A5078585781- Chemical Synthesis and Analysis
- Supramolecular Self-Assembly in Materials
- Molecular Sensors and Ion Detection
- Supramolecular Chemistry and Complexes
- Carbohydrate Chemistry and Synthesis
- Synthesis and Properties of Aromatic Compounds
- Sulfur-Based Synthesis Techniques
- Molecular spectroscopy and chirality
- Breast Cancer Treatment Studies
- Chemical Synthesis and Reactions
- DNA and Nucleic Acid Chemistry
- Synthesis and Characterization of Heterocyclic Compounds
- Synthesis of heterocyclic compounds
- Asymmetric Synthesis and Catalysis
- Catalytic Cross-Coupling Reactions
- Synthesis and Reactivity of Heterocycles
- Crystallization and Solubility Studies
- X-ray Diffraction in Crystallography
- Oxidative Organic Chemistry Reactions
- Cancer, Hypoxia, and Metabolism
- HER2/EGFR in Cancer Research
- Axial and Atropisomeric Chirality Synthesis
- Cancer Treatment and Pharmacology
- Analytical Chemistry and Chromatography
- Luminescence and Fluorescent Materials
Himeji Dokkyo University
2018-2020
University of Toyama
2010-2019
Gifu University
2014-2017
Tokyo University of Agriculture and Technology
2013-2017
The University of Tokyo
1989-2017
Toyama College
2014
Shiga University of Medical Science
1996-2013
Chiba University
2013
Shiga University of Medical Science Hospital
2012
Akita Prefectural University
2009-2012
Abstract In severely hypoxic condition, HIF-1α-mediated induction of Pdk1 was found to regulate glucose oxidation by preventing the entry pyruvate into tricarboxylic cycle. Monocyte-derived macrophages, however, encounter a gradual decrease in oxygen availability during its migration process inflammatory areas. Here we show that HIF-1α-PDK1-mediated metabolic changes occur mild hypoxia, where mitochondrial cytochrome c oxidase activity is unimpaired, suggesting mode glycolytic reprogramming....
Conformational transitions of biopolymers are well-known to be affected by noncovalent interactions with small molecules. We found that synthetic polymers, poly- and oligo(meta-ethynylpyridine)s, guided helical structures uncharged hydrogen-bonding saccharides enclosed in the inner sphere polymers. Circular dichroism (CD) studies revealed chirality saccharide was transferred sense Among n-octyl pyranosides naturally important hexoses, β-glucoside induced CDs most effectively. Size-regulated...
Under hydrogen pressure, a catalytic amount of palladium(II) trifluoroacetate and 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP) promoted asymmetric hydrogenation α-fluorinated iminoesters to afford highly enantioenriched β-fluorinated α-amino esters. The yield ee were much improved by employing fluorinated alcohols such as 2,2,2-trifluoroethanol (up 91% ee).
Abstract Adenocarcinoma (ADC) and squamous cell carcinoma (SqCC) are the two predominant subtypes of non-small lung cancer (NSCLC) distinct in their histological, molecular clinical presentation. However, metabolic signatures specific to individual NSCLC remain unknown. Here, we perform an integrative analysis human tumour samples, patient-derived xenografts, murine model NSCLC, lines The Cancer Genome Atlas (TCGA) reveal a markedly elevated expression GLUT1 glucose transporter SqCC, which...
About turn: The preferred helical sense of the complex formed between glucose and meta-ethynylpyridine polymer in aqueous methanol is inverted by mutarotation (see picture). strong circular dichroism effects induced pure α- β-D-glucose weakened with time because diastereomer excess decreased through mutarotation. transition curve ellipticity closely reflected that anomer ratio. Supporting information for this article available on WWW under...
A basic host polymer exhibiting pH-regulatable saccharide recognition has been investigated. Poly(m-ethynylpyridine) bearing dialkylamino groups forms helical complexes with saccharides to show induced circular dichroism (ICD). When trifluoroacetic acid was titrated on these complexes, the ICD gradually enhanced until amount of reached ca. 0.5 molar equivalence versus pyridine rings in polymer, and further addition suppressed ICD. The proper also increased binding constants between...
Co-oligomers involving (1H)-4-pyridone and 4-alkoxypyridine rings were studied, it was found that their supramolecular transformation caused by saccharide recognition. In the co-oligomers, pyridone pyridine are alternately linked at 2,6-position with an acetylene bond. The behave as a hydrogen bonding acceptor, tautomerized 4-pyridinol work donor. Pyridine-pyridone-pyridine 3-mer to self-dimerize on basis of vapor pressure osmometry in CHCl(3), association constant obtained 2.3 x 10(3) M(-1)...
Abstract Water‐soluble poly( m ‐ethynylpyridine)s were designed to realize saccharide recognition in protic media. UV/Vis, 1 H NMR, and fluorescence measurements revealed that the polymer forms a helical higher order structure by solvophobic interactions between ethynylpyridine units medium. The resulting pore helix behaves like binding pocket proteins, taking advantage of inwardly directed hydrogen‐bonding functional groups polymers. Molecular native saccharides polymers was investigated...
Water-soluble pyrenophanes possessing polycationic or amphiphilic side chains have been developed as synthetic host molecules to investigate hydrophobic and/or pi-stacking interactions. By utilizing omega-acetalic alkyl retain solubility and versatility, water-soluble macrocyclic could be easily obtained by Stille coupling, followed conversion of the acetal groups hydrophilic substituents. Among synthesized, hexaammonium-, bis(diazoniacrown)-, tetrakis[octa(oxyethylene)]-derived ones showed...
Vascular endothelial growth factor‐A (VEGF‐A) is one of the major angiogenic factors, and its actions are primarily mediated through two membrane receptors, VEGFR‐1 VEGFR‐2. A soluble form (sVEGFR‐1) sequesters free VEGF‐A, acts as a potent anti‐angiogenic factor. While sVEGFR‐1 synthesized splice variant VEGF‐R1 gene, interactions between VEGF‐A remain largely unknown. Here, we show that upregulates sVEGF‐R1 expression in human vascular cells but leaves full‐length unchanged, this induction...
In a binary mixture of oligomers styrene and \ensuremath{\epsilon}-caprolactone, we have studied transition from metastability to instability by changing quench depth systematically under an off-critical condition. The concentration distribution function turns out be good fingerprint for determining whether phase separation is nucleation-growth type or spinodal-decomposition type. We also demonstrate clear morphological kinetice evidence diffuse metastable-unstable crossover phenomena...
Polymeric synthetic host , azacrown-attached 2,6-pyridylene ethynylene polymer, was investigated for its saccharide recognition and the additive effect of triethylene tetramine-trifluoroacetic acid; heteroallosteric effects were observed on basis CD UV/Vis analyses, which indicated saccharide-dependent stabilization destabilization helical complexes by formation pseudopolyrotaxanes.
A series of glycoside-linked oligomeric 2,6-pyridylene−ethynylene (m-ethynylpyridine) compounds were prepared and studied for their intramolecular chiral induction. The primary structure the oligomers, such as lengths ethynylpyridine moieties linkers types terminal groups linked glycosides, was varied. From circular dichroism (CD) 1H NMR analyses, it found that hydrogen bonds between glycoside induced formation higher-order, helices oligomers. sign strength CD signals to depend strongly on...
Bitte wenden: In wasserhaltigem Methanol wird die bevorzugte Helizität eines Komplexes aus Glucose und dem Polymer von meta-Ethinylpyridin durch Mutarotation umgekehrt (siehe Bild). Die starken Circulardichroismus-Signale für reine α- β-D-Glucose schwächen sich ab, da der Diastereomerenüberschuss abnimmt. Übergangskurve Elliptizität spiegelt das Anomerenverhältnis gut wider.
Amphiphilic 2,6-pyridylene ethynylene "meta-ethynylpyridine" polymers having chiral oligo(oxyethylene) side chains were developed as hosts for saccharide recognition. The prepared via a Sonogashira reaction and fractionated by gel permeation chromatography (GPC). They showed circular dichroism (CD) activity due to their higher-order helical structures, CD UV-vis spectra changed depending on not only recognition but also molecular size, temperature, metal cation
Abstract Pyridine–phenol alternating oligomers in which pyridine and phenol moieties are alternatingly linked through acetylene bonds at the 2,6‐positions of aromatic rings were designed synthesized. The nitrogen atom neighboring phenolic hydroxyl group oriented so that they do not form an intramolecular hydrogen bond but cooperatively act as hydrogen‐bonding acceptor donor a push–pull fashion for saccharides. longer oligomer strongly bound to lipophilic glycosides 1,2‐dichloroethane,...
Macrocyclic compounds consisting of three 2,6-pyridylene and 3,5-pyridylene units linked by acetylene bonds were synthesized a Sonogashira reaction. The X-ray structures showed π-stacked pairs two macrocycles, in which unit the one molecule overlaps other because dipole-dipole interaction. Atomic force microscope (AFM) measurements revealed fibril indicating stacking rigid planar macrocycles. Hydrogen-bonding ability macrocyclic inside was demonstrated addition octyl β-D-glucopyranoside.
Breast cancer is currently the most common type of in Japanese females. Unlike other types cancer, breast develops more frequently middle-aged females than elderly Of all female patients aged ≥20 years whom BioBank Japan Project originally enrolled between 2003 and 2008, 2034 were registered within 90 days after their diagnosis. We described lifestyle clinical characteristics these at study entry. Furthermore, we examined effect on all-cause mortality. In diagnosis, frequency stage 0 or...
The reaction of 3,5-di-O-benzyl-2-deoxy-d-ribofuranose with various alkynyllithium reagents afforded diastereomeric mixtures the corresponding ring-opened alkynyldiols. resulting were successively treated Co(2)(CO)(8), a catalytic amount TfOH, Et(3)N, and iodine in one pot to give alkynyl C-3,5-di-O-benzyl-2-deoxy-beta-d-ribofuranosides high beta-selectivities. cobalt-mediated cyclization (intramolecular Nicholas reaction) is reversible; thus, thermodynamically more stable beta-anomers...
A rigid C(3v)-symmetrical host molecule, syn-1,3,5-tris(2-hydroxy-5-pentylphenyl)-2,4,6-trimethylbenzene, was readily obtained via Suzuki coupling and thermal atropisomerization. The molecule effectively associated with various saccharides by multipoint hydrogen bonds, whereas its anti-atropisomer analogue lacking in methyl groups showed much weaker association saccharides. Thermodynamic analyses suggested that the difference of strength caused entropic factors.