A triterpene oleanolic acid conjugate with 3-hydroxyflavone derivative as a new membrane probe with two-color ratiometric response

TURKMEN, Z; KLYMCHENKO, AS; ONCUL, S; DUPORTAIL, G; Topcu, GÜLAÇTI; DEMCHENKO, AP

doi:10.1016/j.jbbm.2005.03.008

A triterpene oleanolic acid conjugate with 3-hydroxyflavone derivative as a new membrane probe with two-color ratiometric response

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TURKMEN Z., KLYMCHENKO A., ONCUL S., DUPORTAIL G., Topcu G., DEMCHENKO A.

JOURNAL OF BIOCHEMICAL AND BIOPHYSICAL METHODS, vol.64, no.1, pp.1-18, 2005 (SCI-Expanded)

Publication Type: Article / Article
Volume: 64 Issue: 1
Publication Date: 2005
Doi Number: 10.1016/j.jbbm.2005.03.008
Journal Name: JOURNAL OF BIOCHEMICAL AND BIOPHYSICAL METHODS
Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
Page Numbers: pp.1-18
Bezmialem Vakıf University Affiliated: No

Abstract

We report on the synthesis by coupling of a triterpenoid oleanolic acid with 4'-diethylamino-3-hydroxyflavone (FE) to produce an environment-sensitive biomembrane probe with two-band ratiometric response in fluorescence emission. The synthesized compound (probe FOT) was tested in a series of model solvents and demonstrated the response to solvent polarity and intermolecular hydrogen bonding very similar to that of parent probe FE. Meantime when incorporated into lipid bilayer membranes, it showed new features differing in response between lipids of different surface charges as well as between glycerophospholipids and sphingomyelin.