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对 N-对硝基苯基-α-D-核糖吡喃糖胺、N-对硝基苯基-α-D-木糖吡喃糖胺的晶体结构和固态 13C NMR 分析,以及对 N-对硝基苯基-2,3,4-三-O-乙酰基-β-D-来苏糖吡喃糖胺和 N-对硝基苯基-2,3,4-三-O-乙酰基-α-L-阿拉伯吡喃糖胺的固态 13C NMR 分析。

Crystal structure and solid-state 13C NMR analysis of N-p-nitrophenyl-alpha-D-ribopyranosylamine, N-p-nitrophenyl-alpha-D-xylopyranosylamine, and solid-state 13C NMR analysis of N-p-nitrophenyl-2,3,4-tri-O-acetyl-beta-D-lyxopyranosylamine and N-p-nitrophenyl-2,3,4-tri-O-acetyl-alpha-L-arabinopyranosylamine.

作者信息

Temeriusz Andrzej, Gubica Tomasz, Rogowska Paulina, Paradowska Katarzyna, Cyrański Michał K

机构信息

Department of Chemistry, Warsaw University, Pasteura 1, Warszawa 02-093, Poland.

出版信息

Carbohydr Res. 2005 Dec 12;340(17):2645-53. doi: 10.1016/j.carres.2005.09.009. Epub 2005 Sep 29.

DOI:10.1016/j.carres.2005.09.009
PMID:16199023
Abstract

The X-ray diffraction analysis of N-p-nitrophenyl-alpha-D-ribopyranosylamine (1) and N-p-nitrophenyl-alpha-D-xylopyranosylamine (2) was performed. It was found that an independent part of the unit cell of compound 1 is formed by three molecules of sugar whereas the crystals of compound 2 have one molecule in the independent part of the crystal unit cell. Additionally, 1 crystallizes with one molecule of water. The solvent molecule forms an extensive hydrogen bond network with the hydroxyl groups of the sugar, and this efficiently stabilizes the crystal lattice. Contrary to 2, the sugar moieties of 1 adopt the 1C4 conformation. In the spectra of 2, N-p-nitrophenyl-2,3,4-tri-O-acetyl-beta-D-lyxopyranosylamine and N-p-nitrophenyl-2,3,4-tri-O-acetyl-alpha-L-arabinopyranosylamine the number of resonances does not exceed the number of carbon atoms in the molecules, thus indicating no polymorphism. In the spectrum of (1) the signals are split, confirming the presence of three independent molecules in the crystal unit cell.

摘要

对N -对硝基苯基-α-D-核糖吡喃糖胺(1)和N -对硝基苯基-α-D-木糖吡喃糖胺(2)进行了X射线衍射分析。结果发现,化合物1晶胞的独立部分由三个糖分子构成,而化合物2的晶体在晶体晶胞的独立部分含有一个分子。此外,1与一个水分子一起结晶。溶剂分子与糖的羟基形成广泛的氢键网络,这有效地稳定了晶格。与2相反,1的糖部分采取1C4构象。在2、N -对硝基苯基-2,3,4-三-O-乙酰基-β-D-来苏糖吡喃糖胺和N -对硝基苯基-2,3,4-三-O-乙酰基-α-L-阿拉伯吡喃糖胺的光谱中,共振峰的数量不超过分子中碳原子的数量,因此表明不存在多晶型现象。在(1)的光谱中,信号发生分裂,证实晶体晶胞中存在三个独立的分子。

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