Considerable change of fluorescence properties upon multiple binding of coralyne to 4-sulfonatocalixarenes

Monika Megyesi, L. Biczók

Research output: Contribution to journalArticle

48 Citations (Scopus)

Abstract

The interaction of coralyne, an analogue of natural protoberberine alkaloids, with 4-sulfonatocalixarenes (SCXn) was studied in aqueous solution at pH 2 to reveal the major factors determining the stability, stoichiometry, and fluorescent properties of the species formed. Addition of SCXn to coralyne solution brought about remarkable fluorescence intensity diminution and hypochromism in the 300-440 nm absorption domain. SCXn hosts were capable of binding as many coralyne molecules as the number of their hydroxybenzenesulfonate units. The SCXn-promoted interaction among coralyne molecules was evidenced by the appearance of a long-lived fluorescence component. In dilute alkaloid solution, 1:1 and 1:2 coralyne/4-sulfonatocalix[4] arene complexes were formed, but only 1:1 association occurred with 4-sulfonatocalix[8]arene. Time-resolved fluorescence measurements demonstrated that photoinduced electron transfer from a hydroxybenzenesulfonate moiety to the singlet-excited coralyne can compete efficiently with the other deactivation processes.

Original languageEnglish
Pages (from-to)2814-2819
Number of pages6
JournalJournal of Physical Chemistry B
Volume114
Issue number8
DOIs
Publication statusPublished - Mar 4 2010

Fingerprint

coralyne
Alkaloids
alkaloids
Fluorescence
fluorescence
Molecules
Stoichiometry
deactivation
molecules
stoichiometry
electron transfer
Association reactions
interactions
analogs
aqueous solutions
Electrons

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Materials Chemistry
  • Surfaces, Coatings and Films

Cite this

Considerable change of fluorescence properties upon multiple binding of coralyne to 4-sulfonatocalixarenes. / Megyesi, Monika; Biczók, L.

In: Journal of Physical Chemistry B, Vol. 114, No. 8, 04.03.2010, p. 2814-2819.

Research output: Contribution to journalArticle

@article{b10e08efbf1e47e2be6d637026c3ff2a,
title = "Considerable change of fluorescence properties upon multiple binding of coralyne to 4-sulfonatocalixarenes",
abstract = "The interaction of coralyne, an analogue of natural protoberberine alkaloids, with 4-sulfonatocalixarenes (SCXn) was studied in aqueous solution at pH 2 to reveal the major factors determining the stability, stoichiometry, and fluorescent properties of the species formed. Addition of SCXn to coralyne solution brought about remarkable fluorescence intensity diminution and hypochromism in the 300-440 nm absorption domain. SCXn hosts were capable of binding as many coralyne molecules as the number of their hydroxybenzenesulfonate units. The SCXn-promoted interaction among coralyne molecules was evidenced by the appearance of a long-lived fluorescence component. In dilute alkaloid solution, 1:1 and 1:2 coralyne/4-sulfonatocalix[4] arene complexes were formed, but only 1:1 association occurred with 4-sulfonatocalix[8]arene. Time-resolved fluorescence measurements demonstrated that photoinduced electron transfer from a hydroxybenzenesulfonate moiety to the singlet-excited coralyne can compete efficiently with the other deactivation processes.",
author = "Monika Megyesi and L. Bicz{\'o}k",
year = "2010",
month = "3",
day = "4",
doi = "10.1021/jp910418k",
language = "English",
volume = "114",
pages = "2814--2819",
journal = "Journal of Physical Chemistry B Materials",
issn = "1520-6106",
publisher = "American Chemical Society",
number = "8",

}

TY - JOUR

T1 - Considerable change of fluorescence properties upon multiple binding of coralyne to 4-sulfonatocalixarenes

AU - Megyesi, Monika

AU - Biczók, L.

PY - 2010/3/4

Y1 - 2010/3/4

N2 - The interaction of coralyne, an analogue of natural protoberberine alkaloids, with 4-sulfonatocalixarenes (SCXn) was studied in aqueous solution at pH 2 to reveal the major factors determining the stability, stoichiometry, and fluorescent properties of the species formed. Addition of SCXn to coralyne solution brought about remarkable fluorescence intensity diminution and hypochromism in the 300-440 nm absorption domain. SCXn hosts were capable of binding as many coralyne molecules as the number of their hydroxybenzenesulfonate units. The SCXn-promoted interaction among coralyne molecules was evidenced by the appearance of a long-lived fluorescence component. In dilute alkaloid solution, 1:1 and 1:2 coralyne/4-sulfonatocalix[4] arene complexes were formed, but only 1:1 association occurred with 4-sulfonatocalix[8]arene. Time-resolved fluorescence measurements demonstrated that photoinduced electron transfer from a hydroxybenzenesulfonate moiety to the singlet-excited coralyne can compete efficiently with the other deactivation processes.

AB - The interaction of coralyne, an analogue of natural protoberberine alkaloids, with 4-sulfonatocalixarenes (SCXn) was studied in aqueous solution at pH 2 to reveal the major factors determining the stability, stoichiometry, and fluorescent properties of the species formed. Addition of SCXn to coralyne solution brought about remarkable fluorescence intensity diminution and hypochromism in the 300-440 nm absorption domain. SCXn hosts were capable of binding as many coralyne molecules as the number of their hydroxybenzenesulfonate units. The SCXn-promoted interaction among coralyne molecules was evidenced by the appearance of a long-lived fluorescence component. In dilute alkaloid solution, 1:1 and 1:2 coralyne/4-sulfonatocalix[4] arene complexes were formed, but only 1:1 association occurred with 4-sulfonatocalix[8]arene. Time-resolved fluorescence measurements demonstrated that photoinduced electron transfer from a hydroxybenzenesulfonate moiety to the singlet-excited coralyne can compete efficiently with the other deactivation processes.

UR - http://www.scopus.com/inward/record.url?scp=77749248907&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=77749248907&partnerID=8YFLogxK

U2 - 10.1021/jp910418k

DO - 10.1021/jp910418k

M3 - Article

C2 - 20136067

AN - SCOPUS:77749248907

VL - 114

SP - 2814

EP - 2819

JO - Journal of Physical Chemistry B Materials

JF - Journal of Physical Chemistry B Materials

SN - 1520-6106

IS - 8

ER -