Study on the inclusion behavior between meso-tetrakis[4-(3-pyridiniumpropoxy)phenyl]prophyrin tetrakisbromide and beta-cyclodextrin derivatives in aqueous solution

Wen-Ge Qiu; Zong-Feng Li; Guang-Mei Bai; Sheng-Nan Meng; Hong-Xing Dai; Hong He

doi:10.1016/j.saa.2006.06.006

Study on the inclusion behavior between meso-tetrakis[4-(3-pyridiniumpropoxy)phenyl]prophyrin tetrakisbromide and beta-cyclodextrin derivatives in aqueous solution

Spectrochim Acta A Mol Biomol Spectrosc. 2007 Apr;66(4-5):1189-93. doi: 10.1016/j.saa.2006.06.006. Epub 2006 Jun 22.

Authors

Wen-Ge Qiu¹, Zong-Feng Li, Guang-Mei Bai, Sheng-Nan Meng, Hong-Xing Dai, Hong He

Affiliation

¹ Department of Chemical Science and Engineering, College of Environmental and Energy Engineering, Beijing University of Technology, Beijing 100022, PR China. qiuwenge@bjut.edu.cn

PMID: 17251055
DOI: 10.1016/j.saa.2006.06.006

Abstract

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.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Kinetics
Magnetic Resonance Spectroscopy
Molecular Conformation
Porphyrins / chemistry*
Pyridinium Compounds / chemistry*
Solutions
Spectrophotometry, Ultraviolet
beta-Cyclodextrins / chemistry*

Substances

Porphyrins
Pyridinium Compounds
Solutions
beta-Cyclodextrins
meso-tetrakis(4-(3-pyridiniumpropoxy)phenyl)prophyrin tetrakisbromide
betadex