Study on the supramolecular systems of 5-(2-hydroxy phenyl)-10,15,20-tris (4-methoxy phenyl) porphyrin with cyclodextrins

In neutral phosphate buffer solutions of pH 7.4, the inclusive complexation of 5-(2-hydroxy phenyl)-10,15,20-tris(4-methoxy phenyl) porphyrin ( o-HTPP) with α-cyclodextrin (α-CD), β-CD, heptakis (2,3,6-tri- O-methyl)-β-CD (TM-β-CD), SBE-β-CD, HP-β-CD and γ-CD has been examined by means of UV–vis and...

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Published in:Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy Molecular and biomolecular spectroscopy, 2007-03, Vol.66 (3), p.594-598
Main Authors: Kong, Ling-hong, Guo, Yu-jing, Li, Xiao-xiang, Pan, Jing-hao
Format: Article
Language:English
Subjects:
Absorption spectroscopy
alpha-Cyclodextrins - chemistry
beta-Cyclodextrins - chemistry
Cyclodextrins
Cyclodextrins - chemistry
Fluorescence spectroscopy
Kinetics
Magnetic Resonance Spectroscopy
Molecular Conformation
Nuclear magnetic resonance (NMR)
Porphyrin
Porphyrins - chemistry
Spectrometry, Fluorescence
Spectrophotometry, Ultraviolet
Supramolecular systems
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Summary:In neutral phosphate buffer solutions of pH 7.4, the inclusive complexation of 5-(2-hydroxy phenyl)-10,15,20-tris(4-methoxy phenyl) porphyrin ( o-HTPP) with α-cyclodextrin (α-CD), β-CD, heptakis (2,3,6-tri- O-methyl)-β-CD (TM-β-CD), SBE-β-CD, HP-β-CD and γ-CD has been examined by means of UV–vis and fluorescence spectroscopy. The formation of inclusion complexes has been confirmed on the base of changes of spectroscopy properties. The o-HTPP forms 1:2 inclusion complexes with TM-β-CD and 1:1 inclusion complexes with the other five cyclodextrins. The formation constants ( K) of o-HTPP for the formation of the inclusion complexes have been estimated from the absorbance and fluorescence intensity changes in neutral phosphate buffer solutions. The K value (2.89 × 10 7), which is the formation constant for the formation of the 1:2 inclusion supramolecular, is nearly 10 4 times than those of the 1:1 inclusion complexes. Compared to the other five cyclodextrins, the strongest inclusion ability of TM-β-CD can be explained that the hydrogen bond plays significant role in the inclusion process. UV–vis experiments also showed that the cavity of TM-β-CD causes the transform of the state of o-HTPP. In addition 1H NMR data and 2D-ROSEY NMR spectra support the inclusion conformation of the o-HTPP-CD supramolecular system, indicating the interaction mechanism of inclusion processes.
ISSN:1386-1425
DOI:10.1016/j.saa.2006.04.001