Facile enzymatic Cγ-acylation of lignin model compounds

Facile enzymatic Cγ-acylation of lignin model compounds
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DOI:
10.1016/j.catcom.2019.105919
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发表时间:
2020-03-01
影响因子:
3.7
通讯作者:
Kabel, Mirjam A.
Kabel, Mirjam A.
中科院分区:
化学3区
文献类型:
--
作者:
Hilgers, Roelant;Vincken, Jean-Paul;Kabel, Mirjam A.

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简单的β - o -4'连接二聚体模型化合物通常作为底物来模拟酶或化学处理中木质素的反应性。这些模型模拟了木质素中规则的β - o -4‘键的结构和反应性,但不太适合预测酰基化的β - o -4’亚结构的反应性,这些亚结构在各种木质素中都很丰富。本研究以对香豆酸、对羟基苯甲酸、肉桂酸和乙酸为酰基给体,采用脂肪酶催化一步酰化一种市售木质素模型化合物。这个简单的过程可以获得新的和相关的木质素模型化合物在毫克级,简单的纯化产物和未反应的底物。
Simple beta-O-4' linked dimeric model compounds are often targeted as substrate to mimic the reactivity of lignin in enzymatic or chemical treatments. These models mimic the structure and reactivity of regular beta-O-4' linkages in lignin, but are less suitable to predict the reactivity of acylated beta-O-4' substructures, which are abundant in various types of lignin. Here, we present a one-step lipase-catalyzed acylation of a commercially available lignin model compound with p-coumaric acid, p-hydroxybenzoic acid, cinnamic acid and acetic acid as acyl donors. This facile procedure allows to obtain new and relevant lignin model compounds at milligram scale, with simple purification of products and unreacted substrate.