Category: 25240-59-9

Hariri, Ali published the artcileMolecular imaging of oxidative stress using an LED-based photoacoustic imaging system, Recommanded Product: 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, the publication is Scientific Reports (2019), 9(1), 1-10, database is CAplus and MEDLINE.

LED-based photoacoustic imaging has practical value in that it is affordable and rugged; however, this technol. has largely been confined to anat. imaging with limited applications into functional or mol. imaging. Here, we report mol. imaging reactive oxygen and nitrogen species (RONS) with a near-IR (NIR) absorbing small mol. (CyBA) and LED-based photoacoustic imaging equipment. CyBA produces increasing photoacoustic signal in response to peroxynitrite (ONOO^–) and hydrogen peroxide (H₂O₂) with photoacoustic signal increases of 3.54 and 4.23-fold at 50μM of RONS at 700 nm, resp. CyBA is insensitive to OCl^–, NO, NO₂^–, NO₃^–, tBuOOH, O₂^–, C₄H₉O , HNO, and OH, but can detect ONOO^– in whole blood and plasma. CyBA was then used to detect endogenous RONS in macrophage RAW 246.7 cells as well as a rodent model; these results were confirmed with fluorescence microscopy. Importantly, CyB suffers photobleaching under a Nd:YAG laser but the signal decrease is <2% with the low-power LED-based photoacoustic system and the same radiant exposure time. To the best of our knowledge, this is the first report to describe mol. imaging with an LED-based photoacoustic scanner. This study not only reveals the sensitive photoacoustic detection of RONS but also highlights the utility of LED-based photoacoustic imaging.

Scientific Reports published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Recommanded Product: 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Cao, Yang published the artcileCatalytic Asymmetric 1,4-Reduction of α-Branched 2-Vinyl-azaarenes by a Chiral SPINOL-Derived Borophosphate, Synthetic Route of 25240-59-9, the publication is ACS Catalysis (2020), 10(19), 10914-10919, database is CAplus.

The catalytic asym. 1,4-reduction of α-branched 2-vinylazaarenes by a SPINOL-derived borophosphate has been realized. A SPINOL-derived phosphoric acid is used to form a bifunctional phosphoryl boronate catalyst in situ in the presence of pinacolborane. This asym. 1,4-reduction reaction provides a convenient procedure to access chiral alkylated quinolines I (R¹ = 4-Cl, 4-CF₃, 3-OMe, etc.; R² = H, 6-CO₂Me, 6-NO₂, 7-F, etc.) and benzothiazoles II (R³ = 6-Me, 5-Cl, 6-CO₂Me, etc.) in high yields (up to 94%) and with good stereoselectivities (up to 98%).

ACS Catalysis published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Synthetic Route of 25240-59-9.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Gudun, Kristina A. published the artcileCobalt-Catalyzed Deoxygenative Hydroboration of Nitro Compounds and Applications to One-Pot Synthesis of Aldimines and Amides, Category: alcohols-buliding-blocks, the publication is Advanced Synthesis & Catalysis (2022), 364(3), 601-611, database is CAplus.

The com. available and bench-stable Co(acac)₂ ligated with bis[(2-diphenylphosphino)phenyl] ether (dpephos) was employed for selective room temperature hydroboration of nitro compounds with HBPin (TOF up to 4615 h^-1), tolerating halide, hydroxy, amino, ether, ester, lactone, amide and heteroaromatic functionalities. These reactions offered a direct access to a variety of N-borylamines RN(H)BPin, which were in situ treated with aldehydes and carboxylic acids to produce a series of aldimines and secondary carboxamides without the need for dehydrating and/or coupling reagents. Combination of these transformations in a sequential one-pot manner allowed for direct and selective synthesis of aldimines and secondary carboxamides from readily available and inexpensive nitro compounds

Advanced Synthesis & Catalysis published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Nakatsuji, Jun-ya published the artcileSynthesis and structure of boron compounds bearing tridentate ligands with 1,3-bicarbonylbenzene skeleton, SDS of cas: 25240-59-9, the publication is Bulletin of the Chemical Society of Japan (2010), 83(7), 767-776, database is CAplus.

In order to examine differences in structure due to the electronic nature of the oxygen ligand, several organoboron compounds bearing ester BXL¹ (L¹ = 2,6-bis(tert-butoxycarbonyl)phenyl, X = pinacolato, 8a; X = catecholato, 8b; X = fluorenyl, 8c) and amide BXL² (L² = 2,6-bis(N,N-diisopropylaminocarbonyl)phenyl, X = pinacolato, 13a and X = catecholato, 13b) ligands were prepared and crystallog. analyzed. In the ester ligand systems, the pinacolato derivative 8a and catecholato derivative 8b took a pentacoordinate structure, while fluorenyl derivative 8c took a tetracoordinate structure instead of pentacoordinate due to the strong electrophilic nature of the boron atom. In contrast to the ester ligand systems, no pentacoordinate species were found in the amide ligand systems. The pinacolato derivative 13a is tricoordinated, and catecholato derivative 13b is tetracoordinated. These results could be due to the steric effect of the diisopropylamide ligand together with the electronic effects. The VT NMR study and the DFT calculations reveal that the energy difference between the tetracoordinate and pentacoordinate structure in 8c is very small, and indicated that the electronic nature and steric effects of the ligand greatly affect the coordination state of the boron atom.

Bulletin of the Chemical Society of Japan published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, SDS of cas: 25240-59-9.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Lv, Wei published the artcileBioengineered Boronic Ester Modified Dextran Polymer Nanoparticles as Reactive Oxygen Species Responsive Nanocarrier for Ischemic Stroke Treatment, Product Details of C6H13BO3, the publication is ACS Nano (2018), 12(6), 5417-5426, database is CAplus and MEDLINE.

Ischemic stroke is a leading cause of long-term disability and death worldwide. Current drug delivery vehicles for the treatment of ischemic stroke are less than satisfactory, in large part due to their short circulation lives, lack of specific targeting to the ischemic site, and poor controllability of drug release. In light of the upregulation of reactive oxygen species (ROS) in the ischemic neuron, we herein developed a bioengineered ROS-responsive nanocarrier for stroke-specific delivery of a neuroprotective agent, NR2B9C, against ischemic brain damage. The nanocarrier is composed of a dextran polymer core modified with ROS-responsive boronic ester and a red blood cell (RBC) membrane shell with stroke homing peptide (SHp) inserted. These targeted “core-shell” nanoparticles (designated as SHp-RBC-NP) could thus have controlled release of NR2B9C triggered by high intracellular ROS in ischemic neurons after homing to ischemic brain tissues. The potential of the SHp-RBC-NP for ischemic stroke therapy was systematically evaluated in vitro and in rat models of middle cerebral artery occlusion (MCAO). In vitro results showed that the SHp-RBC-NP had great protective effects on glutamate-induced cytotoxicity in PC-12 cells. In vivo pharmacokinetic (PK) and pharmacodynamic (PD) testing further demonstrated that the bioengineered nanoparticles can drastically prolong the systemic circulation of NR2B9C, enhance the active targeting of the ischemic area in the MCAO rats, and reduce ischemic brain damage.

ACS Nano published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Product Details of C6H13BO3.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Li, Chunxiang published the artcilePhotoluminescence properties of a novel cyclometalated iridium(III) complex with coumarin-boronate and its recognition of hydrogen peroxide, Related Products of alcohols-buliding-blocks, the publication is Dalton Transactions (2014), 43(14), 5595-5602, database is CAplus and MEDLINE.

A novel neutral iridium(III) complex-based phosphorescent probe (Ir-2) for hydrogen peroxide (H₂O₂) has been designed and synthesized by incorporating a benzeneboronic acid pinacol ester (bpe) moiety into 3-(benzothiazol-2-yl)-7-hydroxy-coumarin (Bthc) as a cyclometalated ligand (Bthc-bpe). The photophys. behavior of Ir-2 was investigated by UV-Vis absorption spectroscopy, photoluminescence spectroscopy, and quantum mech. calculations The absorption spectra of the complex Ir-2 are dominated by the cyclometalated ligand; thus it shows an intense absorption band in the visible region at 460 nm with a molar extinction coefficient (ε) of about 3 × 10⁴ M^-1 cm^-1, which is rarely found for typical polypyridine iridium(III) complexes. The complex Ir-2 displays efficient phosphorescent emission at 560 nm at room temperature originating from a mixed triplet metal-to-ligand charge-transfer (³MLCT, dπ(Ir) π* (Bthc-bpe)) and triplet intraligand (³ILCT, π-π* (Bthc-bpe)) excited states as suggested by the DFT computational studies. Upon reaction with H₂O₂, the complex displays an emission decrease induced by an intense intermol. aggregation due to the cleavage of the bulky benzeneboronic acid pinacol ester substituent, indicating that Ir-2 could act as an ON-OFF-type phosphorescent probe for H₂O₂. Addnl., selectivity studies reveal that the complex Ir-2 possesses high selectivity toward H₂O₂ over other reactive oxygen species (ROS).

Dalton Transactions published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Yuan, Bin published the artcileActivatable Photosensitizer for Smart Photodynamic Therapy Triggered by Reactive Oxygen Species in Tumor Cells, Recommanded Product: 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, the publication is ACS Applied Materials & Interfaces (2020), 12(24), 26982-26990, database is CAplus and MEDLINE.

Photodynamic therapy (PDT) is a promising approach for the treatment of different kinds of cancers as well as some other diseases. By combining spatiotemporal light irradiation with photosensitizers (PS), PDT can be easily controlled by tuning illumination time and sites of irradiation However, how to reduce the phototoxicity of the PS to normal cells without sacrificing its effectiveness to cancer cells is still a challenge. Herein, we put forward a deactivation and reactivation strategy for PDT to reduce the undesired damage to normal cells under light irradiation First, by chem. modification of meso-(4-pyridinyl)-substitution BODIPY with phenylboronic acid pinacol ester moiety, the masked PS ProBODIPY-2I with low generation efficiency of singlet oxygen and good water solubility can be obtained. Moreover, ProBODIPY-2I can be reactivated at tumor microenvironment by reactive oxygen species (ROS), resuming their PDT efficiency. Meanwhile, ProBODIPY-2I showed low phototoxicity for the normal cells, due to the relatively low concentration of ROS. In this way, the safety and selectivity for the PDT can be greatly improved. It is anticipated that some other tumor biomarkers, such as proton, GSH and enzymes, can be employed for the smart PDT methods.

ACS Applied Materials & Interfaces published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C17H20ClN3, Recommanded Product: 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Rossi, Kyllikki published the artcileCarbon-13 NMR chemical shifts and ring conformations of 2-hydroxy-1,3,2-dioxaborolane and 2-hydroxy-1,3,2-dioxaborinane and their methyl derivatives, Computed Properties of 25240-59-9, the publication is Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry (1985), B39(8), 671-83, database is CAplus.

The ¹³C NMR chem. shifts of 2-hydroxy-1,3,2-dioxaborolane (half-chair) and -borinane (chair) and their Me derivatives are reported. Substituent effects on the chem. shifts have been derived, and their type and magnitude are closely related to the ring size, geometry, and other conformational aspects. ¹H NMR data for some 2-hydroxy-1,3,2-dioxaborinanes have been used to confirm the populations of their interconverting chair forms as deduced from the ¹³C NMR chem. shift correlations.

Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Computed Properties of 25240-59-9.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Lyle, Steven J. published the artcileMultistep Solid-State Organic Synthesis of Carbamate-Linked Covalent Organic Frameworks, COA of Formula: C6H13BO3, the publication is Journal of the American Chemical Society (2019), 141(28), 11253-11258, database is CAplus and MEDLINE.

Herein, we demonstrate the first example of a multi-step solid-state organic synthesis, in which a new imine-linked two-dimensional covalent organic framework (COF-170, 1) was transformed through three consecutive postsynthetic modifications into porous, crystalline cyclic carbamate and thiocarbamate-linked frameworks. These linkages are previously unreported and inaccessible through de novo synthesis. While not altering the overall connectivity of the framework, these chem. transformations induce significant conformational and structural changes at each step, highlighting the key importance of noncovalent interactions and conformational flexibility to COF crystallinity and porosity. These transformations were assessed using ¹⁵N multi-CP-MAS NMR spectroscopy, providing the first quantitation of yields in COF postsynthetic modification reactions, as well as of amine defect sites in imine-linked COFs. This multi-step COF linkage postsynthetic modification represents a significant step toward bringing the precision of organic solution-phase synthesis to extended solid-state compounds

Journal of the American Chemical Society published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, COA of Formula: C6H13BO3.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Meng, Charles Q. published the artcileCarboxylated, Heteroaryl-Substituted Chalcones as Inhibitors of Vascular Cell Adhesion Molecule-1 Expression for Use in Chronic Inflammatory Diseases, Related Products of alcohols-buliding-blocks, the publication is Journal of Medicinal Chemistry (2007), 50(6), 1304-1315, database is CAplus and MEDLINE.

Starting from a simple chalcone template, structure-activity relationship (SAR) studies led to a series of carboxylated, heteroaryl-substituted chalcone derivatives as novel, potent inhibitors of vascular cell adhesion mol.-1 (VCAM-1) expression. Correlations between lipophilicity determined by calculated logP values and inhibitory efficacy were observed among structurally similar compounds of the series. Various substituents were found to be tolerated at several positions of the chalcone backbone as long as the compounds fell into the right range of lipophilicity. The chalcone α,β-unsaturated ketone moiety seemed to be the pharmacophore required for inhibition of VCAM-1 expression. Compound 19 (I) showed significant antiinflammatory effects in a mouse model of allergic inflammation, indicating that this series of compounds might have therapeutic value for human asthma and other inflammatory disorders.

Journal of Medicinal Chemistry published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts