Highly selective mitochondrial probes based on fluorinated pentamethinium salts: On two-photon properties and microscopic applications

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11110%2F20%3A10404959" target="_blank" >RIV/00216208:11110/20:10404959 - isvavai.cz</a>

Alternative codes found

RIV/60461373:22330/20:43918730 RIV/60461373:22340/20:43918730

Result on the web

<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=-Con4wy3rv" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=-Con4wy3rv</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.dyepig.2019.107802" target="_blank" >10.1016/j.dyepig.2019.107802</a>

Result language

angličtina

Original language name

Highly selective mitochondrial probes based on fluorinated pentamethinium salts: On two-photon properties and microscopic applications

Original language description

Fluorescent dyes and probes have been of interest in the fields of chemistry and biology for a long time. However, with more recent applications in advanced techniques, such as two-photon and super-resolution fluorescence microscopy, higher demands are being placed on physico-chemical properties of such compounds. Another requirement is specific intracellular targeting which often remains a big challenge. Here, we present the synthesis of a series of far red-emitting fluorescent dyes based on a structure of fluorinated symmetrical ɣ-aryl substituted pentamethinium salts. We reveal the relationship between the structure and photophysical and biological properties of the compounds; a type of a side unit (indole, benzothiazole) and presence of fluorine atoms were investigated. It was found that substitution of benzothiazolium side units for indolium ones led to increased quantum yields and higher photostability of the dyes and that the presence of fluorine on the γ-aryl moiety did not exhibit significant influence on their photophysical properties. Regardless of the structural difference, all compounds localized in mitochondria of various cancerous and noncancerous cell lines and can be utilized in live-cell imaging using wide-field, confocal, two-photon and structured illumination fluorescence microscopy. Our findings suggest that the properties of symmetrical pentamethinium salts are affected to a higher extent by the type of a side unit rather than fluorine atoms on the γ-aryl moiety. Last but not least, we believe that such probes will further extend tools for mitochondrial research.

Czech name

—

Czech description

—

Type

J_imp - Article in a specialist periodical, which is included in the Web of Science database

CEP classification

—

OECD FORD branch

10608 - Biochemistry and molecular biology

Project

Result was created during the realization of more than one project. More information in the Projects tab.

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year

2020

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Dyes and Pigments

ISSN

0143-7208

e-ISSN

—

Volume of the periodical

172

Issue of the periodical within the volume

January

Country of publishing house

GB - UNITED KINGDOM

Number of pages

10

Pages from-to

107802

UT code for WoS article

000489191200019

EID of the result in the Scopus database

2-s2.0-85070923417