Κατεύθυνση Οργανική Σύνθεση και Εφαρμογές της στη Χημική Βιομηχανία
Library of the School of Science

2019-03-08

2019

Κοτρώνη Ελένη

Γεώργιος Χ. Βουγιουκαλάκης, Επίκουρος Καθηγητής, Τμήμα Χημείας, ΕΚΠΑ
Παναγιώτα Μουτεβελή-Μηνακάκη, Καθηγήτρια ΕΚΠΑ
Σταματία Βασιλείου, Επίκουρη Καθηγήτρια ΕΚΠΑ

Σύνθεση και βελτιστοποίηση παραγώγων φλουορεσκεΐνης για χρήση ως ανιχνευτών οξυγόνου απλής κατάστασης

Greek

Synthesis and optimization of flouorescein derivatives for use as singlet oxygen probes

Fluorescein derivatives are widely employed in chemical biology as molecular
probes. Modification of the xanthene skeleton is of great importance, as it can
lead to alterationin physical properties, including emission wavelength, internal
fluorescence quenching and fluorescence quantum yield. In particular,
introduction of strong electronegative substituents on the xanthene ring, like
fluorine atoms, results in derivatives with lower pKa values and singlet oxygen
sensitization quantum yield.
Herein, we describe our attempts to develop an improved synthetic protocol
towards Aarhus Sensor Green, a tetrafluoro-substituted fluorescein analog
bearing an 9,10-diphenylanthtracene moiety. Moreover, we report the synthesis
of a new, non-symmetrical fluorescein analog, bearing two fluorine atoms on
the same ring of the xanthene part of the dye. This product is anticipated to
have similar physical properties with the tetrafluorinated analogs of Oregon
Greens.

Science

Fluorescein, singlet oxygen, anthracene, fluorinated compounds

Yes

9

Yes

41

111

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https://pergamos.lib.uoa.gr/uoa/dl/object/2865474