Chirality driven self-assembly in a fluorescent organogel

Year: 2011

Authors: Cicchi S., Pescitelli G., Lascialfari L., Ghini G., Di Bari L., Brandi A., Bussotti L., Atsbeha T., Marcelli A., Foggi P., Berti D., Mannini M.

Autors Affiliation: Dipartimento di Chimica, Universita` di Firenze, Via della Lastruccia, Sesto Fiorentino, Firenze, Italy;
Dipartimento di Chimica e Chimica Industriale, Universita` di Pisa, Via Risorgimento 35, Pisa, Italy;
Istituto di Fisica Applicata “N. Carrara” (IFAC – CNR), Via Madonna del Piano n. 10, Sesto Fiorentino, Italy;
European Laboratory for Nonlinear Spectroscopy (Lens), Via Nello Carrara 1, Sesto Fiorentino, Italy;
Department of Chemistry, Addis Ababa University, P.O. Box 1176, Addis Ababa, Ethiopia;
Dipartimento di Chimica, Universita` di Perugia, Via Elce di sotto 8, Perugia, Italy

Abstract: In this work, we present the characterization of an enantiomeric pair of fluorescent dye organogelators and the properties of their stable gel at low concentration in organic solvents. The gels of both enantiomers and of their mixtures were analyzed by differential scanning calorimetry, circular dichroism (CD), atomic force microscopy, UV-vis absorption, and fluorescence. The acquired data were supported by molecular modeling of the helical assembly of the gelators and by the simulation of their CD spectra by means of DeVoe method, and suggested the occurrence of an enantiomeric discrimination process during the formation of the gels. Chirality 23: 833-840, 2011. (C) 2011 Wiley-Liss, Inc.

Journal/Review: CHIRALITY

Volume: 23 (9)      Pages from: 833  to: 840

More Information: Contract grant sponsors: Ente Cassa di Risparmio di Firenze and Abdus Salam International Center for Theoretical Physics, Training and Research in Italian Laboratories program, Regione Toscana (EPHODS); Contract grant number: POR FSE 2007-2013 obiettivo 2 Asse IV.
KeyWords: fluorescent dye; organic solvent; organogel; unclassified drug, article; atomic force microscopy; chirality; differential scanning calorimetry; enantiomer; gel; priority journal; spectrometry
DOI: 10.1002/chir.21007

Citations: 13
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