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用于在活系统中可视化全氟碳化物的氟溶性花菁染料。

Fluorous Soluble Cyanine Dyes for Visualizing Perfluorocarbons in Living Systems.

机构信息

Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569, United States.

Department of Mechanical Engineering, University of California, Santa Barbara, California 93106-5200, United States.

出版信息

J Am Chem Soc. 2020 Sep 16;142(37):16072-16081. doi: 10.1021/jacs.0c07761. Epub 2020 Sep 4.

DOI:10.1021/jacs.0c07761
PMID:32808518
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8366720/
Abstract

The bioorthogonal nature of perfluorocarbons provides a unique platform for introducing dynamic nano- and microdroplets into cells and organisms. To monitor the localization and deformation of the droplets, fluorous soluble fluorophores that are compatible with standard fluorescent protein markers and applicable to cells, tissues, and small organisms are necessary. Here, we introduce fluorous cyanine dyes that represent the most red-shifted fluorous soluble fluorophores to date. We study the effect of covalently appended fluorous tags on the cyanine scaffold and evaluate the changes in photophysical properties imparted by the fluorous phase. Ultimately, we showcase the utility of the fluorous soluble pentamethine cyanine dye for tracking the localization of perfluorocarbon nanoemulsions in macrophage cells and for measurements of mechanical forces in multicellular spheroids and zebrafish embryonic tissues. These studies demonstrate that the red-shifted cyanine dyes offer spectral flexibility in multiplexed imaging experiments and enhanced precision in force measurements.

摘要

全氟碳化合物的生物正交性质为向细胞和生物体中引入动态纳米和微滴提供了独特的平台。为了监测液滴的定位和变形,需要使用与标准荧光蛋白标记物兼容且适用于细胞、组织和小型生物的可溶解于氟相的荧光团。在这里,我们引入了氟花青染料,它们代表了迄今为止红移程度最大的可溶解于氟相的荧光团。我们研究了共价连接的氟标签对花青支架的影响,并评估了氟相赋予的光物理性质的变化。最终,我们展示了可溶解于氟相的五甲川菁染料在追踪全氟碳纳米乳液在巨噬细胞中的定位以及测量多细胞球体和斑马鱼胚胎组织中的机械力方面的应用。这些研究表明,红移花青染料在多路复用成像实验中提供了光谱灵活性,并在力测量中提高了精度。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3436/8366720/96712502ea45/nihms-1725325-f0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3436/8366720/d0555257d3a5/nihms-1725325-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3436/8366720/01f24c71e6de/nihms-1725325-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3436/8366720/9ba983c95003/nihms-1725325-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3436/8366720/c9ea2e7648a3/nihms-1725325-f0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3436/8366720/96712502ea45/nihms-1725325-f0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3436/8366720/d0555257d3a5/nihms-1725325-f0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3436/8366720/01f24c71e6de/nihms-1725325-f0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3436/8366720/9ba983c95003/nihms-1725325-f0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3436/8366720/c9ea2e7648a3/nihms-1725325-f0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3436/8366720/96712502ea45/nihms-1725325-f0006.jpg

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2
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Chembiochem. 2020 Dec 11;21(24):3451-3462. doi: 10.1002/cbic.202000297. Epub 2020 Aug 5.
3
The origin of the solvent dependence of fluorescence quantum yields in dipolar merocyanine dyes.偶极部花青染料中荧光量子产率对溶剂依赖性的起源。
用于半胱氨酸识别的氟相和手性轴增强荧光灵敏度及化学选择性
Org Lett. 2025 Jan 17;27(2):571-576. doi: 10.1021/acs.orglett.4c04175. Epub 2025 Jan 6.
4
Non-Ionic Fluorosurfactants for Droplet-Based in vivo Applications.用于基于液滴的体内应用的非离子型含氟表面活性剂。
Angew Chem Int Ed Engl. 2024 Dec 20;63(52):e202404956. doi: 10.1002/anie.202404956. Epub 2024 Nov 9.
5
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Chemistry. 2024 Nov 15;30(64):e202402514. doi: 10.1002/chem.202402514. Epub 2024 Oct 16.
6
A nuclear jamming transition in vertebrate organogenesis.脊椎动物器官发生中的核干扰转变。
Nat Mater. 2024 Nov;23(11):1592-1599. doi: 10.1038/s41563-024-01972-3. Epub 2024 Aug 12.
7
Photophysics of fluorescent nanoparticles based on organic dyes - challenges and design principles.基于有机染料的荧光纳米颗粒的光物理学——挑战与设计原则
Chem Sci. 2024 May 7;15(23):8625-8638. doi: 10.1039/d4sc01352b. eCollection 2024 Jun 12.
8
In situ quantification of osmotic pressure within living embryonic tissues.原位定量活胚胎组织内的渗透压。
Nat Commun. 2023 Nov 2;14(1):7023. doi: 10.1038/s41467-023-42024-9.
9
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Bio Protoc. 2023 Oct 5;13(19):e4842. doi: 10.21769/BioProtoc.4842.
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Adv Sci (Weinh). 2023 Nov;10(31):e2304108. doi: 10.1002/advs.202304108. Epub 2023 Sep 13.
Chem Sci. 2019 Dec 4;10(48):11013-11022. doi: 10.1039/c9sc05012d. eCollection 2019 Dec 28.
4
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5
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6
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7
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9
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Angew Chem Int Ed Engl. 2018 Dec 17;57(51):16742-16747. doi: 10.1002/anie.201810363. Epub 2018 Nov 27.
10
A General Approach to Biocompatible Branched Fluorous Tags for Increased Solubility in Perfluorocarbon Solvents.一种通用的生物相容性支化氟标签方法,以提高在全氟碳溶剂中的溶解度。
Org Lett. 2018 Nov 2;20(21):6850-6854. doi: 10.1021/acs.orglett.8b02976. Epub 2018 Oct 24.