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Rhodamine-Hoechst positional isomers for highly efficient staining of heterochromatin.

ABSTRACT: Hoechst conjugates to fluorescent dyes are popular DNA stains for live-cell imaging, but the relationship between their structure and performance remains elusive. This study of carboxyrhodamine-Hoechst 33258 conjugates reveals that a minimal change in the attachment point of the dye has dramatic effects on the properties of the final probe. All tested 6'-carboxyl dye-containing probes exhibited dual-mode binding to DNA and formed a dimmer complex at high DNA concentrations. The 5'-carboxyl dye-containing probes exhibited single-mode binding to DNA which translated into increased brightness and lower cytotoxicity. Up to 10-fold brighter nuclear staining by the newly developed probes allowed acquisition of stimulated emission depletion (STED) nanoscopy images of outstanding quality in living and fixed cells. Therefore we were able to estimate a diameter of ?155 nm of the heterochromatin exclusion zones in the nuclear pore region in living cells and intact chicken erythrocytes and to localize telomeres relative to heterochromatin in living U-2 OS cells. Employing the highly efficient probes for two-color STED allowed visualization of DNA and tubulin structures in intact nucleated erythrocytes - a system where imaging is greatly hampered by high haemoglobin absorbance.

SUBMITTER: Bucevicius J

PROVIDER: S-EPMC6385482 | biostudies-literature | 2019 Feb

REPOSITORIES: biostudies-literature

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Rhodamine-Hoechst positional isomers for highly efficient staining of heterochromatin.

Bucevičius Jonas J Keller-Findeisen Jan J Gilat Tanja T Hell Stefan W SW Lukinavičius Gražvydas G

Chemical science 20181212 7

Hoechst conjugates to fluorescent dyes are popular DNA stains for live-cell imaging, but the relationship between their structure and performance remains elusive. This study of carboxyrhodamine-Hoechst 33258 conjugates reveals that a minimal change in the attachment point of the dye has dramatic effects on the properties of the final probe. All tested 6'-carboxyl dye-containing probes exhibited dual-mode binding to DNA and formed a dimmer complex at high DNA concentrations. The 5'-carboxyl dye-c ...[more]

PMID: 30881625

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Project description:The growing energy demand with the widespread use of smart portable electronics, as well as an exponential increase in demand for smart batteries for electric vehicles, entails the development of efficient portable batteries with high energy density and safe power storage systems. Li-ion batteries arguably have superior energy density to all other traditional batteries. Developing mechanically robust solid-state electrolytes (SSEs) for lithium-ion conduction for an efficient portable energy storage unit is vital to empower this technology and overcome the safety constraints of liquid electrolytes. Herein, we report the formation of self-assembled organic nanosheets (SONs) utilizing positional isomers of small organic molecules (AM-2 and AM-3) for use as SSEs for lithium-ion conduction. Solvent-assisted exfoliation of the bulk powder yielded SONs having near-atomic thickness (∼4.5 nm) with lateral dimensions in the micrometer range. In contrast, self-assembly in the DMF/water solvent system produced a distinct flower-like morphology. Thermodynamic parameters, crystallinity, elemental composition, and nature of H-bonding for two positional isomers are established through various spectroscopic and microscopic studies. The efficiency of the lithium-ion conducting properties is correlated with factors like nanostructure morphology, ionic scaffold, and locus of the functional group responsible for forming the directional channel through H-bonding in the positional isomer. Amongst the three different morphologies studied, SONs display higher ion conductivity. In between the cationic and zwitterionic forms of the monomer, integration of the cationic scaffold in the SON framework led to higher conductivity. Amongst the two positional isomers, the meta-substituted carboxyl group forms a more rigid directional channel through H-bonding to favor ionic mobility and accounts for the highest ion conductivity of 3.42 × 10-4 S cm-1 with a lithium-ion transference number of 0.49 at room temperature. Presumably, this is the first demonstration that signifies the importance of the cationic scaffold, positional isomers, and nanostructure morphologies in improving ionic conductivity. The ion-conducting properties of such SONs having a guanidinium-core may have significance for other interdisciplinary energy-related applications.

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Rhodamine-Hoechst positional isomers for highly efficient staining of heterochromatin.

Publications

Rhodamine-Hoechst positional isomers for highly efficient staining of heterochromatin.

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