Glavaš, Mladena; Vidoša, Lorena; Mušković, Martina; Ratkaj, Ivana; Basarić, Nikola Synthesis and characterization of BODIPY fluorescent dyes for selective staining of intracellular organelles. In: 25th Tetrahedron Symposium (1 July 2025 - 4 July 2025) Brugge, Belgija. (Unpublished)
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Abstract
Fluorescence microscopy is a powerful technique often used in biology, for observation of various processes in living cells and organisms [1]. It relies on the use of fluorescent dyes, which are expected to show specific fluorescent response depending on their localization and environment [2]. Until today is known several commercially available fluorescent dyes, and one of widely used are BODIPY (4,4-difluoro-4-bora-3a,4a-diaza-s-indacene) derivatives [3]. By use of a simple synthetic methodology for peptide coupling, two BODIPY amides 1 and 2 were synthesized, that were at the meso-position substituted with a morpholine moiety targeting lysosomes, or sulfonamide group targeting endoplasmic reticulum, respectively [4]. Furthermore, dye 3 for targeting mitochondria was synthesized from a BODIPY alkyne at the meso-position, that was by use of the Cu-catalyzed click chemistry connected to a triphenylphosponium salt via a triazol linker. Photophysical and spectral properties of dyes 1–3 were characterized in nonpolar, polar aprotic and protic solvent. The substituents in the meso-position do not affect the photophysical properties. The dyes showed excellent photostability, and the stability of amides 1 and 2 was tested with lipases CAL-B and PPL. The applicability of dyes 1–3 in fluorescent staining of organelles in HeLa cell line was tested, and showed excellent localization in lysosomes, ER and mitochondria.
| Item Type: | Unpublished conference/workshop items or lecture materials | ||||||||
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| Uncontrolled Keywords: | BODIPY dyes; intracellular organelles; fluorescence spectroscopy | ||||||||
| Subjects: | NATURAL SCIENCES NATURAL SCIENCES > Chemistry NATURAL SCIENCES > Chemistry > Organic Chemistry NATURAL SCIENCES > Biology > Biochemistry and Molecular Biology |
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| Divisions: | Division of Organic Chemistry and Biochemistry NMR Center |
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| Depositing User: | Mladena Glavaš | ||||||||
| Date Deposited: | 18 Dec 2025 09:36 | ||||||||
| URI: | http://fulir.irb.hr/id/eprint/10585 |
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