ in either case. The results are further discussed focusing on the type of AOS generated from TMPh and Valc. Bleaching (dpeaa)DE-He213 Lignin (dpeaa)DE-He213 Oxidation (dpeaa)DE-He213 Polysaccharide (dpeaa)DE-He213 Pulp (dpeaa)DE-He213 Yokoyama, Tomoya verfasserin aut Matsumoto, Yuji verfasserin aut Enthalten in Journal of wood science Tokyo : Springer, 1998 58(2012), 6 vom: 01. Sept., Seite 563-569 (DE-627)300186010 (DE-600)1481666-0 1611-4663 nnns volume:58 year:2012 number:6 day:01 month:09 pages:563-569 https://dx.doi.org/10.1007/s10086-012-1289-z lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA SSG-OPC-FOR SSG-OPC-ASE GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_95 GBV_ILN_105 GBV_ILN_110 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_230 GBV_ILN_266 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2055 GBV_ILN_2059 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2106 GBV_ILN_2108 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2522 GBV_ILN_2542 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 58 2012 6 01 09 563-569
language	English
source	Enthalten in Journal of wood science 58(2012), 6 vom: 01. Sept., Seite 563-569 volume:58 year:2012 number:6 day:01 month:09 pages:563-569
sourceStr	Enthalten in Journal of wood science 58(2012), 6 vom: 01. Sept., Seite 563-569 volume:58 year:2012 number:6 day:01 month:09 pages:563-569
format_phy_str_mv	Article
institution	findex.gbv.de
topic_facet	Bleaching Lignin Oxidation Polysaccharide Pulp
dewey-raw	660
isfreeaccess_bool	false
container_title	Journal of wood science
authorswithroles_txt_mv	Nakagawa, Akihiko @@aut@@ Yokoyama, Tomoya @@aut@@ Matsumoto, Yuji @@aut@@
publishDateDaySort_date	2012-09-01T00:00:00Z
hierarchy_top_id	300186010
dewey-sort	3660
id	SPR008645841
language_de	englisch
fullrecord	<?xml version="1.0" encoding="UTF-8"?><collection xmlns="http://www.loc.gov/MARC21/slim"><record><leader>01000caa a22002652 4500</leader><controlfield tag="001">SPR008645841</controlfield><controlfield tag="003">DE-627</controlfield><controlfield tag="005">20230519195730.0</controlfield><controlfield tag="007">cr uuu---uuuuu</controlfield><controlfield tag="008">201005s2012 xx \|\|\|\|\|o 00\| \|\|eng c</controlfield><datafield tag="024" ind1="7" ind2=" "><subfield code="a">10.1007/s10086-012-1289-z</subfield><subfield code="2">doi</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-627)SPR008645841</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(SPR)s10086-012-1289-z-e</subfield></datafield><datafield tag="040" ind1=" " ind2=" "><subfield code="a">DE-627</subfield><subfield code="b">ger</subfield><subfield code="c">DE-627</subfield><subfield code="e">rakwb</subfield></datafield><datafield tag="041" ind1=" " ind2=" "><subfield code="a">eng</subfield></datafield><datafield tag="082" ind1="0" ind2="4"><subfield code="a">660</subfield><subfield code="a">670</subfield><subfield code="q">ASE</subfield></datafield><datafield tag="100" ind1="1" ind2=" "><subfield code="a">Nakagawa, Akihiko</subfield><subfield code="e">verfasserin</subfield><subfield code="4">aut</subfield></datafield><datafield tag="245" ind1="1" ind2="0"><subfield code="a">Investigation on the hydrogen abstraction from methyl glucoside by active oxygen species under oxygen delignification conditions IV: appearance of kinetic isotope effect in the reaction between methyl glucoside and deuterated methyl glucoside</subfield></datafield><datafield tag="264" ind1=" " ind2="1"><subfield code="c">2012</subfield></datafield><datafield tag="336" ind1=" " ind2=" "><subfield code="a">Text</subfield><subfield code="b">txt</subfield><subfield code="2">rdacontent</subfield></datafield><datafield tag="337" ind1=" " ind2=" "><subfield code="a">Computermedien</subfield><subfield code="b">c</subfield><subfield code="2">rdamedia</subfield></datafield><datafield tag="338" ind1=" " ind2=" "><subfield code="a">Online-Ressource</subfield><subfield code="b">cr</subfield><subfield code="2">rdacarrier</subfield></datafield><datafield tag="520" ind1=" " ind2=" "><subfield code="a">Abstract In our previous studies, a clear kinetic isotope effect was observed when a pair of carbohydrate model compounds, methyl β-d-glucopyranoside (MGPβ) and a deuterated MGPβ labeled at the anomeric (methyl β-d-(1-2H)glucopyranoside) or C-2 position (methyl β-d-(2-2H)glucopyranoside), was reacted with active oxygen species (AOS) generated by reactions between $ O_{2} $ and a phenolic compound, 2,4,6-trimethylphenol (TMPh), under oxygen delignification conditions. 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author	Nakagawa, Akihiko
spellingShingle	Nakagawa, Akihiko ddc 660 misc Bleaching misc Lignin misc Oxidation misc Polysaccharide misc Pulp Investigation on the hydrogen abstraction from methyl glucoside by active oxygen species under oxygen delignification conditions IV: appearance of kinetic isotope effect in the reaction between methyl glucoside and deuterated methyl glucoside
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topic_title	660 670 ASE Investigation on the hydrogen abstraction from methyl glucoside by active oxygen species under oxygen delignification conditions IV: appearance of kinetic isotope effect in the reaction between methyl glucoside and deuterated methyl glucoside Bleaching (dpeaa)DE-He213 Lignin (dpeaa)DE-He213 Oxidation (dpeaa)DE-He213 Polysaccharide (dpeaa)DE-He213 Pulp (dpeaa)DE-He213
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title	Investigation on the hydrogen abstraction from methyl glucoside by active oxygen species under oxygen delignification conditions IV: appearance of kinetic isotope effect in the reaction between methyl glucoside and deuterated methyl glucoside
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title_full	Investigation on the hydrogen abstraction from methyl glucoside by active oxygen species under oxygen delignification conditions IV: appearance of kinetic isotope effect in the reaction between methyl glucoside and deuterated methyl glucoside
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author_browse	Nakagawa, Akihiko Yokoyama, Tomoya Matsumoto, Yuji
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title_sort	investigation on the hydrogen abstraction from methyl glucoside by active oxygen species under oxygen delignification conditions iv: appearance of kinetic isotope effect in the reaction between methyl glucoside and deuterated methyl glucoside
title_auth	Investigation on the hydrogen abstraction from methyl glucoside by active oxygen species under oxygen delignification conditions IV: appearance of kinetic isotope effect in the reaction between methyl glucoside and deuterated methyl glucoside
abstract	Abstract In our previous studies, a clear kinetic isotope effect was observed when a pair of carbohydrate model compounds, methyl β-d-glucopyranoside (MGPβ) and a deuterated MGPβ labeled at the anomeric (methyl β-d-(1-2H)glucopyranoside) or C-2 position (methyl β-d-(2-2H)glucopyranoside), was reacted with active oxygen species (AOS) generated by reactions between $ O_{2} $ and a phenolic compound, 2,4,6-trimethylphenol (TMPh), under oxygen delignification conditions. These results indicate that the AOS abstract the anomeric and C-2 hydrogens of MGPβ. Contrarily, no clear kinetic isotope effects were observed when AOS were generated by reactions between $ O_{2} $ and another phenolic compound, 4-hydroxy-3-methoxybenzyl alcohol (vanillyl alcohol, Valc), and hence, the abstraction of the anomeric and C-2 hydrogens by the AOS was not confirmed. In this study, a pair of MGPβ and the deuterated MGPβ labeled at all the positions, (2$ H_{3} $)methyl β-d-(1,2,3,4,5,6,6-2$ H_{7} $)glucopyranoside, was reacted with AOS generated from TMPh or Valc under oxygen delignification conditions to further examine the appearance of a kinetic isotope effect. A clear kinetic isotope effect was observed when either of TMPh or Valc was the origin of AOS, indicating that some AOS abstract at least a hydrogen of MGPβ in either case. The results are further discussed focusing on the type of AOS generated from TMPh and Valc.
abstractGer	Abstract In our previous studies, a clear kinetic isotope effect was observed when a pair of carbohydrate model compounds, methyl β-d-glucopyranoside (MGPβ) and a deuterated MGPβ labeled at the anomeric (methyl β-d-(1-2H)glucopyranoside) or C-2 position (methyl β-d-(2-2H)glucopyranoside), was reacted with active oxygen species (AOS) generated by reactions between $ O_{2} $ and a phenolic compound, 2,4,6-trimethylphenol (TMPh), under oxygen delignification conditions. These results indicate that the AOS abstract the anomeric and C-2 hydrogens of MGPβ. Contrarily, no clear kinetic isotope effects were observed when AOS were generated by reactions between $ O_{2} $ and another phenolic compound, 4-hydroxy-3-methoxybenzyl alcohol (vanillyl alcohol, Valc), and hence, the abstraction of the anomeric and C-2 hydrogens by the AOS was not confirmed. In this study, a pair of MGPβ and the deuterated MGPβ labeled at all the positions, (2$ H_{3} $)methyl β-d-(1,2,3,4,5,6,6-2$ H_{7} $)glucopyranoside, was reacted with AOS generated from TMPh or Valc under oxygen delignification conditions to further examine the appearance of a kinetic isotope effect. A clear kinetic isotope effect was observed when either of TMPh or Valc was the origin of AOS, indicating that some AOS abstract at least a hydrogen of MGPβ in either case. The results are further discussed focusing on the type of AOS generated from TMPh and Valc.
abstract_unstemmed	Abstract In our previous studies, a clear kinetic isotope effect was observed when a pair of carbohydrate model compounds, methyl β-d-glucopyranoside (MGPβ) and a deuterated MGPβ labeled at the anomeric (methyl β-d-(1-2H)glucopyranoside) or C-2 position (methyl β-d-(2-2H)glucopyranoside), was reacted with active oxygen species (AOS) generated by reactions between $ O_{2} $ and a phenolic compound, 2,4,6-trimethylphenol (TMPh), under oxygen delignification conditions. These results indicate that the AOS abstract the anomeric and C-2 hydrogens of MGPβ. Contrarily, no clear kinetic isotope effects were observed when AOS were generated by reactions between $ O_{2} $ and another phenolic compound, 4-hydroxy-3-methoxybenzyl alcohol (vanillyl alcohol, Valc), and hence, the abstraction of the anomeric and C-2 hydrogens by the AOS was not confirmed. In this study, a pair of MGPβ and the deuterated MGPβ labeled at all the positions, (2$ H_{3} $)methyl β-d-(1,2,3,4,5,6,6-2$ H_{7} $)glucopyranoside, was reacted with AOS generated from TMPh or Valc under oxygen delignification conditions to further examine the appearance of a kinetic isotope effect. A clear kinetic isotope effect was observed when either of TMPh or Valc was the origin of AOS, indicating that some AOS abstract at least a hydrogen of MGPβ in either case. The results are further discussed focusing on the type of AOS generated from TMPh and Valc.
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title_short	Investigation on the hydrogen abstraction from methyl glucoside by active oxygen species under oxygen delignification conditions IV: appearance of kinetic isotope effect in the reaction between methyl glucoside and deuterated methyl glucoside
url	https://dx.doi.org/10.1007/s10086-012-1289-z
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up_date	2024-07-03T22:20:37.451Z
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fullrecord_marcxml	<?xml version="1.0" encoding="UTF-8"?><collection xmlns="http://www.loc.gov/MARC21/slim"><record><leader>01000caa a22002652 4500</leader><controlfield tag="001">SPR008645841</controlfield><controlfield tag="003">DE-627</controlfield><controlfield tag="005">20230519195730.0</controlfield><controlfield tag="007">cr uuu---uuuuu</controlfield><controlfield tag="008">201005s2012 xx \|\|\|\|\|o 00\| \|\|eng c</controlfield><datafield tag="024" ind1="7" ind2=" "><subfield code="a">10.1007/s10086-012-1289-z</subfield><subfield code="2">doi</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-627)SPR008645841</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(SPR)s10086-012-1289-z-e</subfield></datafield><datafield tag="040" ind1=" " ind2=" "><subfield code="a">DE-627</subfield><subfield code="b">ger</subfield><subfield code="c">DE-627</subfield><subfield code="e">rakwb</subfield></datafield><datafield tag="041" ind1=" " ind2=" "><subfield code="a">eng</subfield></datafield><datafield tag="082" ind1="0" ind2="4"><subfield code="a">660</subfield><subfield code="a">670</subfield><subfield code="q">ASE</subfield></datafield><datafield tag="100" ind1="1" ind2=" "><subfield code="a">Nakagawa, Akihiko</subfield><subfield code="e">verfasserin</subfield><subfield code="4">aut</subfield></datafield><datafield tag="245" ind1="1" ind2="0"><subfield code="a">Investigation on the hydrogen abstraction from methyl glucoside by active oxygen species under oxygen delignification conditions IV: appearance of kinetic isotope effect in the reaction between methyl glucoside and deuterated methyl glucoside</subfield></datafield><datafield tag="264" ind1=" " ind2="1"><subfield code="c">2012</subfield></datafield><datafield tag="336" ind1=" " ind2=" "><subfield code="a">Text</subfield><subfield code="b">txt</subfield><subfield code="2">rdacontent</subfield></datafield><datafield tag="337" ind1=" " ind2=" "><subfield code="a">Computermedien</subfield><subfield code="b">c</subfield><subfield code="2">rdamedia</subfield></datafield><datafield tag="338" ind1=" " ind2=" "><subfield code="a">Online-Ressource</subfield><subfield code="b">cr</subfield><subfield code="2">rdacarrier</subfield></datafield><datafield tag="520" ind1=" " ind2=" "><subfield code="a">Abstract In our previous studies, a clear kinetic isotope effect was observed when a pair of carbohydrate model compounds, methyl β-d-glucopyranoside (MGPβ) and a deuterated MGPβ labeled at the anomeric (methyl β-d-(1-2H)glucopyranoside) or C-2 position (methyl β-d-(2-2H)glucopyranoside), was reacted with active oxygen species (AOS) generated by reactions between $ O_{2} $ and a phenolic compound, 2,4,6-trimethylphenol (TMPh), under oxygen delignification conditions. These results indicate that the AOS abstract the anomeric and C-2 hydrogens of MGPβ. Contrarily, no clear kinetic isotope effects were observed when AOS were generated by reactions between $ O_{2} $ and another phenolic compound, 4-hydroxy-3-methoxybenzyl alcohol (vanillyl alcohol, Valc), and hence, the abstraction of the anomeric and C-2 hydrogens by the AOS was not confirmed. In this study, a pair of MGPβ and the deuterated MGPβ labeled at all the positions, (2$ H_{3} $)methyl β-d-(1,2,3,4,5,6,6-2$ H_{7} $)glucopyranoside, was reacted with AOS generated from TMPh or Valc under oxygen delignification conditions to further examine the appearance of a kinetic isotope effect. A clear kinetic isotope effect was observed when either of TMPh or Valc was the origin of AOS, indicating that some AOS abstract at least a hydrogen of MGPβ in either case. 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Investigation on the hydrogen abstraction from methyl glucoside by active oxygen species under oxygen delignification conditions IV: appearance of kinetic isotope effect in the reaction between methyl glucoside and deuterated methyl glucoside

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