Solid-state Rotaxane Switch: Synthesis of Thermoresponsive Rotaxane Shuttle Utilizing a Thermally Decomposable Acid

Zhu, Nan; Nakazono, Kazuko; Takata, Toshikazu

doi:10.1246/cl.151190

Cited by 16 publications

(14 citation statements)

References 24 publications

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“…Mechanically interlocked molecules (MIMs) ( Griffiths and Stoddart, 2008 ; Bruns et al, 2014 ) including those based on rotaxanes ( Figure 9 ) have been explored in a wide range of applications such as catalysts ( Du et al, 2017 ), chemical sensors ( Brown et al, 2017 ), polymers ( Ahamed et al, 2017 ), molecular switches ( Zhu N. et al, 2016 ) and motors ( Wilson et al, 2016 ). In addition, these types of self-organised compounds have also found application in the biological field as a system for drug delivery ( Shi et al, 2015 ), target bacterial protein ( Vincent et al, 2016 ) and release of bioactive peptides ( Fernandes et al, 2009 ).…”

Section: Bioimaging Methods and Biosensing Tools For Detecting Prosta...mentioning

confidence: 99%

Nano-Theranostics for the Sensing, Imaging and Therapy of Prostate Cancers

et al. 2022

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We highlight hereby recent developments in the emerging field of theranostics, which encompasses the combination of therapeutics and diagnostics in a single entity aimed for an early-stage diagnosis, image-guided therapy as well as evaluation of therapeutic outcomes of relevance to prostate cancer (PCa). Prostate cancer is one of the most common malignancies in men and a frequent cause of male cancer death. As such, this overview is concerned with recent developments in imaging and sensing of relevance to prostate cancer diagnosis and therapeutic monitoring. A major advantage for the effective treatment of PCa is an early diagnosis that would provide information for an appropriate treatment. Several imaging techniques are being developed to diagnose and monitor different stages of cancer in general, and patient stratification is particularly relevant for PCa. Hybrid imaging techniques applicable for diagnosis combine complementary structural and morphological information to enhance resolution and sensitivity of imaging. The focus of this review is to sum up some of the most recent advances in the nanotechnological approaches to the sensing and treatment of prostate cancer (PCa). Targeted imaging using nanoparticles, radiotracers and biomarkers could result to a more specialised and personalised diagnosis and treatment of PCa. A myriad of reports has been published literature proposing methods to detect and treat PCa using nanoparticles but the number of techniques approved for clinical use is relatively small. Another facet of this report is on reviewing aspects of the role of functional nanoparticles in multimodality imaging therapy considering recent developments in simultaneous PET-MRI (Positron Emission Tomography-Magnetic Resonance Imaging) coupled with optical imaging in vitro and in vivo, whilst highlighting feasible case studies that hold promise for the next generation of dual modality medical imaging of PCa. It is envisaged that progress in the field of imaging and sensing domains, taken together, could benefit from the biomedical implementation of new synthetic platforms such as metal complexes and functional materials supported on organic molecular species, which can be conjugated to targeting biomolecules and encompass adaptable and versatile molecular architectures. Furthermore, we include hereby an overview of aspects of biosensing methods aimed to tackle PCa: prostate biomarkers such as Prostate Specific Antigen (PSA) have been incorporated into synthetic platforms and explored in the context of sensing and imaging applications in preclinical investigations for the early detection of PCa. Finally, some of the societal concerns around nanotechnology being used for the detection of PCa are considered and addressed together with the concerns about the toxicity of nanoparticles–these were aspects of recent lively debates that currently hamper the clinical advancements of nano-theranostics. The publications survey conducted for this review includes, to the best of our knowledge, some of the most recent relevant literature examples from the state-of-the-art. Highlighting these advances would be of interest to the biomedical research community aiming to advance the application of theranostics particularly in PCa diagnosis and treatment, but also to those interested in the development of new probes and methodologies for the simultaneous imaging and therapy monitoring employed for PCa targeting.

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Section: Bioimaging Methods and Biosensing Tools For Detecting Prosta...mentioning

confidence: 99%

Nano-Theranostics for the Sensing, Imaging and Therapy of Prostate Cancers

et al. 2022

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“…Water–EG mixtures are better solvents than water for the surfactant molecules because the addition of EG decreases the polarity of the solvent. Therefore, the transfer of the surfactant’s hydrophobic tail and the alkyl chains in the spacer and a head group from the bulk phase into the micellar core becomes less favorable. , EG also affects the surface activities because it is placed at the water–air interface, and the interactions between EG and the surfactant molecules cause g int to increase and consequently Γ max to decrease. The Γ max reduction with increasing the EG percentage has also been reported by several studies. − …”

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

“…The physicochemical properties and aggregation number of the cationic gemini surfactants have been investigated in the presence of EG. − However, there were few similar studies for the cationic ester-containing gemini surfactants . Zhu et al have studied the aggregation behavior and micellization thermodynamics of cationic gemini surfactants with a spacer that contains an ester bond in the water–EG binary mixtures using the conductometry procedure . Zhou et al have studied the surface-active properties of three betaine gemini surfactants demonstrating that the attraction between quaternary ammonium groups and carboxylate groups, as well as the steric repulsion of alkyl chains due to the short spacer group, caused small aggregation numbers in the micelles .…”

Section: Introductionmentioning

confidence: 99%

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Cosolvent Effects on the Aggregation and Micellar Growth of Ester-Containing Gemini Surfactants

et al. 2020

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The current work investigates the effect of ethylene glycol (EG) on the surface and aggregation behavior of two estercontaining gemini surfactants (i.e., esterquat and betainate). EG, as a cosolvent, was added to aqueous surfactant solutions in three different percentages including 20, 35, and 50 (v/v %). The formation of surfactant aggregates was investigated using dynamic light scattering, zeta potential, and transmission electron microscopy. Several physical−chemical properties such as critical micelle concentration (cmc), Gibbs free energy of micellization (ΔG mic °), interfacial properties, degree of counterion dissociation (α), and morphology of aggregates were also determined in the absence and presence of EG. By increasing the concentration of EG in the surfactant solutions, the cmc and the minimum area per surfactant molecule (A min ) increased. Moreover, smaller aggregates were formed in the solutions with lower dielectric constant because of the increasing head−head repulsions. The ellipsoidal aggregates in water transformed into a spherical aggregate in the EG + water system. The zeta potential of the surfactant solutions decreased at higher EG concentrations, which was attributed to the formation of micelles with smaller hydrodynamic radii.

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“…This cheap and simple acid enables a temporary protonation while time-controlled decarboxylation liberates volatile CO 2 and chloroform as single waste (Scheme 2a). This strategy has been applied with success by the groups of Takata, Leigh, Kim and ours to time control different molecular switches ranging from rotaxanes, cucurbit [8]uril, to supramolecular smart materials [11][12][13][14][15][16]. TCA is also known for its application in the precipitation of proteins through what is believed to be an unfolding of the proteins structures [17,18].…”

Section: Introductionmentioning

confidence: 99%

Trichloroacetic acid fueled practical amine purifications

Thomas¹,

Gasch²,

Olivieri³

et al. 2022

Beilstein J. Org. Chem.

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Amine purification have for long been dominated by tedious stepwise processes involving the generation of large amounts of undesired waste. Inspired by recent work on out of equilibrium molecular machinery, using trichloroacetic acid (TCA), we disclose a purification technique considerably decreasing the number of operations and the waste generation required for such purifications. At first, TCA triggers the precipitation of the amines through their protonated salt formation, enabling the separation with the impurities. From these amine salts, simple decarboxylation of TCA liberates volatile CO2 and chloroform affording directly the pure amines. Through this approach, a broad range of diversely substituted amines could be isolated with success.

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Solid-state Rotaxane Switch: Synthesis of Thermoresponsive Rotaxane Shuttle Utilizing a Thermally Decomposable Acid

Cited by 16 publications

References 24 publications

Nano-Theranostics for the Sensing, Imaging and Therapy of Prostate Cancers

Nano-Theranostics for the Sensing, Imaging and Therapy of Prostate Cancers

Cosolvent Effects on the Aggregation and Micellar Growth of Ester-Containing Gemini Surfactants

Trichloroacetic acid fueled practical amine purifications

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