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• 120-75-2 2-Methylbenzothiazole 
• 106-96-7 propargyl bromide 

Relevant academic research and scientific papers

Dual-channel fluorescent probe bearing two-photon activity for cell viability monitoring

The search for a highly sensitive and efficient method to monitor cell viability is a high-priority yet challenging. In this study, two chromophores, 1OC and 2OC, were rationally designed and fabricated to achieve excellent biocompatibility and two-photon activity in the near-infrared region. Fortunately, because of the introduction of water-soluble moieties and biocompatible triazole groups that link with the ether oxygen chain via a "Click" reaction, the obtained 2OC displayed considerable biocompatibility and two-photon activity. Moreover, it revealed dual-channel fluorescence microscopy imaging for nucleolar and mitochondrial targeting, which can be employed for cell viability monitoring.

Synthesis of hemicyanine dyes for 'click' bioconjugation

A new type of 2-propynyl substituted hemicyanine dyes have been synthesized in a facile route, which have showed superior solubility in water and good optical properties. The terminal alkynyl groups were employed for bioconjugation through a 1,3-dipolar cycloaddition with azides under mild conditions.

Clickable styryl dyes for fluorescence labeling of pyrrolidinyl PNA probes for the detection of base mutations in DNA

Fluorescent hybridization probes are important tools for rapid, specific and sensitive analysis of genetic mutations. In this work, we synthesized novel alkyne-modified styryl dyes for conjugation with pyrrolidinyl peptide nucleic acid (acpcPNA) by click chemistry for the development of hybridization responsive fluorescent PNA probes. The free styryl dyes generally exhibited weak fluorescence in aqueous media, and the fluorescence was significantly enhanced (up to 125-fold) upon binding with DNA duplexes. Selected styryl dyes that showed good responses with DNA were conjugated with PNA via sequential reductive alkylation-click chemistry. Although these probes showed little fluorescence change when hybridized to complementary DNA, significant fluorescence enhancements were observed in the presence of structural defects including mismatched, abasic and base-inserted DNA targets. The largest increase in fluorescence quantum yield (up to 14.5-fold) was achieved with DNA carrying base insertion. Although a number of probes were designed to give fluorescence response to complementary DNA targets, probes that are responsive to mutations such as single nucleotide polymorphism (SNP), base insertion/deletion and abasic site are less common. Therefore, styryl-dye-labeled acpcPNA is a unique probe that is responsive to structural defects in the duplexes that may be further applied for diagnostic purposes.

SMALL MOLECULAR PROBES, PROCESSES AND USE THEREOF

The present disclosure relates to compounds which function as small molecule fluorescent probes which aid in recognition of specific sequences in DNA and detection of Αβ aggregates. Probes/dyes of the instant disclosure are specific to AT-rich sequences of DNA and Αβ aggregates. These small organic dyes/probes are capable of exhibiting switch-on fluorescence and play an important role in fluorescence spectroscopy, diagnostics, imaging and biomedical applications.

Acid-labile traceless click linker for protein transduction

Intracellular delivery of active proteins presents an interesting approach in research and therapy. We created a protein transduction shuttle based on a new traceless click linker that combines the advantages of click reactions with implementation of reversible pH-sensitive bonds. The azidomethyl-methylmaleic anhydride (AzMMMan) linker was found compatible with different click chemistries, demonstrated in bioreversible protein modification with dyes, polyethylene glycol, or a transduction carrier. Linkages were stable at physiological pH but reversible at the mild acidic pH of endosomes or lysosomes. We show that pH-reversible attachment of a defined endosome-destabilizing three-arm oligo(ethane amino)amide carrier generates an effective shuttle for protein delivery. The cargo protein nlsEGFP, when coupled via the traceless AzMMMan linker, experiences efficient cellular uptake and endosomal escape into the cytosol, followed by import into the nucleus. In contrast, irreversible linkage to the same shuttle hampers nuclear delivery of nlsEGFP which after uptake remains trapped in the cytosol. Successful intracellular delivery of bioactive -galactosidase as a model enzyme was also demonstrated using the pH-controlled shuttle system.

Computer aided benzothiazole derivatives. Synthesis, structure and biological study of new push-pull conjugated benzothiazolium salts

As the conjugation is assumed to enhance the biological activity of push-pull type benzothiazolium salts, new compounds with extended conjugated bridge between benzothiazolium and phenyl ring were designed and synthesized. The compounds have been tested against the model microorganism Euglena gracilis as well as 6 microorganisms including Gram-positive and Gram-negative bacteria , a yeast and a mould. In accordance with predictions, the prepared compounds showed enhanced activity against Euglena and Gram-positive bacteria and some of them also interesting fungicidal and fungistatic activity.

Synthesis, antimicrobial testing and QSAR study of new 2-phenylethenylbenzothiazolium salts substituted by cyclic amines

A series of new 2-phenylethenylbenzothiazolium salts substituted by cyclic amines has been prepared by the condensation of 2-methyl benzothiazolium bromide with substituted benzaldehydes. The nucleophilic substitution of 4-fluorobenzaldehyde with appropriate cyclic amines has been used to obtain the starting benzaldehydes. The compounds with saturated cycloamino substituents have shown enhanced activity against Euglena and some derivatives with piperazine substituent were active against Gram positive bacteria.