Study on the inclusion behavior between meso-tetrakis[4-(3-pyridiniumpropoxy)phenyl]prophyrin tetrakisbromide and beta-cyclodextrin derivatives in aqueous solution.
The interaction of a cationic water-soluble porphyrin, 5,10,15,20-tetrakis[4-(3-pyridiniumpropoxy)phenyl]prophyrin tetrakisbromide (TPPOC3Py), with beta-CD and HP-beta-CD in aqueous solution has been studied by UV-vis, 1H NMR, 2D-NOESY and MALDI-TOF MS, and it reveals that a stable 1:1 inclusion complex between TPPOC3Py and HP-beta-CD or beta-CD has formed, in which one of the meso substituents of porphyrin ring has deeply penetrated through the cavity of HP-beta-CD from secondary face. The inclusion constants of the complexes of TPPOC3Py-beta-CD and TPPOC3Py-HP-beta-CD are (1.6+/-0.2)x10(3) M-1 and (8.9+/-0.4)x10(4) M-1, respectively.
Qiu
Wen-Ge
WG
Department of Chemical Science and Engineering, College of Environmental and Energy Engineering, Beijing University of Technology, Beijing 100022, PR China. qiuwenge@bjut.edu.cn
Li
Zong-Feng
ZF
Bai
Guang-Mei
GM
Meng
Sheng-Nan
SN
Dai
Hong-Xing
HX
He
Hong
H
D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D011166:Porphyrins / Q000737:chemistry*; D011726:Pyridinium Compounds / Q000737:chemistry*; D012996:Solutions; D013056:Spectrophotometry, Ultraviolet; D047392:beta-Cyclodextrins / Q000737:chemistry*
D011166:Porphyrins; D011726:Pyridinium Compounds; D012996:Solutions; D047392:beta-Cyclodextrins; C519788:meso-tetrakis(4-(3-pyridiniumpropoxy)phenyl)prophyrin tetrakisbromide; C031215:betadex