A general highly efficient synthesis of biocompatible rhodamine dyes and probes for live-cell multicolor nanoscopy DOI Creative Commons
Jonas Bucevičius, Rūta Gerasimaitė, Kamila A. Kiszka

et al.

Nature Communications, Journal Year: 2023, Volume and Issue: 14(1)

Published: March 9, 2023

Abstract The development of live-cell fluorescence nanoscopy is powered by the availability suitable fluorescent probes. Rhodamines are among best fluorophores for labeling intracellular structures. Isomeric tuning a powerful method optimizing biocompatibility rhodamine-containing probes without affecting their spectral properties. An efficient synthesis pathway 4-carboxyrhodamines still lacking. We present facile protecting-group-free 4-carboxyrhodamines’ based on nucleophilic addition lithium dicarboxybenzenide to corresponding xanthone. This approach drastically reduces number steps, expands achievable structural diversity, increases overall yields and permits gram-scale dyes. synthesize wide range symmetrical unsymmetrical covering whole visible spectrum target them multiple structures in living cells – microtubules, DNA, actin, mitochondria, lysosomes, Halo-tagged SNAP-tagged proteins. enhanced permeability operate at submicromolar concentrations, allowing high-contrast STED confocal microscopy tissues.

Language: Английский

ecDNA hubs drive cooperative intermolecular oncogene expression DOI
King L. Hung, Kathryn E. Yost, Liangqi Xie

et al.

Nature, Journal Year: 2021, Volume and Issue: 600(7890), P. 731 - 736

Published: Nov. 24, 2021

Language: Английский

Citations

209
Caveat fluorophore: an insiders’ guide to small-molecule fluorescent labels DOI
Jonathan B. Grimm, Luke D. Lavis

Nature Methods, Journal Year: 2021, Volume and Issue: 19(2), P. 149 - 158

Published: Dec. 23, 2021

Language: Английский

Citations

206
A General Method to Improve Fluorophores Using Deuterated Auxochromes DOI
Jonathan B. Grimm, Liangqi Xie, Jason C. Casler

et al.

JACS Au, Journal Year: 2021, Volume and Issue: 1(5), P. 690 - 696

Published: April 23, 2021

Fluorescence microscopy relies on dyes that absorb and then emit photons. In addition to fluorescence, fluorophores can undergo photochemical processes decrease quantum yield or result in spectral shifts irreversible photobleaching. Chemical strategies suppress these undesirable pathways—thereby increasing the brightness photostability of fluorophores—are crucial for advancing frontier bioimaging. Here, we describe a general method improve small-molecule by incorporating deuterium into alkylamino auxochromes rhodamines other dyes. This strategy increases fluorescence yield, inhibits photochemically induced shifts, slows irreparable photobleaching, yielding next-generation labels with improved performance cellular imaging experiments.

Language: Английский

Citations

182
Xanthene-Based NIR-II Dyes for In Vivo Dynamic Imaging of Blood Circulation DOI

Diankai Liu,

Zixu He, Yanyan Zhao

et al.

Journal of the American Chemical Society, Journal Year: 2021, Volume and Issue: 143(41), P. 17136 - 17143

Published: Oct. 11, 2021

Fluorescence bioimaging through the second near-infrared window (NIR-II, 1000–1700 nm) has attracted much attention due to its deep penetration and high contrast. However, exploring new fluorescent materials, especially small molecular fluorophores with long wavelength brightness, is still quite challenging. By expanding π-conjugation enhancing intramolecular charge transfer effect, herein we report a series of xanthene-based NIR-II dyes, named VIXs. Among these VIX-4 exhibits best performance fluorescence emission at 1210 nm brightness been used for dynamically imaging blood flow mice 200 fps. virtue spatiotemporal resolution dynamic imaging, can distinguish directly artery vein direction measure volume by videos. This study provides not only an effective tool spatial temporal but also promising conjugated skeleton dyes.

Language: Английский

Citations

153
Fluorescent dyes based on rhodamine derivatives for bioimaging and therapeutics: recent progress, challenges, and prospects DOI

Shuang Zeng,

Xiaosheng Liu, Yves S. Kafuti

et al.

Chemical Society Reviews, Journal Year: 2023, Volume and Issue: 52(16), P. 5607 - 5651

Published: Jan. 1, 2023

Since their inception, rhodamine dyes have been extensively applied in biotechnology as fluorescent markers or for the detection of biomolecules owing to good optical physical properties. Accordingly, they emerged a powerful tool visualization living systems. In addition fluorescence bioimaging, molecular design derivatives with disease therapeutic functions (e.g., cancer and bacterial infection) has recently attracted increased research attention, which is significantly important construction libraries diagnostic integration. However, reviews focusing on integrated strategies dye-based diagnosis treatment wide application are extremely rare. this review, first, brief history development dyes, transformation from bioimaging therapy, concept optics-based integration its significance human presented. Next, systematic review several excellent rhodamine-based well treatment, Finally, challenges practical future outlook clinical translation also discussed.

Language: Английский

Citations

153
The HaloTag as a general scaffold for far-red tunable chemigenetic indicators DOI
Claire Deo, Ahmed S. Abdelfattah, Hersh K. Bhargava

et al.

Nature Chemical Biology, Journal Year: 2021, Volume and Issue: 17(6), P. 718 - 723

Published: April 1, 2021

Language: Английский

Citations

134
Systematic Tuning of Rhodamine Spirocyclization for Super-resolution Microscopy DOI

Nicolas Lardon,

Lu Wang, Aline Tschanz

et al.

Journal of the American Chemical Society, Journal Year: 2021, Volume and Issue: 143(36), P. 14592 - 14600

Published: Aug. 30, 2021

Rhodamines are the most important class of fluorophores for applications in live-cell fluorescence microscopy. This is mainly because rhodamines exist a dynamic equilibrium between fluorescent zwitterion and nonfluorescent but cell-permeable spirocyclic form. Different imaging require different positions this equilibrium, an adjustment poses challenge design suitable probes. We describe here how conversion ortho-carboxy moiety given rhodamine into substituted acyl benzenesulfonamides alkylamides permits systematic tuning spirocyclization with unprecedented accuracy over large range. allows one to transform same either highly fluorogenic probe live-cell-stimulated emission depletion (STED) microscopy or spontaneously blinking dye single-molecule localization (SMLM). used approach generate differently colored probes optimized labeling systems applications.

Language: Английский

Citations

127
Engineered HaloTag variants for fluorescence lifetime multiplexing DOI Creative Commons
Michelle S. Frei, Mirosław Tarnawski,

M. Julia Roberti

et al.

Nature Methods, Journal Year: 2021, Volume and Issue: 19(1), P. 65 - 70

Published: Dec. 16, 2021

Abstract Self-labeling protein tags such as HaloTag are powerful tools that can label fusion proteins with synthetic fluorophores for use in fluorescence microscopy. Here we introduce variants either increased or decreased brightness and lifetime compared HaloTag7 when labeled rhodamines. Combining these enabled live-cell multiplexing of three cellular targets one spectral channel using a single fluorophore the generation lifetime-based biosensor. Additionally, brightest variant showed up to 40% higher imaging applications.

Language: Английский

Citations

122
The evolutionary dynamics of extrachromosomal DNA in human cancers DOI Creative Commons
Joshua T. Lange, John C. Rose, Celine Chen

et al.

Nature Genetics, Journal Year: 2022, Volume and Issue: 54(10), P. 1527 - 1533

Published: Sept. 19, 2022

Abstract Oncogene amplification on extrachromosomal DNA (ecDNA) is a common event, driving aggressive tumor growth, drug resistance and shorter survival. Currently, the impact of nonchromosomal oncogene inheritance—random identity by descent—is poorly understood. Also unclear ecDNA somatic variation selection. Here integrating theoretical models random segregation, unbiased image analysis, CRISPR-based tagging with live-cell imaging CRISPR-C, we demonstrate that inheritance results in extensive intratumoral copy number heterogeneity rapid adaptation to metabolic stress targeted treatment. Observed ecDNAs benefit host cell survival or growth can change within single cycle. predict, priori, some features ecDNA-containing cancers. These properties are facilitated ability rapidly adapt genomes way not possible through chromosomal amplification. show how pattern contributes poor outcomes for patients cancer.

Language: Английский

Citations

105
Dynamin is primed at endocytic sites for ultrafast endocytosis DOI Creative Commons

Yuuta Imoto,

Sumana Raychaudhuri, Ye Ma

et al.

Neuron, Journal Year: 2022, Volume and Issue: 110(17), P. 2815 - 2835.e13

Published: July 8, 2022

Dynamin mediates fission of vesicles from the plasma membrane during endocytosis. Typically, dynamin is recruited cytosol to endocytic sites, requiring seconds tens seconds. However, ultrafast endocytosis in neurons internalizes as quickly 50 ms synaptic vesicle recycling. Here, we demonstrate that 1 pre-recruited sites for Specifically, 1xA, a splice variant 1, interacts with Syndapin form molecular condensates on membrane. Single-particle tracking 1xA molecules confirms liquid-like property vivo. When mutated disrupt its interaction do not form, and consequently, slows down by 100-fold. Mechanistically, acts an adaptor binding stores at sites. This cache bypasses recruitment step accelerates synapses.

Language: Английский

Citations

74