The Unexpected Selectivity Switching from Mitochondria to Lysosome in a D-π-A Cyanine Dye.

Two interesting benzothizolium-based D-π-A type hemicyanine dyes (-) with a diphenylamine (-NPh) donor group were evaluated for fluorescence confocal microscopy imaging ability in live cells (MO3.13, NHLF). In sharp contrast to previously reported D-π-A dyes with alkyl amine donor (-NR) groups (), and exhibited significantly different photophysical properties and organelle selectivity.

A NIR Emitting Cyanine with Large Stokes' Shift for Mitochondria and Identification of their Membrane Potential Disruption.

An NIR emitting (λ ≈730 nm) cyanine probe ExCy was synthesized in good yields by extending the π-conjugation length (i. e., with furan moiety) to the donor-accepter system.

Synthesis of a far-red emitting flavonoid-based lysosome marker for live cell imaging applications.

A bright far-red emitting flavonoid derivative (FuraET) was synthesized in good yields by inserting a π extension group (i.e., furan) into the flavonoid skeleton, via using the Suzuki-Miyaura cross-coupling reaction.

From nucleus to mitochondria to lysosome selectivity switching in a cyanine probe: The phenolic to methoxy substituent conversion affects probe's selectivity.

A cyanine dye with R  = -OH group has been recently reported to exhibit simultaneous selectivity toward cellular nucleus and mitochondria. In order to investigate the role of the substituents towards the organelle selectivity, probe 2 (with R = -OR group) was synthesized in good yields. When applied to cellular study, probe 2 exhibited excellent selectivity to stain mitochondria of live cells without observing nucleus staining.

Structural Effect on the Cellular Selectivity of an NIR-Emitting Cyanine Probe: From Lysosome to Simultaneous Nucleus and Mitochondria Selectivity with Potential for Monitoring Mitochondria Dysfunction in Cells.

Bright red to NIR emitting cyanine probes - were synthesized in very good yields. Probes - exhibited excellent fluorescent quantum yields (ϕ ≈ 0.1-0.

Synthesis of highly selective lysosomal markers by coupling 2-(2'-hydroxyphenyl)benzothiazole (HBT) with benzothiazolium cyanine (Cy): the impact of substituents on selectivity and optical properties.

HBT-Cy 1 has been previously reported as a highly selective fluorescent probe for lysosome visualization in live cells. To further investigate the role of the structural components of HBT-Cy in lysosome selectivity, cyanine based fluorescent probe series (2-5) have been synthesized in good yields by connecting benzothiazolium cyanine (Cy) with 2-hydroxyphenylbenzothiazole (HBT) via a meta phenylene ring. Probes 2-5 exhibited exceptional photophysical properties including bright red-emission (λ≈ 630-650 nm), a large Stokes shift (Δλ > 130 nm) and high fluorescence quantum yields (φ≈ 0.

A bright red-emitting flavonoid for Al detection in live cells without quenching ICT fluorescence.

A bright red-emitting flavonoid derivative was synthesized, which exhibited a large Stokes shift (Δλ > 150 nm) and high fluorescence quantum yields (φfl = 0.10-0.35).

A Fluorescent Flavonoid for Lysosome Imaging: the Effect of Substituents on Selectivity and Optical Properties.

Lysosome selective bright orange-red emitting flavonoid (2) was synthesized by attaching a strong donor (NPh) group into flavonoid skeleton. As a result of efficient intra molecular charge transfer due to the strong donor group, a significant bathochromic shift was observed from the emission of 2b (with a -NPh group, λ ≈ 590 nm), in comparison that of 1b (with a -NMe group, λ ≈ 519 nm). The role of the substituent effect towards ICT was further studied by low temperature spectral analysis.

A fluorescent flavonoid for lysosome detection in live cells under "wash free" conditions.

Lysosomes are vital organelles in living cells, which have acidic environments (pH 4.0-5.0) where macrobiomolecules and malfunctioning organelles are broken down into monomers by hydrolase activity.