11B NMR/MRI Sensing of Copper(II) Ions In Vitro by the Decomposition of a Hybrid Compound of anido‐o‐Carborane and a Metal Chelator

Tanaka, Tomohiro; Rikita, Araki; Saido, Takaomi C.; Ryo, Akihide; Aoki, Shin

doi:10.1002/ejic.201600346

Cited by 9 publications

(8 citation statements)

References 51 publications

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“…A catalytic amount of Cu 2+ is sufficient for the complete decomposition of the nido - o -carborane to produce 9 equiv of B(OH) 3 (Figure ). This unique mechanism for signal amplification allows the detection of Cu 2+ at low mM concentrations. , …”

Section: Sensors Relying On the Perturbation Of Nmr Chemical Shiftsmentioning

confidence: 99%

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Molecular Sensors for NMR-Based Detection

et al. 2018

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Reliable and precise methods capable of unambiguously identifying target analytes in real-world samples are indispensable in various fields, ranging from biological studies and diagnosis to quality control. Among various analytic techniques, nuclear magnetic resonance (NMR) is uniquely powerful as it provides multidimensional data useful for structural analysis at the atomic level. The rich information obtained from various NMR experiments allows one to access not only molecular structures and interactions but also the dynamics and diffusional properties. However, the interpretation of NMR data in the analysis of real-world mixtures can be challenging and is often complicated by the overlap of the NMR resonances of each component. Moreover, the inherently low sensitivity of the NMR technique hampers its implementation in many detections, where the analytes of interest are present at low concentrations. By a combination of heteronuclear NMR, dedicatedly designed sensors, ingenious transduction mechanisms, and powerful NMR pulse sequences, significant advancements were made to conquer these limitations. The present review summarizes the sensing systems that effectively facilitate NMR-based detection with an emphasis on the chemical perspective of sensor design and transduction mechanism. Advances in hyperpolarized sensors to boost the sensitivity of detection will also be included where appropriate.

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Section: Sensors Relying On the Perturbation Of Nmr Chemical Shiftsmentioning

confidence: 99%

“…This unique mechanism for signal amplification allows the detection of Cu 2+ at low mM concentrations. 233,234 The sensitivity is one of the limitations of NMR-based sensing methods. Extensive data acquisition is often required to detect analytes at low concentrations.…”

Section: Detection Of Ions and Neutral Organic Analytesmentioning

confidence: 99%

Molecular Sensors for NMR-Based Detection

et al. 2018

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“… 15 , 20 In subsequent studies, the decomposition of ortho -carborane-polyamine conjugates upon metal complexation was discovered and applied to the magnetic resonance imaging (MRI) of Cu 2+ in solutions. 21 …”

Section: Introductionmentioning

confidence: 99%

Design, Synthesis, and Biological Evaluation of Boron-Containing Macrocyclic Polyamines and Their Zinc(II) Complexes for Boron Neutron Capture Therapy

et al. 2021

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Boron neutron capture therapy (BNCT) is a binary therapeutic method for cancer treatment based on the use of a combination of a cancer-specific drug containing boron-10 ( 10 B) and thermal neutron irradiation. For successful BNCT, 10 B-containing molecules need to accumulate specifically in cancer cells, because destructive effect of the generated heavy particles is limited basically to boron-containing cells. Herein, we report on the design and synthesis of boron compounds that are functionalized with 9-, 12-, and 15-membered macrocyclic polyamines and their Zn 2+ complexes. Their cytotoxicity, intracellular uptake activity into cancer cells and normal cells, and BNCT effect are also reported. The experimental data suggest that mono- and/or diprotonated forms of metal-free [12]aneN 4 - and [15]aneN 5 -type ligands are uptaken into cancer cells, and their complexes with intracellular metals such as Zn 2+ would induce cell death upon thermal neutron irradiation, possibly via interactions with DNA.

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“…2,3 This structure plays an important role in the field of organic and inorganic chemistry, and is widely used in scientific research, such as metal and non-metal chelation. 4 For example, in organic medicine, the boron neutron-capture therapy (BNCT) treatment method uses an externally irradiated thermal neutron source to excite boron atoms to generate energy levels to destroy tumor cells and achieve the therapeutic goals. [5][6][7][8][9][10][11] In the inorganic and organic metallic directions, the physical properties of electron transfer and orbital potential energy, and the most extensive fields of coordination chemistry 12,13 and organic light emitting diodes (OLED) 14 are the most widely studied, as shown in Figure 1.…”

Section: Introductionmentioning

confidence: 99%

Well Defined Rich Electronic Structure: Facile Approach for Nido-Carborane Fused Azaspirodecaniums in Water Solution

Lv¹,

Wang²,

Xiao³

et al. 2020

J. Braz. Chem. Soc.

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A novel bis-dumbbell shape of a multi cation around a azaspirodecanium combined with nido-carborane was prepared in a single step in good yield starting from pyrrolidine and 1,3-dichloropropane to give one compound and from piperidine and 1,4-dichlorobutane to give the other. This is the first report of an electrolyte azaspirodecanium-boron-cluster structure. 1 H, 13 C, and 11 B nuclear magnetic resonance spectroscopy, Fourier transform infrared spectroscopy, and high resolution mass spectrometry (HRMS) methods revealed changes due to interactions among the functional groups. In particular, the compound was electron-rich because of its unique structure and excellent chemical reactivity.

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¹¹B NMR/MRI Sensing of Copper(II) Ions In Vitro by the Decomposition of a Hybrid Compound of anido‐o‐Carborane and a Metal Chelator

Cited by 9 publications

References 51 publications

Molecular Sensors for NMR-Based Detection

Molecular Sensors for NMR-Based Detection

Design, Synthesis, and Biological Evaluation of Boron-Containing Macrocyclic Polyamines and Their Zinc(II) Complexes for Boron Neutron Capture Therapy

Well Defined Rich Electronic Structure: Facile Approach for Nido-Carborane Fused Azaspirodecaniums in Water Solution

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