Effects of a Biologically Relevant Antioxidant on the Dehydrogenative Polymerization of Coniferyl Alcohol

Effects of a Biologically Relevant Antioxidant on the Dehydrogenative Polymerization of Coniferyl Alcohol
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DOI:
10.1021/bm800704k
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发表时间:
2008-12-01
期刊:
影响因子:
6.2
通讯作者:
Zhang, Liming
Zhang, Liming
中科院分区:
化学2区
文献类型:
--
作者:
Holmgren, Anders;Henriksson, Gunnar;Zhang, Liming

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脱氢聚合物(DHP或合成木质素)的合成从松柏醇通过酶促氧化在抗坏血酸的存在下,以研究其结构上的抗氧化剂的潜在影响。通过(13)C NMR对特定的单元间亚结构(β-O-4 '、β-β'和β-5 ')进行定量,其显示了与没有这种抗氧化剂的对照合成相比,抗坏血酸如何改变它们的量,特别是通过增加β-O-4'亚结构的量。抗坏血酸的作用随浓度的增加而增强。令人惊讶的是,没有观察到对合成木质素的尺寸的影响,如通过尺寸排阻色谱法测定的。化学的这种抗氧化剂的作用在分解聚合和潜在的生物意义(细胞壁木质化),这些观察进行了讨论。
Dehydrogenation polymers (DHPs or synthetic lignins) were synthesized from coniferyl alcohol by enzymatic oxidation in the presence of ascorbic acid to study the potential effects of an antioxidant upon their structure. Specific interunit substructures (beta-O-4', beta-beta', and beta-5') were quantified by (13)C NMR, which showed how ascorbic acid altered their amounts compared with control syntheses without this antioxidant, especially by increasing the amount of beta-O-4' substructures. The effect of ascorbic acid increased with its concentration. Surprisingly, no influence on the sizes of the synthetic lignins, as determined by size exclusion chromatography, was observed. The chemistry of this antioxidant effect during dehydrogenative polymerization and the potential biological significance (cell wall lignification) of these observations are discussed.