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通过固相微萃取-高效液相色谱联用技术测定芳香族化合物与β-环糊精形成的包合物的化学计量比和结合常数。

Determining the stoichiometry and binding constants of inclusion complexes formed between aromatic compounds and beta-cyclodextrin by solid-phase microextraction coupled to high-performance liquid chromatography.

作者信息

Chalumot Guillaume, Yao Cong, Pino Verónica, Anderson Jared L

机构信息

Department of Chemistry, The University of Toledo, Toledo, OH 43606, USA.

出版信息

J Chromatogr A. 2009 Jul 3;1216(27):5242-8. doi: 10.1016/j.chroma.2009.05.017. Epub 2009 May 15.

DOI:10.1016/j.chroma.2009.05.017
PMID:19486985
Abstract

The complexation of native beta-cyclodextrin (CD) and seven aromatic compounds, namely, phenetole, toluene, m-xylene, naphthalene, biphenyl, fluorene and phenanthrene, has been studied for first time utilizing a solid-phase microextraction (SPME)-high-performance liquid chromatography (HPLC) method. The stoichiometries of the analyte:beta-CD complexes were found to be either 1:1 or 1:2. The formation of 1:2 complexes was confirmed for naphthalene, biphenyl, fluorene, and phenanthrene only when utilizing relatively high concentrations of beta-CD (up to 6.6 mM). The 1:2 stoichiometries were confirmed using the classical modified Benesi-Hildebrand (BH) method. The calculated binding constants for 1:1 stoichiometries (K(1)) using the SPME method varied from 115.3M(-1) for toluene to 3510 M(-1) for phenanthrene, whereas the corresponding values to the 1:2 stoichiometries (K(3)) varied from 7.30 x 10(5) M(-2) for biphenyl to 9.03 x 10(6)M(-2) for naphthalene.

摘要

首次利用固相微萃取(SPME)-高效液相色谱(HPLC)方法研究了天然β-环糊精(CD)与七种芳香族化合物(即苯乙醚、甲苯、间二甲苯、萘、联苯、芴和菲)的络合作用。分析物与β-环糊精络合物的化学计量比为1:1或1:2。仅当使用相对较高浓度的β-环糊精(高达6.6 mM)时,才证实萘、联苯、芴和菲形成了1:2络合物。使用经典的改良贝内西-希尔德布兰德(BH)方法证实了1:2的化学计量比。使用SPME方法计算的1:1化学计量比(K(1))的结合常数从甲苯的115.3M⁻¹到菲的3510 M⁻¹不等,而1:2化学计量比(K(3))的相应值从联苯的7.30×10⁵ M⁻²到萘的9.03×10⁶ M⁻²不等。

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