Molecular pockets derived from cholic acid as chemosensors for metal ions

Jiawei Zhang, Juntao Luo, X. X. Zhu, Matthias J N Junk, Dariush Hinderberger

Research output: Contribution to journalArticle

41 Citations (Scopus)

Abstract

Molecular pockets in the form of a tripod made of cholic acid were found to be able to solubilize pyrene in polar media as a result of the facial amphiphilicity of bile acids. The trimer containing 1,2,3-triazole groups can complex with heavy metal ions, as clearly shown by electron paramagnetic resonance spectroscopy. Both the metal cation and the pyrene molecule can be brought close together in the cavity formed by the cholic acid trimer, resulting in significantly improved efficiency for fluorescence quenching of pyrene. The decrease of fluorescence intensity can be used for the detection of heavy metal ions, and the detection limit is about 1 μM in water, suggesting the usefulness of such molecules as chemosensors for such metal ions. A different trimer without the coordinating triazole groups is shown to shield pyrene away from metal ions, causing a much reduced fluorescence quenching.

Original languageEnglish (US)
Pages (from-to)2958-2962
Number of pages5
JournalLangmuir
Volume26
Issue number4
DOIs
StatePublished - Feb 16 2010

Fingerprint

Cholic Acid
Pyrene
pyrenes
Metal ions
metal ions
trimers
acids
Triazoles
Acids
Fluorescence
heavy metals
Heavy Metals
Heavy ions
fluorescence
Heavy metals
Quenching
heavy ions
quenching
tripods
Molecules

ASJC Scopus subject areas

  • Electrochemistry
  • Condensed Matter Physics
  • Surfaces and Interfaces
  • Materials Science(all)
  • Spectroscopy

Cite this

Zhang, J., Luo, J., Zhu, X. X., Junk, M. J. N., & Hinderberger, D. (2010). Molecular pockets derived from cholic acid as chemosensors for metal ions. Langmuir, 26(4), 2958-2962. https://doi.org/10.1021/la9028996

Molecular pockets derived from cholic acid as chemosensors for metal ions. / Zhang, Jiawei; Luo, Juntao; Zhu, X. X.; Junk, Matthias J N; Hinderberger, Dariush.

In: Langmuir, Vol. 26, No. 4, 16.02.2010, p. 2958-2962.

Research output: Contribution to journalArticle

Zhang, J, Luo, J, Zhu, XX, Junk, MJN & Hinderberger, D 2010, 'Molecular pockets derived from cholic acid as chemosensors for metal ions', Langmuir, vol. 26, no. 4, pp. 2958-2962. https://doi.org/10.1021/la9028996
Zhang J, Luo J, Zhu XX, Junk MJN, Hinderberger D. Molecular pockets derived from cholic acid as chemosensors for metal ions. Langmuir. 2010 Feb 16;26(4):2958-2962. https://doi.org/10.1021/la9028996
Zhang, Jiawei ; Luo, Juntao ; Zhu, X. X. ; Junk, Matthias J N ; Hinderberger, Dariush. / Molecular pockets derived from cholic acid as chemosensors for metal ions. In: Langmuir. 2010 ; Vol. 26, No. 4. pp. 2958-2962.
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