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Titolo:
GUEST-INDUCED EXCIMER FORMATION OF BETA-CYCLODEXTRIN MODIFIED WITH A BRANCHED ARM POSSESSING 2 NAPHTHYL MOIETIES
Autore:
SUZUKI I; ITO M; OSA T;
Indirizzi:
TOHOKU UNIV,INST PHARMACEUT,AOBA KU SENDAI MIYAGI 98077 JAPAN
Titolo Testata:
Chemical and Pharmaceutical Bulletin
fascicolo: 6, volume: 45, anno: 1997,
pagine: 1073 - 1079
SICI:
0009-2363(1997)45:6<1073:GEFOBM>2.0.ZU;2-T
Fonte:
ISI
Lingua:
ENG
Soggetto:
FERROCENE-APPENDED CYCLODEXTRINS; DETECTING ORGANIC-COMPOUNDS; CIRCULAR-DICHROISM; MOLECULAR RECOGNITION; INCLUSION COMPLEXES; GAMMA-CYCLODEXTRIN; DUAL FLUORESCENCE; BINDING ABILITY; ASSOCIATION; DERIVATIVES;
Keywords:
MODIFIED BETA-CYCLODEXTRIN; EXCIMER; HOST-GUEST COMPLEX; MOLECULAR RECOGNITION;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Science Citation Index Expanded
Citazioni:
37
Recensione:
Indirizzi per estratti:
Citazione:
I. Suzuki et al., "GUEST-INDUCED EXCIMER FORMATION OF BETA-CYCLODEXTRIN MODIFIED WITH A BRANCHED ARM POSSESSING 2 NAPHTHYL MOIETIES", Chemical and Pharmaceutical Bulletin, 45(6), 1997, pp. 1073-1079

Abstract

The beta-cyclodextrin derivative (DN-beta-CyD) having a branched arm derived from L-ornitine and two molecules of 2-naphthoic acid was synthesized for exploring the conformational change associated with guest binding. When DN-beta-CyD was alone in a 10% ethylene glycol aqueous solution, one of the naphthoyl residues in the branched arm was accommodated in the DN-beta-CyD cavity. This intramolecular self complex was stabilized by the other naphthoyl moiety located outside of the cavityon the basis of a hydrophobic capping effect. Upon guest binding, thenaphthoyl residue residing in the cavity was expelled from the cavity, forming an excimer with the other naphthoyl residue outside of the cavity, DN-beta-CyD was not able to bind the guests strongly, owing to the stability of the intramolecular complexation form, Although DN-beta-CyD was proven to be a poor host in guest binding, the guest recognition ability of DN-beta-CyD could be estimated by the use of guest-induced fluorescence variations. DN-beta-CyD could bind both monoterpenesand cholic acid derivatives to nearly the same extent. However, variations in fluorescence intensity induced by guest binding indicated, asa fluorescent sensing system, that DN-beta-CyD was able to detect cholic acid derivatives with higher sensitivity than terpenoids.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 02/12/20 alle ore 08:03:57