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醇类引发的界面脱水:醇类与磷脂的氢键作用

Interfacial dehydration by alcohols: hydrogen bonding of alcohols to phospholipids.

作者信息

Chiou J S, Kuo C C, Lin S H, Kamaya H, Ueda I

机构信息

Department of Anesthesia, University of Utah School of Medicine and Anesthesia Service, Salt Lake City.

出版信息

Alcohol. 1991 Mar-Apr;8(2):143-50. doi: 10.1016/0741-8329(91)91323-t.

DOI:10.1016/0741-8329(91)91323-t
PMID:2064754
Abstract

The interaction between alcohols (ethanol and n-butanol) and dipalmitoylphosphatidylcholine (DPPC) in carbon tetrachloride was studied by Fourier transform infrared spectroscopy (FTIR). Upon addition of the alcohols, the P = O stretching band of DPPC at 1260 cm-1 shifted to lower frequency (red-shift). The red-shift indicates that the P = O vibration became slower possibly because the heavier alcohol molecules replaced the water molecules hydrogen bonded to the PO2 moiety. The formation constants between the PO2 group and ethanol or n-butanol (n-butanol data in parenthesis) were 19.0 M-1 (7.1 M-1) when estimated from the spectral change. A new absorbance peak appeared at 3265 cm-1 (3275 cm-1) representing the DPPC-alcohol complex. The formation constant of this complex was also 19.0 M-1 (7.1 M-1). The identical formation constant suggests that the DPPC-alcohol complex was formed at the PO2 moiety of DPPC with hydrogen bonding to the alcohol OH. At higher alcohol concentrations, the absorbance peak of DPPC-alcohol complex shifted to 3225 cm-1 (3235 cm-1). Apparently, the lower frequency shift at higher alcohol concentration occurred by the formation of alcohol multimers (dimer, trimer, and tetramer) interacting with DPPC.

摘要

采用傅里叶变换红外光谱(FTIR)研究了四氯化碳中醇类(乙醇和正丁醇)与二棕榈酰磷脂酰胆碱(DPPC)之间的相互作用。加入醇类后,DPPC在1260 cm-1处的P = O伸缩带向低频移动(红移)。红移表明P = O振动变慢,这可能是因为较重的醇分子取代了与PO2部分氢键结合的水分子。根据光谱变化估算,PO2基团与乙醇或正丁醇(括号内为正丁醇数据)之间的形成常数分别为19.0 M-1(7.1 M-1)。在3265 cm-1(3275 cm-1)处出现了一个新的吸收峰,代表DPPC - 醇复合物。该复合物的形成常数也为19.0 M-1(7.1 M-1)。相同的形成常数表明DPPC - 醇复合物是在DPPC的PO2部分形成的,通过与醇的OH形成氢键。在较高醇浓度下,DPPC - 醇复合物的吸收峰移至3225 cm-1(3235 cm-1)。显然,在较高醇浓度下较低的频率移动是由于与DPPC相互作用的醇多聚体(二聚体、三聚体和四聚体)的形成。

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Interfacial dehydration by alcohols: hydrogen bonding of alcohols to phospholipids.醇类引发的界面脱水:醇类与磷脂的氢键作用
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