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Titolo:
Fluorescent behaviour in host-guest interactions. Part 2. Thermal and pH-dependent sensing properties of two geometric isomers of fluorescent amino-beta-cyclodextrin derivatives
Autore:
Nakashima, H; Takenaka, Y; Higashi, M; Yoshida, N;
Indirizzi:
Hokkaido Univ, Grad Sch Environm Earth Sci, Div Sci Mat, Lab Mol Functional Chem, Sapporo, Hokkaido 0600810, Japan Hokkaido Univ Sapporo Hokkaido Japan 0600810 oro, Hokkaido 0600810, Japan Ibaraki Univ, Ctr Cooperat Res & Dev, Hitachi, Ibaraki 3168511, Japan Ibaraki Univ Hitachi Ibaraki Japan 3168511 itachi, Ibaraki 3168511, Japan
Titolo Testata:
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2
fascicolo: 11, , anno: 2001,
pagine: 2096 - 2103
SICI:
1472-779X(200111):11<2096:FBIHIP>2.0.ZU;2-K
Fonte:
ISI
Lingua:
ENG
Soggetto:
SUBSTITUTED HYDROXYPHENYLAZO DERIVATIVES; ELECTRON-TRANSFER SENSORS; ALPHA-CYCLODEXTRIN; MOLECULAR RECOGNITION; DYNAMIC ASPECTS; INCLUSION REACTIONS; LIPOPHILIC CYCLODEXTRINS; CHIRAL RECOGNITION; SULFANILIC ACID; COMPLEXES;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
64
Recensione:
Indirizzi per estratti:
Indirizzo: Yoshida, N Hokkaido Univ, Grad Sch Environm Earth Sci, Div Sci Mat, Lab Mol Functional Chem, Sapporo, Hokkaido 0600810, Japan Hokkaido Univ Sapporo Hokkaido Japan 0600810 do 0600810, Japan
Citazione:
H. Nakashima et al., "Fluorescent behaviour in host-guest interactions. Part 2. Thermal and pH-dependent sensing properties of two geometric isomers of fluorescent amino-beta-cyclodextrin derivatives", J CHEM S P2, (11), 2001, pp. 2096-2103

Abstract

The fluorescent behaviour in aqueous solution of two types of amino-beta -cyclodextrin (amino-beta -CDx) isomers 1 and 2 bearing the naphthoamide group at the 1- and 2-position as a fluorescent-sensing unit was investigated using mainly fluorescence spectroscopy. The isomers 1 and 2 show both strong temperature- and pH-responsive photophysical properties in aqueous solution. The protonation of the amino groups of 1 and 2 in acidic media affects efficiently their fluorescence intensities. The equilibrium and thermodynamic quantities of the two-state equilibrium model for 1 and 2 have been determined spectrophotometrically. Solution NMR behaviour in a DMSO-D2O mixed solvent confirms the stereospecific relationship between the appended naphthalene fluorophore and the hydrophobic cavity of CDx. Restricted and/or flexible motion of the naphthalene moiety of 1 and 2 about the bond between theamide group and the amino group at the C-6 carbon atom in the CDx ring is evident from the NMR studies. The potential application of 1 to anion sensing is also discussed.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 12/07/20 alle ore 06:05:07