A novel adaptive fluorescent probe for cell labelling

Anca G Coman; Anca Paun; Codruta C Popescu; Niculina D Hădade; Anamaria Hanganu; Gabriela Chiritoiu; Ileana C Farcasanu; Mihaela Matache

doi:10.1016/j.bioorg.2019.103295

A novel adaptive fluorescent probe for cell labelling

Bioorg Chem. 2019 Nov;92:103295. doi: 10.1016/j.bioorg.2019.103295. Epub 2019 Sep 17.

Authors

Anca G Coman¹, Anca Paun¹, Codruta C Popescu¹, Niculina D Hădade², Anamaria Hanganu³, Gabriela Chiritoiu⁴, Ileana C Farcasanu⁵, Mihaela Matache⁶

Affiliations

¹ University of Bucharest, Faculty of Chemistry, Department of Organic Chemistry, Biochemistry and Catalysis, Research Centre of Applied Organic Chemistry, 90-92 Panduri Street, RO-050663 Bucharest, Romania.
² Faculty of Chemistry and Chemical Engineering, Supramolecular Organic and Organometallic Chemistry Centre, "Babes--Bolyai" University, 11 Arany Janos Str., RO-400028 Cluj-Napoca, Romania.
³ Institute of Organic Chemistry "C.D. Nenitescu" of the Romanian Academy, 202B Spl. Independentei, 060023 Bucharest, Romania.
⁴ Institute of Biochemistry of the Romanian Academy, 296 Spl. Independentei, 060031 Bucharest, Romania.
⁵ University of Bucharest, Faculty of Chemistry, Department of Organic Chemistry, Biochemistry and Catalysis, Research Centre of Applied Organic Chemistry, 90-92 Panduri Street, RO-050663 Bucharest, Romania. Electronic address: ileana.farcasanu@chimie.unibuc.ro.
⁶ University of Bucharest, Faculty of Chemistry, Department of Organic Chemistry, Biochemistry and Catalysis, Research Centre of Applied Organic Chemistry, 90-92 Panduri Street, RO-050663 Bucharest, Romania. Electronic address: mihaela.matache@g.unibuc.ro.

PMID: 31546206
DOI: 10.1016/j.bioorg.2019.103295

Abstract

In this study we describe the synthesis and characterisation of a new hydrazone-based fluorescent compound that is able to selectively label the endoplasmic reticulum (ER) in yeast and mammalian living cells. The fluorescence properties of the compound depended on the DMSO/water ratio and on the pH. NMR experiments allowed determination of the conformation adopted in various environments. Apart from the convenient synthetic procedure, our compound displays low cell toxicity and blue emission compatible with filters routinely used in fluorescence microscopy.

Keywords: Cell labelling; Endoplasmic reticulum; Fluorescence; N-acylhydrazone; Synthesis.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Cell Survival / drug effects
Cells, Cultured
Dose-Response Relationship, Drug
Endoplasmic Reticulum / chemistry
Fluorescent Dyes / chemical synthesis
Fluorescent Dyes / chemistry*
Fluorescent Dyes / pharmacology
HeLa Cells
Humans
Hydrazones / chemical synthesis
Hydrazones / chemistry*
Hydrazones / pharmacology
Microscopy, Fluorescence
Molecular Structure
Saccharomyces cerevisiae / chemistry
Saccharomyces cerevisiae / cytology*
Structure-Activity Relationship

Substances

Fluorescent Dyes
Hydrazones