versatile fluorescent probes with remarkably large Stokes shift
Nejc Petek (Author), Bibi Erjavec (Author), Dejan Slapšak (Author), Aljaž Gaber (Author), Uroš Grošelj (Author), Franc Požgan (Author), Sebastijan Ričko (Author), Bogdan Štefane (Author), Marina Klemenčič (Author), Jurij Svete (Author)

Abstract

A series of thirteen 2-acyl-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole derivatives were synthesized by using a copper-catalyzed azomethine-imine-alkyne cycloaddition as a key step. These bimane-related fluorescent compounds with λ$_{ex}$ = 338–400 nm and λ$_{em}$ = 522–644 nm exhibit interesting and promising optical properties, including a remarkably large Stokes shift (150–268 nm), positive solvatochromism, and strong dependence of emission intensity on pH in a range of pH 2–10. The benzotriazolide- and N-succinimidyl ester-functionalized compounds were successfully used as fluorescent probes for protein labelling.

Keywords

6,7-dihidro-1H,5H-pirazolo[1,2-a]pirazoli;benzotriazolidi;fluorescentno označevanje;biokonjugacija;solvatokromija;6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole s;benzotriazolides;fluorescent imaging;bioconjugation;solvatochromism;

Data

Language: English
Year of publishing:
Typology: 1.01 - Original Scientific Article
Organization: UL FKKT - Faculty of Chemistry and Chemical Technology
UDC: 547.77
COBISS: 100346115 Link will open in a new window
ISSN: 0143-7208
Views: 102
Downloads: 47
Average score: 0 (0 votes)
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Other data

Secondary language: Slovenian
Secondary keywords: 6;7-dihidro-1H;5H-pirazolo[1;2-a]pirazoli;benzotriazolidi;fluorescentno označevanje;biokonjugacija;solvatokromija;
Type (COBISS): Article
Pages: str. 1-13
Issue: ǂVol. ǂ201
Chronology: May 2022
DOI: 10.1016/j.dyepig.2022.110224
ID: 15721003