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Studies on the non‐covalent interactions between cyclodextrins and aryl alkanol piperazine derivatives by mass spectrometry and fluorescence spectroscopy
Author(s) -
Chu YanQiu,
Dai XinHua,
Jiang Dan,
Jiang GongYu,
Fang Xiang,
Ding ChuanFan
Publication year - 2010
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.4622
Subject(s) - chemistry , electrospray ionization , mass spectrometry , covalent bond , titration , fluorescence , fluorescence spectroscopy , analytical chemistry (journal) , piperazine , dissociation (chemistry) , electrospray , fluorescence spectrometry , crystallography , spectroscopy , chromatography , organic chemistry , physics , quantum mechanics
The non‐covalent complexes of α‐ and β‐cyclodextrins (α‐, β‐CDs) with two aryl alkanol piperazine derivatives (Pipe I and Pipe II) have been studied by electrospray ionization mass spectrometry (ESI‐MS) and fluorescence spectroscopy. The ESI‐MS experimental results demonstrated that Pipe I can conjugate to β‐CD and form 1:1 or 1:2 stoichiometric non‐covalent complexes, and Pipe II can only form 1:1 complexes with α‐ or β‐CD. Fluorescence spectra indicated that the fluorescence intensities of Pipe I and Pipe II can be enhanced by increasing the content of β‐CD. The mass spectrometric titration experiments showed that the dissociation constants K d 1 were 5.77 and 9.52 × 10 −4 mol L −1 for the complexes of α‐CD with Pipe I and Pipe II, respectively, revealing that the binding of α‐CD‐Pipe I was stronger than α‐CD‐Pipe II. The K d 1 and K d 2 values were 9.81 × 10 −4 mol L −1 and 1.11 × 10 −7 (mol L −1 ) 2 for 1:1 and 1:2 complexes of Pipe I with β‐CD, respectively. The K d values obtained from fluorescence spectroscopy were in agreement with those from ESI‐MS titration. Copyright © 2010 John Wiley & Sons, Ltd.