期刊
HOLZFORSCHUNG
卷 75, 期 8, 页码 773-777出版社
WALTER DE GRUYTER GMBH
DOI: 10.1515/hf-2020-0216
关键词
beta-O-4 linkage; condensed structures; dehydrogenative polymer; deuterium; lignin-carbohydrate complex; thioacidolysis
资金
- Japan Society for the Promotion of Science [18H03959]
- Grants-in-Aid for Scientific Research [18H03959] Funding Source: KAKEN
The research indicates that compared to LM, LCCM is less likely to form condensed structures, possibly due to steric hindrance from carbohydrates at the benzylic position.
Lignin is thought to be covalently bound to carbohydrates like hemicellulose during biosynthesis to forma lignin-carbohydrate complex (LCC). However, successive polymerisation with monolignols after the formation of LCC has not yet been clarified. To investigate the reaction of LCC, its enzymatic dehydrogenative polymerisation was conducted using deuterium-labelled coniferyl alcohol and model compounds, i.e., a lignin model (beta-O-4 dimer model) compound (LM) and an LCC model (benzyl ether type) compound (LCCM). The obtained polymers (DHPs) were methylated and subjected to thioacidolysis, and the degradation products were quantified by gas chromatographymass spectrometry (GC-MS). The results showed that the amount of coniferyl alcohol connected to the LCCM via beta-O-4 binding was almost the same as that bound to the LM. However, the amount of unreacted LCCM was larger than that of LM, suggesting that the LCCM is less likely to form condensed structures, i.e., 5-5, beta-5, and 4-O-5 structures. This could be due to the steric hindrance of the carbohydrate at the benzylic position.
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