一种测量疏水性有机化学品膜-水分配系数的新方法：与1-辛醇-水分配的比较。

A novel method for measuring membrane-water partition coefficients of hydrophobic organic chemicals: comparison with 1-octanol-water partitioning.

作者信息

Gobas F A, Lahittete J M, Garofalo G, Shiu W Y, Mackay D

机构信息

Department of Chemical Engineering and Applied Chemistry, University of Toronto, Ontario, Canada.

出版信息

J Pharm Sci. 1988 Mar;77(3):265-72. doi: 10.1002/jps.2600770317.

DOI:10.1002/jps.2600770317

PMID:3373432

Abstract

A novel method of measuring membrane-water partitioning characteristics of very hydrophobic organic chemicals is described. Partition coefficients are reported for a series of halogenated aromatic hydrocarbons of varying molar volume between water and L-a-phosphatidylcholine dimyristoyl (DMPC) membrane vesicles and two solvents, n-hexane and 1-octanol. The results indicate that n-hexane and 1-octanol are satisfactory surrogates for DMPC membranes for chemicals with 1-octanol-water partition coefficients (log KOW) less than 5.5 or molar volumes less than 230 cm3/mol. Chemicals with higher log KOW or molar volume values display marked differences in membrane-water, 1-octanol-water, and n-hexane-water partitioning. Implications for lipid- and organism-water partitioning of hydrophobic chemicals are discussed.

摘要

本文描述了一种测量极疏水有机化学品膜-水分配特性的新方法。报告了一系列不同摩尔体积的卤代芳烃在水与L-α-磷脂酰胆碱二肉豆蔻酰（DMPC）膜囊泡以及两种溶剂正己烷和1-辛醇之间的分配系数。结果表明，对于1-辛醇-水分配系数（log KOW）小于5.5或摩尔体积小于230 cm³/mol的化学品，正己烷和1-辛醇是DMPC膜的满意替代物。具有较高log KOW或摩尔体积值的化学品在膜-水、1-辛醇-水和正己烷-水分配方面表现出显著差异。讨论了疏水性化学品在脂质和生物体与水之间分配的影响。