Characterization of D-glucaric acid using NMR, X-ray crystal structure, and MM3 molecular modeling analyses
Characterization of D-glucaric acid using NMR, X-ray crystal structure, and MM3 molecular modeling analyses
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DOI：
10.1016/j.carres.2011.08.016
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发表时间：
2011-11-29
影响因子：
3.1
通讯作者：
Kiely, Donald E.
中科院分区：
文献类型：
--
作者：
Denton, Travis T.;Hardcastle, Kenneth I.;Kiely, Donald E.
通过比较来自同位素未标记的分子与来自用氘或碳-13原子标记的D-葡糖二酸的那些的NMR光谱，来表征溶液中的D-葡糖二酸。NMR研究为分子的所有碳原子和非羟基质子提供了明确的归属。通过X射线衍射技术获得D-葡糖二酸的晶体结构，并且该结构与采用MM 3分子力学程序的基于蒙特-卡罗的搜索协议产生的低能构象紧密匹配。该分子在晶体结构和计算产生的最低能量结构中都采用了弯曲结构，这种构象没有不稳定的1，3-羟基相互作用。(C)2011爱思唯尔有限公司版权所有。
D-Glucaric acid was characterized in solution by comparing NMR spectra from the isotopically unlabeled molecule with those from D-glucaric acid labeled with deuterium or carbon-13 atoms. The NMR studies provided unequivocal assignments for all carbon atoms and non-hydroxyl protons of the molecule. The crystal structure of D-glucaric acid was obtained by X-ray diffraction techniques and the structure was a close match to the low energy conformation generated from a Monte-Carlo-based searching protocol employing the MM3 molecular mechanics program. The molecule adopts a bent structure in both the crystalline and computationally generated lowest-energy structure, a conformation that is devoid of destabilizing eclipsed 1,3-hydroxyl interactions. (C) 2011 Elsevier Ltd. All rights reserved.