{"title":"一种用于成像活细胞线粒体黏度的新型羟萘酰亚胺基merocyanine染料","authors":"M.A. Pavlova , A.V. Efremenko , P.A. Panchenko , S.S. Golubtsova , A.V. Feofanov , O.A. Fedorova","doi":"10.1016/j.dyepig.2025.113180","DOIUrl":null,"url":null,"abstract":"<div><div>A new derivative of 3-styryl-4-hydroxynaphthalimide <strong>NI-Qu</strong> has been synthesized. It absorbs in the red region and exhibits long wavelength fluorescence, sensitive to the viscosity and polarity of the medium. The protonated and deprotonated forms of the dye were characterized by optical spectroscopy and NMR. It is shown that the deprotonated form of <strong>NI-Qu</strong> exhibits pronounced negative solvatochromism in organic solvents. <strong>NI-Qu</strong> demonstrates a 107-fold increase in fluorescence intensity at 695 nm during changing viscosity of glycerol-water mixtures from 0.89 cP to 906 cP with a linear dependence of the fluorescence quantum yield on viscosity over the entire viscosity range studied. Experiments <em>in vitro</em> showed low cytotoxicity of <strong>NI-Qu</strong> and its applicability as a selective fluorescent probe for viscosity in mitochondria in living cells.</div></div>","PeriodicalId":302,"journal":{"name":"Dyes and Pigments","volume":"245 ","pages":"Article 113180"},"PeriodicalIF":4.2000,"publicationDate":"2025-08-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"A new hydroxynaphthalimide-based merocyanine dye for imaging a mitochondrial viscosity in living cells\",\"authors\":\"M.A. Pavlova , A.V. Efremenko , P.A. Panchenko , S.S. Golubtsova , A.V. Feofanov , O.A. Fedorova\",\"doi\":\"10.1016/j.dyepig.2025.113180\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>A new derivative of 3-styryl-4-hydroxynaphthalimide <strong>NI-Qu</strong> has been synthesized. It absorbs in the red region and exhibits long wavelength fluorescence, sensitive to the viscosity and polarity of the medium. The protonated and deprotonated forms of the dye were characterized by optical spectroscopy and NMR. It is shown that the deprotonated form of <strong>NI-Qu</strong> exhibits pronounced negative solvatochromism in organic solvents. <strong>NI-Qu</strong> demonstrates a 107-fold increase in fluorescence intensity at 695 nm during changing viscosity of glycerol-water mixtures from 0.89 cP to 906 cP with a linear dependence of the fluorescence quantum yield on viscosity over the entire viscosity range studied. Experiments <em>in vitro</em> showed low cytotoxicity of <strong>NI-Qu</strong> and its applicability as a selective fluorescent probe for viscosity in mitochondria in living cells.</div></div>\",\"PeriodicalId\":302,\"journal\":{\"name\":\"Dyes and Pigments\",\"volume\":\"245 \",\"pages\":\"Article 113180\"},\"PeriodicalIF\":4.2000,\"publicationDate\":\"2025-08-30\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Dyes and Pigments\",\"FirstCategoryId\":\"88\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0143720825005509\",\"RegionNum\":3,\"RegionCategory\":\"工程技术\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, APPLIED\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Dyes and Pigments","FirstCategoryId":"88","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0143720825005509","RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
A new hydroxynaphthalimide-based merocyanine dye for imaging a mitochondrial viscosity in living cells
A new derivative of 3-styryl-4-hydroxynaphthalimide NI-Qu has been synthesized. It absorbs in the red region and exhibits long wavelength fluorescence, sensitive to the viscosity and polarity of the medium. The protonated and deprotonated forms of the dye were characterized by optical spectroscopy and NMR. It is shown that the deprotonated form of NI-Qu exhibits pronounced negative solvatochromism in organic solvents. NI-Qu demonstrates a 107-fold increase in fluorescence intensity at 695 nm during changing viscosity of glycerol-water mixtures from 0.89 cP to 906 cP with a linear dependence of the fluorescence quantum yield on viscosity over the entire viscosity range studied. Experiments in vitro showed low cytotoxicity of NI-Qu and its applicability as a selective fluorescent probe for viscosity in mitochondria in living cells.
期刊介绍:
Dyes and Pigments covers the scientific and technical aspects of the chemistry and physics of dyes, pigments and their intermediates. Emphasis is placed on the properties of the colouring matters themselves rather than on their applications or the system in which they may be applied.
Thus the journal accepts research and review papers on the synthesis of dyes, pigments and intermediates, their physical or chemical properties, e.g. spectroscopic, surface, solution or solid state characteristics, the physical aspects of their preparation, e.g. precipitation, nucleation and growth, crystal formation, liquid crystalline characteristics, their photochemical, ecological or biological properties and the relationship between colour and chemical constitution. However, papers are considered which deal with the more fundamental aspects of colourant application and of the interactions of colourants with substrates or media.
The journal will interest a wide variety of workers in a range of disciplines whose work involves dyes, pigments and their intermediates, and provides a platform for investigators with common interests but diverse fields of activity such as cosmetics, reprographics, dye and pigment synthesis, medical research, polymers, etc.