DFRC method for lignin analysys.: 1.: New method for βaryl ether cleavage:: Lignin model studies

DFRC method for lignin analysys.: 1.: New method for βaryl ether cleavage:: Lignin model studies
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DOI:
10.1021/jf970539p
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发表时间:
1997-12-01
影响因子:
6.1
通讯作者:
Ralph, J
Ralph, J
中科院分区:
农林科学1区
文献类型:
--
作者:
Lu, FC;Ralph, J

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描述了一种选择性和有效地裂解木质素中芳基甘油-β-芳基(β-O-4)醚键的新方法,并将其应用于几种木质素β-醚模型。术语“DFRC”是为衍生化随后还原裂解而创造的。衍生化,伴随着细胞壁溶解,是用乙酰溴(AcBr)完成的;所产生的β-溴醚的还原裂解利用锌在乙酸中。通过NMR、CC-MS和GC保留时间与真实化合物的比较,鉴定了DFRC法β-醚裂解产生的降解单体4-乙酰氧基肉桂基乙酸酯。在本研究中使用的条件下,所有模型的β-醚键都以非常高的产率(> 92%)裂解。DFRC方法产生比替代水解方法更简单的单体混合物,具有更高的产率。由于该方法相对简单、条件温和、选择性好,应成为木质素表征的有力分析方法。
A new method for selective and efficient cleavage of arylglycerol-beta-aryl (beta-O-4) ether linkages in lignins is described and applied to several Lignin beta-ether models. The term "DFRC" was coined for derivatization followed by reductive cleavage. Derivatization, accompanied by cell wall solubilization, is accomplished with acetyl bromide (AcBr); reductive cleavage of resulting beta-bromo ethers utilizes zinc in acetic acid. Degradation monomers, 4-acetoxycinnamyl acetates, from beta-ether cleavage by the DFRC method were identified by NMR, CC-MS, and comparison of GC retention times with authentic compounds. Under the conditions used in this study, the beta-ether linkage of all models was cleaved in very high (> 92%) yield. The DFRC method produces simpler mixtures of monomers with higher yields than alternative hydrolytic methods. Because of its relative simplicity, mild conditions, and exceptional selectivity, this method should become a powerful analytical method for lignin characterization.