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Synthesis of functional polymers from lignin and its related compounds by using enzymes from wood-rotting basidiomycetes.

利用腐木担子菌的酶从木质素及其相关化合物合成功能聚合物。

基本信息

批准号：
12839008
负责人：
KUWAHARA Masaaki
金额：
$ 2.3万
依托单位：
KYOTO UNIVERSITY
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (C)
财政年份：
2000
资助国家：
日本
起止时间：
2000 至 2001
项目状态：
已结题

项目摘要

Synthesis of polymers using the one electron oxidation mechanism of manganese peroxidase (MnP) produced by lignin-degrading basidiomycete, Bjerkandera adujsta, and horseradish peroxidase (HRP) was examined.First, polyguaiacol was synthesized from guaiacol by using both enzymes in 50 % aqueous solution of organic solvents. The reaction in dioxane, acetone and acetonitrile resulted in the production of DMF-insoluble products with over 60 % yield based on guaiacol added. Weight average molecular weight of the polymer, polyguaiacol, was about 1700. ^<13>C-NMR and IR spectra indicated the presence of C-C and C-O bonds and quinone structure in the polymer. MnP also gave polyguaiacol which was richer in quinine structure than HRP. Thermal analysis showed the absence of crystalline structure in the polymer. HRP polymerize phenol, ο-methoxyphenol, ο- and m-methylphenol to give their polymers.Arbutin, a glucoside substituted by hydroquinone at C1, was polymerized by MnP at the position of quinine moiety. About 35 % of arbutin added was converted to methanol-insoluble polymer. ^<13>C-NMR indicated arbutin was combined at hydroquinone moiety to give polymer whose molecular weight was estimated to be 1200. Addition of ρ-cresol to arbutin resulted in the production of the co-polymer which contained both moieties. HRP also produce this co-polymer, whereas polymerization of arbutin itself did not occur.Thus, MnP has the possibility to produce various types of polymers which can be used as functional polymers other than engineering polymers.

研究了木质素降解担子菌产生的锰过氧化物酶(MNP)和辣根过氧化物酶(HRP)的单电子氧化机理合成聚合物。在二氧六环、丙酮和乙腈中反应生成DMF不溶产物，以愈创木酚为基础，产率可达60%以上。聚愈创木酚聚合物的重平均分子量约为1700。红外光谱和核磁共振谱表明聚合物中存在C-C和C-O键以及苯醌结构。MNP还使聚愈创木酚具有比HRP更丰富的奎宁结构。热分析表明聚合物中没有结晶结构。将苯酚、ο-甲氧基苯酚、ο-甲氧基苯酚和间甲基苯酚进行聚合反应，得到它们的聚合产物。熊果苷是由对苯二酚取代的一种糖苷，在奎宁的位置上被MnP聚合。添加的熊果苷约有35%转化为不溶于甲醇的聚合物。核磁共振谱表明熊果苷是以对苯二酚基结合得到的聚合物，其相对分子质量约为1200。将ρ-甲酚添加到熊果苷中，得到了含有这两个部分的共聚聚合物。HRP也会产生这种共聚物，而熊果苷本身并不发生聚合。因此，MNP有可能产生各种类型的聚合物，这些聚合物可以用作工程聚合物以外的功能聚合物。