Okuda Kazuhide, Ohara Satoshi, Umetsu Mitsuo, Takami Seiichi, Adschiri Tadafumi
Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, Sendai, Japan.
Bioresour Technol. 2008 Apr;99(6):1846-52. doi: 10.1016/j.biortech.2007.03.062. Epub 2007 May 30.
The aim of the study was to gain insight into the role of the each unit of lignin in the formation of products. Glycerol, guaiacol, the mixture of glycerol and guaiacol (Gly&Gua), and guaiacylglycerol-beta-guaiacyl ether (GGGE) were used as lignin model compounds to study fragmentation of lignin in an excess of water and p-cresol at 400 degrees C. The products have been analyzed employing gas chromatography (GC)-mass spectrometer (MS) and gas chromatography-frame ionization detector for qualitative and quantitative analysis. GC-MS analysis indicated that phenol, o-cresol, methyl-anisole, di-methyl-phenol, ethyl-methyl-phenol, 2-(hydroxy-benzyl)-4-methyl-phenol (BMP) and 2-(2-hydroxy-5-methyl-benzyl)-4-methyl-phenol were formed. The products were similar to the products by the fragmentation of lignin. The products, except o-cresol, were primarily derived from glycerol and/or guaiacol. We also found that the amount of BMP derived from GGGE, which has glycerol unit and guaiacol unit in its structure, is much more than that derived from Gly&Gua. The increase of the BMP yield by reaction with GGGE compared with (glycerol and/or guaiacol) indicates that guaiacylglycerol unit with linkage of Gly&Gua plays an important role in the formation of BMP and also it is suggested that the BMP formation from GGGE has pathways other than that from Gly&Gua.
该研究的目的是深入了解木质素各单元在产物形成中的作用。甘油、愈创木酚、甘油与愈创木酚的混合物(Gly&Gua)以及愈创木基甘油-β-愈创木基醚(GGGE)被用作木质素模型化合物,以研究木质素在400℃过量水和对甲酚中的碎片化情况。采用气相色谱(GC)-质谱仪(MS)和气相色谱-火焰离子化检测器对产物进行了定性和定量分析。GC-MS分析表明,生成了苯酚、邻甲酚、甲基苯甲醚、二甲基苯酚、乙基甲基苯酚、2-(羟基苄基)-4-甲基苯酚(BMP)和2-(2-羟基-5-甲基苄基)-4-甲基苯酚。这些产物与木质素碎片化产生的产物相似。除邻甲酚外,这些产物主要来源于甘油和/或愈创木酚。我们还发现,结构中含有甘油单元和愈创木酚单元的GGGE衍生的BMP量远多于Gly&Gua衍生的BMP量。与(甘油和/或愈创木酚)相比,与GGGE反应导致BMP产率增加,这表明具有Gly&Gua连接的愈创木基甘油单元在BMP形成中起重要作用,并且还表明GGGE形成BMP的途径不同于Gly&Gua形成BMP的途径。