A5020095155- Pharmacological Receptor Mechanisms and Effects
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Neuropeptides and Animal Physiology
- Receptor Mechanisms and Signaling
- Tryptophan and brain disorders
- Organoboron and organosilicon chemistry
- N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
- Radical Photochemical Reactions
- Catalytic Cross-Coupling Reactions
- Pain Mechanisms and Treatments
- Stress Responses and Cortisol
- Click Chemistry and Applications
- Monoclonal and Polyclonal Antibodies Research
- Supramolecular Chemistry and Complexes
- Chemical Synthesis and Analysis
- Fluorine in Organic Chemistry
- Advanced Biosensing Techniques and Applications
- Coordination Chemistry and Organometallics
- Supramolecular Self-Assembly in Materials
- Colorectal Cancer Treatments and Studies
- Molecular Sensors and Ion Detection
- Cancer Genomics and Diagnostics
- Bipolar Disorder and Treatment
- Catalytic C–H Functionalization Methods
National Health Research Institutes
2014-2024
National Cheng Kung University
2018-2024
University of Minnesota
2017
University of Pittsburgh
2008-2011
Sorbonne Université
2008-2011
Centre National de la Recherche Scientifique
2008-2011
University of St Andrews
2009-2010
National Taiwan University
1999-2010
Institut Parisien de Chimie Moléculaire
2008-2010
The University of Tokyo
2010
Reduction of xanthates by N-heterocyclic carbene boranes (NHC-boranes) has been suggested to occur a radical chain mechanism involving heretofore unknown NHC-boryl radicals. In support this suggestion, both the expected borane dithiocarbonate product and an unexpected xanthate have now isolated. These are first NHC-boranes with boron−sulfur bonds, their structures secured spectroscopic crystallographic means. The rate constants for H-atom transfer from NHC complex were determined using ring...
Calculations suggest that complexes of borane with N-heterocyclic carbenes (NHC) have B-H bond dissocation energies more then 20 kcal/mol less than free borane, diborane, borane-THF, and related complexes. Values are in the range popular radical hydrogen atom donors like tin hydrides (70-80 kcal/mol). The resulting prediction NHC could be used as was verified by deoxygenations xanthates using either AIBN or triethylborane initiator.
N-Heterocyclic carbene boranes (NHC-boranes) are a new "clean" class of reagents suitable for reductive radical chain transformations. Their structures well suited their reactivity to be tuned by inclusion different NHC ring units and appropriate placement diverse substituents. EPR spectra were obtained the boron-centered radicals generated on removal one BH(3) hydrogen atoms. This spectroscopic data, coupled with DFT computations, demonstrated that NHC-BH(2)* planar pi-delocalized species....
Indoleamine 2,3-dioxygenase 1 (IDO1), promoting immune escape of tumors, is a therapeutic target for the cancer immunotherapy. A number IDO1 inhibitors have been identified, but only limited structural biology studies are available to provide insights on binding mechanism IDO1. In this study, we present structure in complex with 24, NLG919 analogue potent activity. The revealed imidazole nitrogen atom 24 coordinate heme iron, and imidazoleisoindole core situated pocket 1-cyclohexylethanol...
Abstract Machine learning is a well-known approach for virtual screening. Recently, deep learning, machine algorithm in artificial neural networks, has been applied to the advancement of precision medicine and drug discovery. In this study, we performed comparative studies between networks (DNN) other ligand-based screening (LBVS) methods demonstrate that DNN random forest (RF) were superior hit prediction efficiency. By using DNN, several triple-negative breast cancer (TNBC) inhibitors...
Minimalist N-heterocyclic carbene boranes 1,3-dimethylimidazol-2-ylideneborane and 2,4-dimethyl-1,2,4-triazol-3-ylideneborane are readily available have low molecular weights. They exhibit superior performance to first-generation NHC−boranes, providing improved yields in reductions of xanthates related functional groups.
The Cu(I)-catalyzed alkyne−azide [2 + 3] cycloaddition has been demonstrated to be an effective and orthogonal conjugation reaction covalently immobilize biomolecules on magnetic nanoparticles (MNPs). azido group the MNP surface provides better efficiency with alkynated molecules. Moreover, C-terminal protein was site-specifically immobilized MNP. binding activity presented by site-specific immobilization is higher than that random amide bond formation.
Reaction of lithium 1,3-bis(2,6-diisopropylphenyl)-2,3-dihydro-1H-1,3,2-diazaborol-2-ide with borane·THF provides the first boryl-substituted borohydride: [1,3-bis(2,6-diisopropylphenyl)-2,3-dihydro-1H-1,3,2-diazaborol-2-yl]trihydroborate. The compound is fully characterized by 11B, 1H, and 7Li NMR spectra other means, these data are compared to neutral anionic benchmark compounds. crystallizes as a dimer complexed four THF molecules. lacks bridging B−H bonds seen in boranes instead held...
1,3-Dimethylimidazol-2-ylidene borane and 2,4-dimethyl-1,2,4-triazol-3-ylidene are found to be useful reagents for the reduction of alkyl iodides bromides bearing nearby electron withdrawing substituents. Signatures radical chain reactions seen in many cases, but ionic reductions may also occurring with some substrates. The attractive because their low molecular weight, availability from inexpensive precursors, stability. Separation products target is readily accomplished either or without...
Tryptophan metabolism has been recognized as an important mechanism in immune tolerance. Indoleamine 2,3-dioxygenase plays a key role local tryptophan via the kynurenine pathway and emerged therapeutic target for cancer immunotherapy. Our prior study identified phenyl benzenesulfonyl hydrazide 2 potent vitro (though not vivo) inhibitor of indoleamine 2,3-dioxygenase. Further lead optimization to improve potencies pharmacokinetic profiles resulted...
Surgical reduction: N-Heterocyclic carbene–borane complexes such as depicted are neutral, organic soluble analogues of borohydride anions with a weak hydridic character, compatible organometallic catalysis. They applicable for surgical reductions in complex, multifunctional molecules. Detailed facts importance to specialist readers published "Supporting Information". Such documents peer-reviewed, but not copy-edited or typeset. made available submitted by the authors. Please note: The...
Rate constants for hydrogen abstraction by a nonyl radical from 20 complexes of N-heterocyclic carbenes and boranes (NHC−boranes) have been determined the pyridine-2-thioneoxycarbonyl (PTOC) competition kinetic method at single concentration point. The rate range <1 × 104 to 8 M−1 s−1. They show little dependence on electronic properties carbene core, but there is trend increasing with decreasing size N-substituents. Two promising new reagents small N-substituents (R = Me) identified.
Complexes of triaryl- and trialkylboranes with N-heterocyclic carbenes (NHCs) participate in Suzuki−Miyaura cross-coupling reactions provide coupled products good yields under base-free conditions. The reaction can be applied to Csp2−Csp2 Csp2−Csp3 carbon−carbon bond formation triflates, iodides, bromides, chlorides. These results enrich the utility NHC−borane complexes, which added toolkit cross-couplings, along boronic acids organotrifluoroborates.
A structure-based virtual screening strategy, comprising homology modeling, ligand–support binding site optimization, screening, and structure clustering analysis, was developed used to identify novel tryptophan 2,3-dioxygenase (TDO) inhibitors. Compound 1 (IC50 = 711 nM), selected by showed inhibitory activity toward TDO subjected structural modifications molecular docking studies. This resulted in the identification of a potent selective inhibitor (11e, IC50 30 making it potential compound...
Indoleamine 2,3-dioxygenase (IDO1) inhibitors are speculated to be useful in cancer immunotherapy, but a phase III clinical trial of the most advanced IDO1 inhibitor, epacadostat, did not meet its primary end point and was abandoned. In previous work, we identified novel inhibitor N-(4-chlorophenyl)-2-((5-phenylthiazolo[2,3-c][1,2,4]triazol-3-yl)thio)acetamide 1 through high-throughput screening (HTS). Herein, report structure-activity relationship (SAR) study this compound, which resulted...
Recent studies have shown that NP (nucleoprotein), which possesses multiple functions in the viral life cycle, is a new potential anti-influenza drug target. inhibitors reliably induce conformational changes NPs, and these may confer inhibition of influenza virus. The six conserved tryptophan residues can be used as an intrinsic probe to monitor change fluorescence protein upon binding inhibitor. In present study, we found recombinant proteins was quenched following available (such...
Gezielt ligiert: Ein Proteinexpressionssystem wurde mit der CuI-katalysierten Bildung von 1,2,3-Triazolen kombiniert, um ein Protein an seinem C-Terminus zu modifizieren. Das immobilisierte Stammprotein lässt sich kleinen Molekülen ortsspezifisch ligieren (siehe Bild), wobei die Ligation einem Diazido-Linker homodimeren Proteinkonjugaten führt. Durch spezifische kovalente Anbindung funktionalisierte Oberflächen können außerdem Mikroarrays erzeugt werden. Supporting information for this...
We report a new host molecule in which one diethylene glycol chain (i.e., loop possessing only three oxygen atoms) incorporated along with two phenolic aromatic rings is linked by xylene spacer into macroring. The design of the molecular structure this macrocycle "amplifies" any potential [cation...pi], [N+-H...pi], and [N+C-H...pi] interactions between dibenzylammonium (DBA+) ion macrocycle; as such, these species display very strong binding affinity CD3NO2 (Ka = 15,000 M(-1)). macroring...
We have used the "threading-followed-by-swelling" approach to fix a daisy chain structure in solution, leading isolation of captured [c2]daisy 77% yield.
When saccharides bearing a sulfur, selenium, or oxygen substituent at the anomeric center and an unprotected hydroxyl group either C-4 C-6 were subjected to fluorination with DAST in dichloromethane, regioselective migration of position was observed. Certain gave mixture normal products whereas others yielded mainly exclusively (β-glycosyl fluorides). The high thermal chemical stability migrated glycosyl fluorides demonstrated be important precursor for many significant carbohydrate...
Abstract We have developed a “threading‐followed‐by‐swelling” protocol to synthesize [2]rotaxanes efficiently and atom economically. Our employs cis ‐1‐[( Z )‐alk‐1′‐enyl]‐2‐vinylcyclopropane units as the termini of threadlike components; these end groups are converted into more‐sizable cycloheptadiene motifs, which function stopper units, through Cope rearrangements at elevated temperature. used this approach in good yield from [2]pseudorotaxanes featuring either one or two swellable...