Document Type
Journal Article
Department/Unit
Department of Chemistry
Title
Appending zinc tetraphenylporphyrin with an amine receptor at β-pyrrolic carbon for designing a selective histamine chemosensor
Language
English
Abstract
Adopting the rarely used β-functionalisation strategy in porphyrin-based sensor design, an amine receptive site is appended onto the zinc(II) porphyrin molecular framework affording a ditopic chemosensor 4. The assembled chemosensor interacts selectively with histamine in toluene via a 'two-site' binding mode. Association constant of the complex evaluated from the respective UV-vis spectra is found to be (2.32 ± 0.57) × 106, which is approximately 4-fold greater than those complexes derived from 4 and nicotine/histidine. On the basis of a combined spectroscopic method and molecular modelling, the binding model of the porphyrin host and biogenic guest molecules is established. Our results clearly demonstrate the viability of the design and development of the porphyrin-based chemosensor by appending a receptor at the β-pyrrolic carbon of the porphyrin scaffold. © 2010 Taylor & Francis.
Keywords
β-functionalisation, Ditopic chemosensor, Histamine sensing, Zinc tetraphenylporphyrin
Publication Date
2010
Source Publication Title
Supramolecular Chemistry
Volume
22
Issue
2
Start Page
122
End Page
129
Publisher
Taylor & Francis
DOI
10.1080/10610270903377349
Link to Publisher's Edition
ISSN (print)
10610278
ISSN (electronic)
10290478
Recommended Citation
Guo, Qian-Ni, Zao-Ying Li, Wing-Hong Chan, Kai-Chung Lau, and Maxwell J. Crossley. "Appending zinc tetraphenylporphyrin with an amine receptor at β-pyrrolic carbon for designing a selective histamine chemosensor." Supramolecular Chemistry 22.2 (2010): 122-129.