4.8 Review

Fluorogenic and Cell-Permeable Rhodamine Dyes for High-Contrast Live-Cell Protein Labeling in Bioimaging and Biosensing

相关参考文献

注意:仅列出部分参考文献,下载原文获取全部文献信息。
Article Chemistry, Multidisciplinary

Exchangeable HaloTag Ligands for Super-Resolution Fluorescence Microscopy

Julian Kompa et al.

Summary: The specific and covalent labeling of the protein HaloTag with fluorescent probes in living cells makes it a powerful tool for bioimaging. However, the irreversible attachment of the probe to HaloTag precludes imaging applications that require transient binding of the probe and comes with the risk of irreversible photobleaching. Here, we introduce exchangeable ligands for fluorescence labeling of HaloTag (xHTLs) that reversibly bind to HaloTag and that can be coupled to rhodamines of different colors.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2023)

Article Biochemistry & Molecular Biology

Avidity-based bright and photostable light-up aptamers for single-molecule mRNA imaging

Bastian Buehler et al.

Summary: Researchers have developed two of the brightest fluorescent labeling techniques that can simultaneously visualize two different RNA species in live cells, with higher signal-to-background ratios.

NATURE CHEMICAL BIOLOGY (2023)

Review Chemistry, Multidisciplinary

Spontaneously Blinking Rhodamine Dyes for Single-Molecule Localization Microscopy

Weijie Chi et al.

Summary: Single-molecule localization microscopy (SMLM) has been widely used in biology and chemistry. Fluorophores, as an essential component of SMLM, play a crucial role in obtaining super-resolution fluorescence images. Recent research on spontaneously blinking fluorophores simplifies experimental setups and extends the imaging duration of SMLM. This review provides an overview of the development of spontaneously blinking rhodamines from 2014 to 2023 and the key mechanistic aspects of intramolecular spirocyclization reactions, aiming to accelerate the advancement of super-resolution imaging technologies.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2023)

Article Biochemistry & Molecular Biology

Probing coenzyme A homeostasis with semisynthetic biosensors

Lin Xue et al.

Summary: This study introduces the first biosensor for measuring CoA levels in different organelles of mammalian cells and explores the roles of various proteins involved in CoA biosynthesis and transport. The findings reveal the mechanism of maintaining pools of CoA in cells.

NATURE CHEMICAL BIOLOGY (2023)

Article Multidisciplinary Sciences

A general highly efficient synthesis of biocompatible rhodamine dyes and probes for live-cell multicolor nanoscopy

Jonas Bucevicius et al.

Summary: The authors present a convenient protecting-group-free synthesis method for generating a wide range of symmetrical and unsymmetrical 4-carboxyrhodamines that cover the entire visible spectrum. This approach significantly reduces the number of synthesis steps, expands the structural diversity, and allows for gram-scale synthesis of the dyes. The availability of suitable fluorescent probes is crucial for the development of live-cell fluorescence nanoscopy.

NATURE COMMUNICATIONS (2023)

Article Pharmacology & Pharmacy

Fluorescent chemigenetic actuators and indicators for use in living animals

Helen Farrants et al.

Summary: Fluorescent indicators and actuators are useful tools for observing and perturbing dynamic events in living animals. The emerging strategy of chemigenetics combines small molecule dyes with genetically encoded protein domains, providing many advantages.

CURRENT OPINION IN PHARMACOLOGY (2022)

Article Biochemical Research Methods

Caveat fluorophore: an insiders' guide to small-molecule fluorescent labels

Jonathan B. Grimm et al.

Summary: This Perspective provides an overview of the benefits and peculiarities of commonly used organic dyes in biological imaging from a chemist's perspective, also offering frank advice on navigating the challenges that come with using these dyes for biologists adopting new technologies.

NATURE METHODS (2022)

Article Biochemical Research Methods

Engineered HaloTag variants for fluorescence lifetime multiplexing

Michelle S. Frei et al.

Summary: HaloTag variants offer unique brightness and fluorescence lifetimes compared to HaloTag7 when labeled with rhodamines, enabling multiplexed imaging and creating cell cycle indicators. These variants are powerful tools for fluorescence microscopy and can be used to generate fluorescence lifetime-based biosensors, with the brightest variant showing up to 40% higher brightness in live-cell imaging applications.

NATURE METHODS (2022)

Article Chemistry, Multidisciplinary

Fluorescent and Bioluminescent Calcium Indicators with Tuneable Colors and Affinities

Nicole Mertes et al.

Summary: We introduce a family of bright, rhodamine-based calcium indicators with tuneable affinities and colors. The indicators can be specifically localized to different cellular compartments and are compatible with both fluorescence and bioluminescence readouts through conjugation to HaloTag fusion proteins. Their increase in fluorescence upon localization enables no-wash live-cell imaging, facilitating their use in biological assays. These indicators are versatile and easy to use, making them powerful tools for bioimaging and bioassays.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2022)

Review Neurosciences

Pushing the frontiers: tools for monitoring neurotransmitters and neuromodulators

Zhaofa Wu et al.

Summary: Neurotransmitters and neuromodulators play key roles in the nervous system, but tracking their dynamics has been challenging. This review discusses available methods for monitoring these chemicals and highlights the advancements made with genetically encoded fluorescent indicators.

NATURE REVIEWS NEUROSCIENCE (2022)

Article Multidisciplinary Sciences

A synergistic strategy to develop photostable and bright dyes with long Stokes shift for nanoscopy

Gangwei Jiang et al.

Summary: The authors present a synergistic strategy to improve the properties of regular fluorophores by introducing quinoxaline motifs, resulting in increased brightness, photostability, and Stokes shift. The new fluorophore YL578 exhibits significantly higher brightness and Stokes shift compared to Rhodamine B. In STED microscopy, probes derived from YL578 also demonstrate superior photostability.

NATURE COMMUNICATIONS (2022)

Article Chemistry, Multidisciplinary

Third-Generation Covalent TMP-Tag for Fast Labeling and Multiplexed Imaging of Cellular Proteins

Jiaming Mo et al.

Summary: The study introduces the third-generation covalent TMP-tag (TMP-tag3) and compares it with HaloTag and SNAP-tag. TMP-tag3 shows enhanced permeability and is advantageous for labeling mitochondrial proteins. TMP-tag3, HaloTag, and SNAP-tag can be used together for multiplexed imaging of cellular proteins.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2022)

Article Cell Biology

Mesoscale Modeling and Single-Nucleosome Tracking Reveal Remodeling of Clutch Folding and Dynamics in Stem Cell Differentiation

Pablo Aurelio Gomez-Garcia et al.

Summary: The study reveals that differences in nucleosome "clutch" formation in embryonic stem cells and neural progenitor cells are associated with the structure of the Pou5f1 gene and the dynamics of core histone protein H2B. The stability and mobility of H2B vary between cell types, with implications for gene regulation and cell identity.

CELL REPORTS (2021)

Article Engineering, Biomedical

Recent progress in developing fluorescent probes for imaging cell metabolites

Shanni Hong et al.

Summary: Advancements in fluorescent probes have enabled effective monitoring of key cellular metabolites, such as ATP, cAMP, cGMP, NADH, ROS, sugar, CO, and NO, for both whole cell and subcellular imaging.

BIOMEDICAL MATERIALS (2021)

Article Biochemistry & Molecular Biology

The HaloTag as a general scaffold for far-red tunable chemigenetic indicators

Claire Deo et al.

Summary: Functional imaging in biology has been revolutionized by the use of fluorescent indicators, but there is a need for additional sensor scaffolds with properties such as bright, far-red emission. This study introduces a new platform for 'chemigenetic' fluorescent indicators using self-labeling HaloTag protein conjugated to synthetic fluorophores, enabling the creation of highly tunable calcium and voltage sensors with bright, far-red emission.

NATURE CHEMICAL BIOLOGY (2021)

Article Chemistry, Multidisciplinary

A far-red hybrid voltage indicator enabled by bioorthogonal engineering of rhodopsin on live neurons

Shuzhang Liu et al.

Summary: A range of bright and sensitive hybrid voltage indicators (HVIs) with fluorescence intensities sensitive to changes in membrane potential via electrochromic Forster resonance energy transfer were developed. These HVIs offer the potential for optical investigation of neuronal electrophysiology, enabling the recording of action potentials with high temporal resolution and sensitivity.

NATURE CHEMISTRY (2021)

Article Multidisciplinary Sciences

Predicting the membrane permeability of organic fluorescent probes by the deep neural network based lipophilicity descriptor DeepFl-LogP

Kareem Soliman et al.

Summary: A novel fragment based lipophilicity descriptor DeepFL-LogP was developed using a deep neural network to predict cell permeability of fluorescent probes, which is expected to simplify and speed up the development process for novel cell permeable fluorophores.

SCIENTIFIC REPORTS (2021)

Article Chemistry, Multidisciplinary

A Color-Shifting Near-Infrared Fluorescent Aptamer-Fluorophore Module for Live-Cell RNA Imaging

Jingye Zhang et al.

Summary: FLAPs have become a promising tool for visualizing RNAs in living cells by dramatic fluorescence increase upon specific binding. In this study, a color-shifting aptamer-fluorophore system was presented, allowing ratiometric RNA imaging unlike other FLAPs reported. This system was used as a light-up RNA marker to image mRNAs in the NIR region and demonstrated its utility in ratiometric analysis of target RNAs expressed at different levels in single cells.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2021)

Article Chemistry, Multidisciplinary

Systematic Tuning of Rhodamine Spirocyclization for Super-resolution Microscopy

Nicolas Lardon et al.

Summary: This article describes how the structure of rhodamines can be modified to tune the dynamic equilibrium, allowing the same rhodamine to be used to generate fluorescent probes for different purposes.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2021)

Article Chemistry, Multidisciplinary

A Fluorescent Probe for Rapid, High-Contrast Visualization of Folate-Receptor-Expressing Tumors In Vivo

Koji Numasawa et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Article Chemistry, Physical

A Unified Push-Pull Model for Understanding the Ring-Opening Mechanism of Rhodamine Dyes

Weijie Chi et al.

JOURNAL OF PHYSICAL CHEMISTRY C (2020)

Article Chemistry, Multidisciplinary

Covalently Tethered Rhodamine Voltage Reporters for High Speed Functional Imaging in Brain Tissue

Parker E. Deal et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2020)

Article Chemistry, Multidisciplinary

A general strategy to develop cell permeable and fluorogenic probes for multicolour nanoscopy

Lu Wang et al.

NATURE CHEMISTRY (2020)

Article Chemistry, Multidisciplinary

Environmentally Sensitive Color-Shifting Fluorophores for Bioimaging

Lu Wang et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

Review Biochemistry & Molecular Biology

Sensing cellular biochemistry with fluorescent chemical-genetic hybrids

Arnaud Gautier et al.

CURRENT OPINION IN CHEMICAL BIOLOGY (2020)

Article Biochemical Research Methods

A general method to optimize and functionalize red-shifted rhodamine dyes

Jonathan B. Grimm et al.

NATURE METHODS (2020)

Article Multidisciplinary Sciences

Two-color nanoscopy of organelles for extended times with HIDE probes

Ling Chu et al.

NATURE COMMUNICATIONS (2020)

Article Chemistry, Multidisciplinary

Enhancing the biocompatibility of rhodamine fluorescent probes by a neighbouring group effect

Jonas Bucevicius et al.

CHEMICAL SCIENCE (2020)

Review Chemistry, Multidisciplinary

Hybrid Rhodamine Fluorophores in the Visible/NIR Region for Biological Imaging

Liulin Wang et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Article Chemistry, Multidisciplinary

Strategy to Lengthen the On-Time of Photochromic Rhodamine Spirolactam for Super-resolution Photoactivated Localization Microscopy

Zhiwei Ye et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Chemistry, Multidisciplinary

SiRA: A Silicon Rhodamine-Binding Aptamer for Live-Cell Super-Resolution RNA Imaging

Regina Wirth et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Review Biotechnology & Applied Microbiology

Pick a Tag and Explore the Functions of Your Pet Protein

Giel Vandemoortele et al.

TRENDS IN BIOTECHNOLOGY (2019)

Article Multidisciplinary Sciences

Bright and photostable chemigenetic indicators for extended in vivo voltage imaging

Ahmed S. Abdelfattah et al.

SCIENCE (2019)

Article Chemistry, Multidisciplinary

Isomeric Tuning Yields Bright and Targetable Red Ca2+ Indicators

Claire Deo et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Review Chemistry, Multidisciplinary

Small-Molecule Fluorescent Probes for Live-Cell Super-Resolution Microscopy

Lu Wang et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2019)

Article Neurosciences

Synthetic and genetically encoded fluorescent neural activity indicators

Claire Deo et al.

CURRENT OPINION IN NEUROBIOLOGY (2018)

Review Chemistry, Multidisciplinary

In Situ Construction of Protein-Based Semisynthetic Biosensors

Tsuyoshi Ueda et al.

ACS SENSORS (2018)

Article Biotechnology & Applied Microbiology

Long time-lapse nanoscopy with spontaneously blinking membrane probes

Hideo Takakura et al.

NATURE BIOTECHNOLOGY (2017)

Article Biochemical Research Methods

A general method to fine-tune fluorophores for live-cell and in vivo imaging

Jonathan B. Grimm et al.

NATURE METHODS (2017)

Review Cell Biology

Fluorescence nanoscopy in cell biology

Steffen J. Sahl et al.

NATURE REVIEWS MOLECULAR CELL BIOLOGY (2017)

Review Chemistry, Multidisciplinary

Single-Molecule Localization Microscopy in Eukaryotes

Markus Sauer et al.

CHEMICAL REVIEWS (2017)

Article Chemistry, Multidisciplinary

Fluorescent Rhodamines and Fluorogenic Carbopyronines for Super-Resolution STED Microscopy in Living Cells

Alexey N. Butkevich et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2016)

Article Chemistry, Multidisciplinary

Fluorogenic Probes for Multicolor Imaging in Living Cells

Grazvydas Lukinavicius et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2016)

Article Multidisciplinary Sciences

Development of background-free tame fluorescent probes for intracellular live cell imaging

Samira Husen Alamudi et al.

NATURE COMMUNICATIONS (2016)

Article Biochemical Research Methods

A general method to improve fluorophores for live-cell and single-molecule microscopy

Jonathan B. Grimm et al.

NATURE METHODS (2015)

Article Multidisciplinary Sciences

SiR-Hoechst is a far-red DNA stain for live-cell nanoscopy

Grazvydas Lukinavicius et al.

NATURE COMMUNICATIONS (2015)

Article Chemistry, Multidisciplinary

Super-Resolution Imaging of the Golgi in Live Cells with a Bioorthogonal Ceramide Probe

Roman S. Erdmann et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2014)

Article Biochemical Research Methods

Fluorogenic probes for live-cell imaging of the cytoskeleton

Grazvydas Lukinavicius et al.

NATURE METHODS (2014)

Article Chemistry, Multidisciplinary

A near-infrared fluorophore for live-cell super-resolution microscopy of cellular proteins

Grazvydas Lukinavicius et al.

NATURE CHEMISTRY (2013)

Review Chemistry, Multidisciplinary

Fluorescent Chemosensors Based on Spiroring-Opening of Xanthenes and Related Derivatives

Xiaoqiang Chen et al.

CHEMICAL REVIEWS (2012)

Article Chemistry, Multidisciplinary

A Semisynthetic Fluorescent Sensor Protein for Glutamate

Matthias A. Brun et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2012)

Article Chemistry, Multidisciplinary

A Fluorescent Sensor for GABA and Synthetic GABAB Receptor Ligands

Anastasiya Masharina et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2012)

Review Chemistry, Multidisciplinary

Synthesis and applications of Rhodamine derivatives as fluorescent probes

Mariana Beija et al.

CHEMICAL SOCIETY REVIEWS (2009)

Article Chemistry, Multidisciplinary

Semisynthetic Fluorescent Sensor Proteins Based on Self-Labeling Protein Tags

Matthias A. Brun et al.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2009)

Review Chemistry, Multidisciplinary

A new trend in rhodamine-based chemosensors: application of spirolactam ring-opening to sensing ions

Ha Na Kim et al.

CHEMICAL SOCIETY REVIEWS (2008)