Rate enhancement of hexose sugar oxidation on an ethynylpyridine-functionalized Pt/Al2O3 catalyst with induced chirality.

Rate enhancement of the selective oxidation of hexoses was achieved on an ethynylpyridine (EPy)-functionalized Pt/Al2O3 catalyst. Host-guest interaction between the EPy ligand and a hexose sugar reactant produced a complex with induced chirality on the catalyst surface.

[1]  T. Baba,et al.  Heterogeneous synergistic catalysis by a palladium complex and an amine on a silica surface for acceleration of the Tsuji-Trost reaction. , 2012, Angewandte Chemie.

[2]  P. Savage,et al.  Impact of sugar stereochemistry on natural killer T cell stimulation by bacterial glycolipids. , 2011, Organic & biomolecular chemistry.

[3]  J. Llano,et al.  A DFT study on the catalytic mechanism of UDP-glucose dehydrogenase , 2010 .

[4]  U. Stimming,et al.  Electrochemical versus heat-engine energy technology: a tribute to Wilhelm Ostwald's visionary statements. , 2009, Angewandte Chemie.

[5]  Qinghong Zhang,et al.  Carbon nanotube-supported gold nanoparticles as efficient catalysts for selective oxidation of cellobiose into gluconic acid in aqueous medium. , 2009, Chemical communications.

[6]  T. Okihara,et al.  TEMPO-Mediated Oxidation of Primary Alcohols to Carboxylic Acids by Exploitation of Ethers in an Aqueous-Organic Biphase System , 2009 .

[7]  Y. Iwasawa,et al.  Layered materials with coexisting acidic and basic sites for catalytic one-pot reaction sequences. , 2009, Journal of the American Chemical Society.

[8]  Y. Iwasawa,et al.  Cooperative catalysis of primary and tertiary amines immobilized on oxide surfaces for one-pot C-C bond forming reactions. , 2008, Angewandte Chemie.

[9]  Biao Yu,et al.  Synthesis of betavulgaroside III, a representative triterpene seco-glycoside. , 2008, The Journal of organic chemistry.

[10]  J. Kovensky,et al.  Synthesis of sugar-based chelating surfactants for metal removal from wastewater. , 2008, Carbohydrate research.

[11]  J. Chern,et al.  Benzyl ether-linked glucuronide derivative of 10-hydroxycamptothecin designed for selective camptothecin-based anticancer therapy. , 2008, Journal of medicinal chemistry.

[12]  M. Inouye,et al.  Translation of mutarotation into induced circular dichroism signals through helix inversion of host polymers. , 2007, Angewandte Chemie.

[13]  Mark E. Davis,et al.  Multifunctional heterogeneous catalysts: SBA-15-containing primary amines and sulfonic acids. , 2006, Angewandte Chemie.

[14]  F. Vizza,et al.  Hydrogenation of arenes over silica-supported catalysts that combine a grafted rhodium complex and palladium nanoparticles: evidence for substrate activation on Rh(single-site)-Pd(metal) moieties. , 2006, Journal of the American Chemical Society.

[15]  A. Pascall,et al.  Acid-base bifunctional and dielectric outer-sphere effects in heterogeneous catalysis: a comparative investigation of model primary amine catalysts. , 2006, Journal of the American Chemical Society.

[16]  M. Tanner,et al.  Efficient chemoenzymatic synthesis of ADP-D-glycero-beta-D-manno-heptose and a mechanistic study of ADP-L-glycero-D-manno-heptose 6-epimerase. , 2005, Organic letters.

[17]  A. Pegg,et al.  Beta-glucuronidase-cleavable prodrugs of O6-benzylguanine and O6-benzyl-2'-deoxyguanosine. , 2005, Journal of medicinal chemistry.

[18]  H. Nakazumi,et al.  Glucopyranoside Recognition by Polypyridine-Macrocyclic Receptors Possessing a Wide Cavity with a Flexible Linkage. , 1999, The Journal of organic chemistry.

[19]  J. Chern,et al.  Design and synthesis of water-soluble glucuronide derivatives of camptothecin for cancer prodrug monotherapy and antibody-directed enzyme prodrug therapy (ADEPT). , 1999, Journal of medicinal chemistry.

[20]  Kunihide Takahashi,et al.  Remarkably Strong, Uncharged Hydrogen-Bonding Interactions of Polypyridine-Macrocyclic Receptors for Deoxyribofuranosides , 1999 .

[21]  H. V. Bekkum,et al.  Effect of pH in the Pt-catalyzed oxidation of d-glucose to d-gluconic acid , 1995 .

[22]  A. Baiker,et al.  Localized basification of catalytic surfaces enhances the selective oxidation of L-sorbose over supported Pt catalysts modified with tertiary amines , 1995 .

[23]  A. Baiker,et al.  Direct Oxidation of L-Sorbose to 2-Keto-L-gulonic Acid with Molecular Oxygen on Platinum- and Palladium-Based Catalysts , 1994 .

[24]  Y. Tsuda,et al.  Chemistry of Oxo-Sugars. (2). Regio- and Stereo-Selective Synthesis of Methyl D-Hexopyranosiduloses and Identification of Their Forms Existing in Solutions , 1993 .

[25]  S. Murata,et al.  Synthesis of methyl 2-O- and 3-O-sulfo-d-glucopyranosiduronic acids , 1990 .

[26]  T. Ogawa,et al.  Synthesis of methyl (allyl 2,3-di-O-benzyl-β-d-galactopyranosid)uronate and methyl (2,3-di-O-benzyl-α- and β-d-galactopyranosyl fluoride)uronate , 1988 .

[27]  J. M. H. Dirkx,et al.  The oxidation of glucose with platinum on carbon as catalyst , 1981 .

[28]  Adam Allerhand,et al.  Detection of the furanose anomers of D-mannose in aqueous solution. Application of carbon-13 nuclear magnetic resonance spectroscopy at 68 MHz , 1977 .

[29]  G. R. Sanderson,et al.  Methyl α- and β-D-idopyranosiduronic acids synthesis and conformational analysis , 1972 .

[30]  D. B. Easty.  The synthesis and acid hydrolysis of methyl alpha-d-glucopyranosiduronic acid , 1962 .

[31]  C. E. Rist,et al.  A Practical Synthesis of D-Glucuronic Acid through the Catalytic Oxidation of 1,2-Isopropylidene-D-glucose2 , 1951 .