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首页> 外文期刊>Journal of Wood Science >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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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

机译：氧去木质素条件下活性氧从甲基葡糖苷中提取氢的研究IV：甲基葡糖苷与氘代甲基葡糖苷反应中动力学同位素效应的出现

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摘要

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 O2 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 O2 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, (2H3)methyl β-d-(1,2,3,4,5,6,6-2H7)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.
机译：在我们先前的研究中，当一对碳水化合物模型化合物，甲基β-d-吡喃葡萄糖苷（MGPβ）和氘代MGPβ标记在异头物上时，观察到明显的动力学同位素效应（甲基β-d-（1-2 H）吡喃葡萄糖苷）或C-2位置（甲基β-d-（2-2 H）吡喃葡萄糖苷）与O2和酚类化合物反应生成的活性氧（AOS）发生反应氧脱木素条件下合成2,4,6-三甲基苯酚（TMPh）。这些结果表明AOS提取了MGPβ的异头氢和C-2氢。相反，当O2与另一种酚类化合物4-羟基-3-甲氧基苄醇（香草醇，Valc）反应生成AOS时，没有观察到明显的动力学同位素效应，因此，端基异构体和尚未确认通过AOS产生的C-2氢。在这项研究中，一对MGPβ和氘代MGPβ在所有位置标记为（2 H3 ）甲基β-d-（1,2,3,4,5,6,6-在氧脱木素条件下，将2 H7 ）吡喃葡萄糖苷与TMPh或Valc生成的AOS反应，以进一步检查动力学同位素效应的出现。当TMPh或Valc是AOS的起源时，观察到了明显的动力学同位素效应，表明在两种情况下，某些AOS至少都会提取MGPβ的氢。将进一步讨论结果，重点是从TMPh和Valc生成的AOS类型。

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  • 来源
    《Journal of Wood Science》 |2012年第6期|p.563-569|共7页
  • 作者

    Akihiko Nakagawa; Tomoya Yokoyama; Yuji Matsumoto;

  • 作者单位

    Laboratory of Wood Chemistry, Department of Biomaterial Sciences, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo, 113-8657, Japan;

    Laboratory of Wood Chemistry, Department of Biomaterial Sciences, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo, 113-8657, Japan;

    Laboratory of Wood Chemistry, Department of Biomaterial Sciences, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo, 113-8657, Japan;

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  • 正文语种 eng
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  • 关键词

    Bleaching; Lignin; Oxidation; Polysaccharide; Pulp;

    机译：漂白;木质素;氧化;多糖;浆;

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