Insights into the structure of cutin and cutan from Agave americana leaf cuticle using HRMAS NMR spectroscopy

Insights into the structure of cutin and cutan from Agave americana leaf cuticle using HRMAS NMR spectroscopy
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DOI:
10.1016/j.orggeochem.2005.02.005
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发表时间:
2005-01-01
影响因子:
3
通讯作者:
Hatcher, PG
Hatcher, PG
中科院分区:
地球科学3区
文献类型:
--
作者:
Deshmukh, AP;Simpson, AJ;Hatcher, PG

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本文通过使用一维和二维高分辨率魔角自旋(HRMAS)NMR光谱技术,以及来自固态C-13交叉极化魔角自旋(CPMAS)和Bloch衰变NMR光谱的附加信息,描述了来自龙舌兰(Agave americana)叶角质层的角质层和角质层/角质层混合物的结构。角质/角质层混合物中的角质层被发现含有酯官能团,与以前的降解方法一致。此外,在角质中还观察到环氧基团、游离伯醇和羧酸基团。一个重要的新发现是角质中α-支链脂肪酸/酯的证据。胶膜主要具有游离伯羟基以及长链羧酸,其先前已预测与三羟基化苯单元形成酯键。另一个重要的发现是在胶中发现了苯羧酸与脂肪醇的酯键。胶膜中的长链多亚甲基基团表现出与在土壤有机质中观察到的相似的高度结晶性。(c)2005爱思唯尔有限公司保留所有权利。
The structure of cutan, and a cutin/cutan mixture from the Agave americana leaf cuticle is herein described by use of the technique of one and two-dimensional high-resolution magic angle spinning (HRMAS) NMR spectroscopy, with added information from solid-state C-13 cross-polarization magic angle spinning (CPMAS) and Bloch decay NMR spectroscopy. Cutin in the cutin/cutan mixture is found to contain ester functionalities, in line with previous degradative approaches. Furthermore, epoxy groups, free primary alcohols and carboxylic acid groups are also observed in cutin. A significant new finding is the evidence for alpha-branched fatty acids/esters in cutin. Cutan has mainly free primary hydroxyls, as well as long-chain carboxylic acids, which have been previously predicted to form ester linkages with trihydroxylated benzene units. Another significant finding in cutan is the evidence for benzenecarboxylic acids that are ester linked with fatty alcohols. The long-chain polymethylenic groups in cutan are shown to express a high degree of crystallinity similar to that observed in soil organic matter. (c) 2005 Elsevier Ltd. All rights reserved.