Metal–organic polyhedra for selective sensing of ribonucleosides through the cooperation of hydrogen-bonding interactions
Authors:
- 23 July 2010
- journal article
- Published by Royal Society of Chemistry (RSC) in Dalton Transactions
- Vol. 39 (33) , 7727-7732
Abstract
The fluorescence recognition of octahedral nanocages M-QT1 (M = Co, Zn) and metallotricycle Pd-QD, that are comprised of luminescence active quinoline groups and several kinds of amide groups, on ribonucleosides was investigated. The amide groups located on the opening windows or inner surface of the polyhedra and polygon, respectively, providing special environments for the size or shape-selective dynamic molecular recognition and amplified the guest-bonding events to produce a measurable output. While the participation of the active CH moiety in hydrogen bonding interactions corresponding to these amide groups caused the M-QT1 polyhedra to exhibit selectivity towards cytidine over other ribonucleosides, the possible two-fold hydrogen bonding interactions between the nucleosides and the amide groups in Pd-QD made the tricycle show a uridine-specific response. All these results demonstrated that these metal–organic architectures having amide groups and functionalized moieties are potential luminescence chemosensors for the selective sensing of special ribonucleosides, through modifying the hydrogen-bonding interactions.Keywords
This publication has 58 references indexed in Scilit:
- Spin Crossover by EncapsulationJournal of the American Chemical Society, 2009
- A truncated octahedral nanocage for fluorescent detection of nucleosideDalton Transactions, 2008
- Highly Selective Photomediated 1,4‐Radical Addition to o‐Quinones Controlled by a Self‐Assembled CageAngewandte Chemie International Edition, 2008
- Highly Selective Recognition of Adenine Nucleobases by Synthetic Hosts with a Linked Five‐Six‐Five‐Membered Triheteroaromatic Structure and the Application to Potentiometric Sensing of the Adenine NucleotideChemistry – A European Journal, 2006
- Diels-Alder in Aqueous Molecular Hosts: Unusual Regioselectivity and Efficient CatalysisScience, 2006
- Folding a De Novo Designed Peptide into an α‐Helix through Hydrophobic Binding by a Bowl‐Shaped HostAngewandte Chemie International Edition, 2005
- New Fluorescence PET Systems Based on N2S2 Pyridine-Anthracene-Containing Macrocyclic Ligands. Spectrophotometric, Spectrofluorimetric, and Metal Ion Binding StudiesInorganic Chemistry, 2005
- Rational Design of a Chromo- and Fluorogenic Hybrid Chemosensor Material for the Detection of Long-Chain CarboxylatesJournal of the American Chemical Society, 2004
- Convergent functional groups. 13. High-affinity complexation of adenosine derivatives within induced binding pocketsJournal of the American Chemical Society, 1993
- The Dipole Moment and Structure of the Imide Group. III. Straight Chain Imides >N--H...O[UNK]C< Hydrogen Bonding and a Case of O[UNK]C--H...O[UNK]C< Hydrogen BondingJournal of the American Chemical Society, 1962