The Observation of the C-H center dot center dot center dot O(sp3) Hydrogen Bond in Trisialic Acid Lactone and Its Implications for Cooperative Lactonization

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题名:	The Observation of the C-H center dot center dot center dot O(sp3) Hydrogen Bond in Trisialic Acid Lactone and Its Implications for Cooperative Lactonization
作者:	Yu, YP (Yu, Yi-Ping) Chen, CS (Chen, Chien-Sheng) Lin, BC (Lin, Bo-Chao) Gervay-Hague, J (Gervay-Hague, Jacquelyn) Fang, JM (Fang, Jim-Min) Hsu, CP (Hsu, Chao-Ping) Wu, SH (Wu, Shih-Hsiung)
贡献者:	食營系
关键词:	Sialic acids Lactones Hydrogen bonds Ab initio calculations NMR spectroscopy
日期:	2009
上传时间:	2011-11-30 14:33:04 (UTC+8)
摘要:	The C-H center dot center dot center dot O(sp3) hydrogen bond in trisialic acid lactones has been examined by using long-range COSY (LRCOSY) and ab initio calculations. From an analysis of the LRCOSY spectra, (3)J correlations of (B)H(ax)(9)/(A)H(8) and (C)H(ax)(9)/(B)H(8) confirmed the existence of hydrogen-bond connections of (x+1)C(9)-(x+1)H(ax)(9)center dot center dot center dot(x)O(8). The theoretical bond energy of the hydrogen bond was estimated to be 1.0 or 1.6 kcal/mol by using two models. The acid-catalyzed cooperative lactonization of oligosialic acids can be understood in terms of the additional C-H center dot center dot center dot O(sp3) stabilization in the lactone product. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
显示于类别:	[保健營養學系 ] 期刊論文

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