ArticleThe Journal of organic chemistry2010
Donor-acceptor-donor fluorene derivatives for two-photon fluorescence lysosomal imaging.
Article in The Journal of organic chemistry, 2010. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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Who cites it
13 citing papers in PubMed.
- Tuning the Properties of Donor-Acceptor and Acceptor-Donor-Acceptor Boron Difluoride HydrazonesACS omega · 2022Article
- Fluorene Based Ferric Complex as Colorimetric and Fluorometric Probe for Highly Selective Detection of CNJournal of fluorescence · 2021Article
- Fluorene benzothiadiazole co-oligomer based aqueous self-assembled nanoparticles.RSC advances · 2019Article
- A denitrogenative palladium-catalyzed cascade for regioselective synthesis of fluorenes.Chemical science · 2019Article
- Tuning the π-bridge of quadrupolar triarylborane chromophores for one- and two-photon excited fluorescence imaging of lysosomes in live cells.Chemical science · 2019Article
- Fluorenyl-Loaded Quatsome Nanostructured Fluorescent Probes.ACS omega · 2017Article
- Synthesis of Near-Infrared Fluorescent Two-Photon-Absorbing Fluorenyl Benzothiadiazole and Benzoselenadiazole Derivatives.ACS omega · 2016Article
- Triplet excited state properties in variable gap π-conjugated donor-acceptor-donor chromophores.Chemical science · 2016Article
- Two-photon absorption and time-resolved stimulated emission depletion spectroscopy of a new fluorenyl derivative.Chemphyschem : a European journal of chemical physics and physical chemistry · 2012Article
- Transient excited-state absorption and gain spectroscopy of a two-photon absorbing probe with efficient superfluorescent properties.The journal of physical chemistry. C, Nanomaterials and interfaces · 2012Article
- Two-photon STED spectral determination for a new V-shaped organic fluorescent probe with efficient two-photon absorption.Chemphyschem : a European journal of chemical physics and physical 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
- Folate receptor targeting silica nanoparticle probe for two-photon fluorescence bioimaging.Biomedical optics express · 2010Article
Corrections and comments
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Authors and funding
7 authors.
Funding
Abstract
As part of a strategy to achieve large two-photon absorptivity in fluorene-based probes, a series of donor-acceptor-donor (D-A-D) type derivatives were synthesized and their two-photon absorption (2PA) properties investigated. The synthesis of D-A-D fluorophores was achieved by efficient preparation of key intermediates for the introduction of central electron acceptor groups. To accomplish the synthesis of two of the new derivatives, a high-yield method for a one-step direct dibromomethylation of phenyl sulfide was developed. The linear and nonlinear optical properties, including UV-vis absorption, fluorescence emission, fluorescence anisotropy, and two-photon absorption (2PA), of the new D-A-D compounds were measured and compared to their D-A or D-D counterparts. Fully conjugated acceptor moieties in the center of the D-A-D fluorophore led to the greatest increase in the 2PA cross section, while weakly conjugated central acceptors exhibited only a modest increase in the 2PA cross section relative to D-A diploar analogs. Encapsulation of the new probes in Pluronic F 108NF micelles, and subsequent incubation in HCT 116 cells, resulted in very high lysosomal colocalization (>0.98 colocalization coefficient) relative to commercial Lysotracker Red, making the micelle-encapsulated dyes particularly attractive as fluorescent probes for two-photon fluorescence microscopy lysosomal imaging.
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