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松木木质素中二芳基醚结构(4-O-5结构)的核磁共振归属

NMR Assignment for Diaryl Ether Structures (4-O-5 Structures) in Pine Wood Lignin.

作者信息

Li Yanding, Akiyama Takuya, Yokoyama Tomoya, Matsumoto Yuji

机构信息

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

Japan Science and Technology Agency (JST), PRESTO, Kawaguchi, Saitama 332-0012, Japan.

出版信息

Biomacromolecules. 2016 Jun 13;17(6):1921-9. doi: 10.1021/acs.biomac.6b00257. Epub 2016 Apr 26.

DOI:10.1021/acs.biomac.6b00257
PMID:27077315
Abstract

A 4-O-5-tetramer lignin model compound carrying β-O-4 linkages on each of the side-chain moieties was synthesized, as well as 4-O-5-coupled dehydrodiconiferyl alcohol. By comparison with their NMR data, two cross-signals in the HSQC spectrum of pine milled wood lignin recorded in DMSO-d6 were assigned to H2/C2 and H6/C6 correlations on the aromatic rings of 4-O-5-linked units. Although the H2/C2 correlation peak appeared in the same region as syringyl units, nitrobenzene oxidation of the pine lignin did not yield any syringyl-type product, but did release a 4-O-5-type product.

摘要

合成了一种在每个侧链部分均带有β-O-4键的4-O-5-四聚体木质素模型化合物,以及4-O-5-偶联脱氢松柏醇。通过与它们的核磁共振数据进行比较,在氘代二甲亚砜(DMSO-d6)中记录的松树磨木木素的异核单量子相干谱(HSQC)中的两个交叉信号被指定为4-O-5连接单元芳环上的H2/C2和H6/C6相关性。尽管H2/C2相关峰出现在与紫丁香基单元相同的区域,但松树木素的硝基苯氧化没有产生任何紫丁香基型产物,而是释放出一种4-O-5型产物。

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