ArticleBioconjugate chemistry2008
Amine-reactive fluorene probes: synthesis, optical characterization, bioconjugation, and two-photon fluorescence imaging.
Article in Bioconjugate chemistry, 2008. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed.
- Recent Advances in Monocomponent Visible Light Photoinitiating Systems Based on Sulfonium Salts.Polymers · 2023Review
- Enlightening the Path to Protein Engineering: Chemoselective Turn-On Probes for High-Throughput Screening of Enzymatic Activity.Chemical reviews · 2023Review
- Raman Imaging and Fluorescence Lifetime Imaging Microscopy for Diagnosis of Cancer State and Metabolic Monitoring.Cancers · 2021Review
- Catching a SPY: Using the SpyCatcher-SpyTag and Related Systems for Labeling and Localizing Bacterial Proteins.International journal of molecular sciences · 2019Review
- Luminescent Fluorene-Based Bis-Pyrazolyl Aniline Ligand for Aluminum Detection.Journal of fluorescence · 2013Article
- Two-photon fluorescence vascular bioimaging with new bioconjugate probes selective toward the vascular endothelial growth factor receptor 2.Bioconjugate chemistry · 2011Article
- Folate receptor-targeted aggregation-enhanced near-IR emitting silica nanoprobe for one-photon in vivo and two-photon ex vivo fluorescence bioimaging.Bioconjugate chemistry · 2011Article
- Two-photon fluorescence lysosomal bioimaging with a micelle-encapsulated fluorescent probe.Journal of fluorescence · 2011Article
- Integrin-targeting block copolymer probes for two-photon fluorescence bioimaging.Biomacromolecules · 2011Article
- New two-photon-absorbing probe with efficient superfluorescent properties.The journal of physical chemistry. B · 2010Article
- Novel hydrophilic bis(1,2,3-triazolyl)fluorenyl probe for in vitro zinc ion sensing.ACS applied materials & interfaces · 2010Article
- Folate receptor targeting silica nanoparticle probe for two-photon fluorescence bioimaging.Biomedical optics express · 2010Article
- Fluorene-based metal-ion sensing probe with high sensitivity to Zn2+ and efficient two-photon absorption.The journal of physical chemistry. B · 2010Article
- Donor-acceptor-donor fluorene derivatives for two-photon fluorescence lysosomal imaging.The Journal of organic chemistry · 2010Article
- Fluorescence Sensing of Zinc and Mercury Ions with Hydrophilic 1,2,3-Triazolyl Fluorene Probes.Chemistry of materials : a publication of the American Chemical Society · 2010Article
- Biomolecule labeling and imaging with a new fluorenyl two-photon fluorescent probe.Bioconjugate chemistry · 2009Article
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4 authors.
Funding
Abstract
With the increasing demand for confocal and two-photon fluorescence imaging, the availability of reactive probes that possess high two-photon absorptivity, high fluorescence quantum yield, and high photostability is of paramount importance. To address the demand for better-performing probes, we prepared two-photon absorbing amine-reactive fluorenyl-based probes 2-(9,9-bis(2-(2-methoxyethoxy)ethyl)-2-isothiocyanato-9H-fluoren-7-yl)benzothiazole (1) and 2-(4-(2-(9,9-bis(2-(2-ethoxyethoxy)ethyl)-2-isothiocyanato-9H-fluoren-7-yl)vinyl)phenyl)benzothiazole (2), incorporating the isothiocyanate as a reactive linker. Probe design was augmented by integrating high optical nonlinearities, increased hydrophilicity, and coupling with reactive functional groups for specific targeting of biomolecules, assuring a better impact on two-photon fluorescence microscopy (2PFM) imaging. The isothiocyanate (NCS) derivatives were conjugated with cyclic peptide RGDfK and Reelin protein. The study of the chemical and photophysical properties of the new labeling reagents, as well as the conjugates, is described. The conjugates displayed high chemical stability and photostability. The NCS derivatives had low fluorescence quantum yields, while their bioconjugates exhibited high fluorescence quantum yields, essentially "lighting up" after conjugation. Conventional and 2PFM imaging and fluorescence lifetime imaging (FLIM) of HeLa, NT2, and H1299 cells, incubated with two-photon absorbing amine-reactive probe (1), RGDfK-dye conjugate (7), and Reelin-dye conjugate (6), was demonstrated.
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