Developing 1,4-Diethyl-1,2,3,4-tetrahydroquinoxalin-substituted Fluorogens Based on GFP Chromophore for Endoplasmic Reticulum and Lysosome Staining

In the present study, we demonstrated that the introduction of a 1,4-diethyl-1,2,3,4-tetrahydroquinoxalin moiety into the arylidene part of GFP chromophore-derived compounds results in the formation of environment-sensitive fluorogens. The rationally designed and synthesized compounds exhibit remarkable solvent- and pH-dependence in fluorescence intensity. The solvent-dependent variation in fluorescence quantum yield makes it possible to use some of the proposed compounds as polarity sensors suitable for selective endoplasmic reticulum fluorescent labeling in living cells. Moreover, the pH-dependent emission intensity variation of other fluorogens makes them selective fluorescent labels for the lysosomes in living cells. © 2024 by the authors.

Authors
Rudik D.I. , Perfilov M.M. , Sokolov A.I. , Chen C. , Baleeva N.S. , Myasnyanko I.N. , Mishin A.S. , Fang C. , Bogdanova Y.A. , Baranov M.S.
Publisher
MDPI AG
Issue number
19
Language
English
State
Published
Number
10448
Volume
25
Year
2024
Organizations
  • 1 Institute of Bioorganic Chemistry, Russian Academy of Sciences, Miklukho-Maklaya 16/10, Moscow, 117997, Russian Federation
  • 2 Institute of Biochemical Technology and Nanotechnology, RUDN University, Miklukho-Maklaya 6, Moscow, 117198, Russian Federation
  • 3 Laboratory of Medicinal Substances Chemistry, Institute of Translational Medicine, Pirogov Russian National Research Medical University, Ostrovitianov 1, Moscow, 117997, Russian Federation
  • 4 Department of Chemistry, Oregon State University, 153 Gilbert Hall, Corvallis, 97331, OR, United States
Keywords
bioimaging; endoplasmic reticulum; fluorescence microscopy; fluorogen; green fluorescent protein (GFP); lysosomes
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