Database : MEDLINE Search on : amination [Words] References found : 3544 [refine] Displaying: 1 .. 10   in format [Detailed]

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[PMID]: 23649372 [Au] Autor: Rawat V; Kumar BS; Sudalai A [Ad] Address: Chemical Engineering and Process Development Division, National Chemical Laboratory, Pashan Road, Pune 411008, India. a.sudalai@ncl.res.in. [Ti] Title: Proline catalyzed sequential α-aminooxylation or -amination/reductive cyclization of o-nitrohydrocinnamaldehydes: a high yield synthesis of chiral 3-substituted tetrahydroquinolines. [So] Source: Org Biomol Chem;11(22):3608-11, 2013 May 14. [Is] ISSN: 1477-0539 [Cp] Country of publication: England [La] Language: eng [Ab] Abstract: A new sequential organocatalytic method for the synthesis of chiral 3-substituted (X = OH, NH2) tetrahydroquinoline derivatives (THQs) [ee up to 99%, yield up to 87%] based on α-aminooxylation or -amination followed by reductive cyclization of o-nitrohydrocinnamaldehydes has been described. This methodology has been efficiently demonstrated in the synthesis of two important bioactive molecules namely (-)-sumanirole (96% ee) and 1-[(S)-3-(dimethylamino)-3,4-dihydro-6,7-dimethoxy-quinolin-1(2H)-yl]propanone (92% ee). [Pt] Publication type: JOURNAL ARTICLE [Em] Entry month: 1305 [Js] Journal subset: IM [St] Status: In-Data-Review [do] DOI: 10.1039/c3ob40320c

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[PMID]: 23456879 [Au] Autor: Guo Y; Xu F; Meng L; Tang W; Xia Y; Wu Y; Zhang S [Ad] Address: Chemistry Department, Key Laboratory of Chemical Biology and Organic Chemistry of Henan, Zhengzhou University, Zhengzhou, P. R. China. [Ti] Title: Preparation and application of trimethylamine amination polychloromethyl styrene nanolatex coated capillary column for the determination of bromate by field-amplified sample stacking open-tubular capillary electrochromatography. [So] Source: Electrophoresis;34(9-10):1312-8, 2013 May. [Is] ISSN: 1522-2683 [Cp] Country of publication: Germany [La] Language: eng [Ab] Abstract: A new trimethylamine amination polychloromethyl styrene nanolatex (TMAPL) and TMAPL coated capillary column (ccc-TMAPL) were successfully prepared. The TMAPL coating was characterized with reversed steady EOF values of ca. -16.8 × 10(-5) cm(2) V(-1) s(-1) . It was applied to establish open-tubular (OT) CEC and field-amplified sample stacking (FASS) OT-CEC methods for the determination of bromate in tap water. Compared to OT-CEC, the LOD with FASS-OT-CEC was improved from 80 to 8 ng/mL. The developed FASS-OT-CEC method was practically used for the analysis of bromate in tap water samples with recoveries ranging from 93.6 to 103.5%. [Pt] Publication type: JOURNAL ARTICLE [Em] Entry month: 1305 [Js] Journal subset: IM [St] Status: In-Data-Review [do] DOI: 10.1002/elps.201200541

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[PMID]: 23536004 [Au] Autor: Xue Q; Xie J; Li H; Cheng Y; Zhu C [Ad] Address: State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, People's Republic of China. [Ti] Title: Metal-free, highly efficient organocatalytic amination of benzylic C-H bonds. [So] Source: Chem Commun (Camb);49(35):3700-2, 2013 May 7. [Is] ISSN: 1364-548X [Cp] Country of publication: England [La] Language: eng [Ab] Abstract: A new synthetic approach toward direct C-N bond formation through sp(3) C-H activation has been developed under metal-free conditions. Both primary and secondary benzylic C-H substrates could react smoothly with various amines to give only mono-amination products with good to excellent yields. [Pt] Publication type: JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T [Em] Entry month: 1304 [Js] Journal subset: IM [St] Status: In-Process [do] DOI: 10.1039/c3cc41558a

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[PMID]: 23169388 [Au] Autor: Wang B; Land H; Berglund P [Ad] Address: KTH Royal Institute of Technology, Division of Biochemistry, School of Biotechnology, AlbaNova University Center, SE-106 91 Stockholm, Sweden. [Ti] Title: An efficient single-enzymatic cascade for asymmetric synthesis of chiral amines catalyzed by ω-transaminase. [So] Source: Chem Commun (Camb);49(2):161-3, 2013 Jan 7. [Is] ISSN: 1364-548X [Cp] Country of publication: England [La] Language: eng [Ab] Abstract: An efficient single-enzymatic cascade approach for the asymmetric synthesis of chiral amines has been developed, which applies the amino donor 3-aminocyclohexa-1,5-dienecarboxylic acid spontaneously tautomerizing to reach reaction completion with excellent ee values. [Mh] MeSH terms primary: Amines/metabolism Transaminases/metabolism [Mh] MeSH terms secundary: Amination Biocatalysis Chromobacterium/enzymology Cyclohexanecarboxylic Acids/chemistry Cyclohexenes/chemistry Stereoisomerism [Pt] Publication type: JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T [Nm] Name of substance: 0 (Amines); 0 (Cyclohexanecarboxylic Acids); 0 (Cyclohexenes); 71225-88-2 (isogabaculine); EC 2.6.1.- (Transaminases) [Em] Entry month: 1305 [Js] Journal subset: IM [Da] Date of entry for processing: 121203 [St] Status: MEDLINE [do] DOI: 10.1039/c2cc37232k

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[PMID]: 23420347 [Au] Autor: Zaganas I; Pajecka K; Wendel Nielsen C; Schousboe A; Waagepetersen HS; Plaitakis A [Ad] Address: Neurology Laboratory, Medical School, University of Crete, Heraklion, Crete, Greece, johnzag@yahoo.com. [Ti] Title: The effect of pH and ADP on ammonia affinity for human glutamate dehydrogenases. [So] Source: Metab Brain Dis;28(2):127-31, 2013 Jun. [Is] ISSN: 1573-7365 [Cp] Country of publication: United States [La] Language: eng [Ab] Abstract: Glutamate dehydrogenase (GDH) uses ammonia to reversibly convert α-ketoglutarate to glutamate using NADP(H) and NAD(H) as cofactors. While GDH in most mammals is encoded by a single GLUD1 gene, humans and other primates have acquired a GLUD2 gene with distinct tissue expression profile. The two human isoenzymes (hGDH1 and hGDH2), though highly homologous, differ markedly in their regulatory properties. Here we obtained hGDH1 and hGDH2 in recombinant form and studied their Km for ammonia in the presence of 1.0 mM ADP. The analyses showed that lowering the pH of the buffer (from 8.0 to 7.0) increased the Km for ammonia substantially (hGDH1: from 12.8 ± 1.4 mM to 57.5 ± 1.6 mM; hGDH2: from 14.7 ± 1.6 mM to 62.2 ± 1.7 mM), thus essentially precluding reductive amination. Moreover, lowering the ADP concentration to 0.1 mM not only increased the K0.5 [NH4 (+)] of hGDH2, but also introduced a positive cooperative binding phenomenon in this isoenzyme. Hence, intra-mitochondrial acidification, as occurring in astrocytes during glutamatergic transmission should favor the oxidative deamination of glutamate. Similar considerations apply to the handling of glutamate by the proximal convoluted tubules of the kidney during systemic acidosis. The reverse could apply for conditions of local or systemic hyperammonemia or alkalosis. [Pt] Publication type: JOURNAL ARTICLE [Em] Entry month: 1305 [Js] Journal subset: IM [St] Status: In-Data-Review [do] DOI: 10.1007/s11011-013-9382-6

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[PMID]: 23348524 [Au] Autor: Lin CI; McCarty RM; Liu HW [Ad] Address: Division of Medicinal Chemistry, College of Pharmacy, and Department of Chemistry and Biochemistry, University of Texas, Austin, TX 78712, USA. h.w.liu@austin.utexas.edu. [Ti] Title: The biosynthesis of nitrogen-, sulfur-, and high-carbon chain-containing sugars. [So] Source: Chem Soc Rev;42(10):4377-407, 2013 Apr 29. [Is] ISSN: 1460-4744 [Cp] Country of publication: England [La] Language: eng [Ab] Abstract: Carbohydrates serve many structural and functional roles in biology. While the majority of monosaccharides are characterized by the chemical composition (CH2O)n, modifications including deoxygenation, C-alkylation, amination, O- and N-methylation, which are characteristic of many sugar appendages of secondary metabolites, are not uncommon. Interestingly, some sugar molecules are formed via modifications including amine oxidation, sulfur incorporation, and "high-carbon" chain attachment. Most of these unusual sugars have been identified over the past several decades as components of microbially produced natural products, although a few high-carbon sugars are also found in the lipooligosaccharides of the outer cell walls of Gram-negative bacteria. Despite their broad distribution in nature, these sugars are considered "rare" due to their relative scarcity. The biosynthetic steps that underlie their formation continue to perplex researchers to this day and many questions regarding key transformations remain unanswered. This review will focus on our current understanding of the biosynthesis of unusual sugars bearing oxidized amine substituents, thio-functional groups, and high-carbon chains. [Pt] Publication type: JOURNAL ARTICLE [Em] Entry month: 1304 [Js] Journal subset: IM [St] Status: In-Data-Review [do] DOI: 10.1039/c2cs35438a

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[PMID]: 23549130 [Au] Autor: Hu S; Yu FY; Zhang P; Lin DR [Ad] Address: School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou, 510006, China. husheng@gdut.edu.cn. [Ti] Title: In situ amination and side group effect of multifunctional heterocyclic thione ligand toward discrete and polymeric cluster constructions. [So] Source: Dalton Trans;42(21):7731-40, 2013 May 8. [Is] ISSN: 1477-9234 [Cp] Country of publication: England [La] Language: eng [Ab] Abstract: Three metal complexes [Cu(I)6(atdm)6] (), [Cu(I)(Hatd)(H2atd)] () and [H3O][Co(II)4Co(III)2Cl3(atd)6]·H2O () [atdm = 4-dimethylamino-6-anilino-1,3,5-triazine-2-thiolate, H2atd = 6-anilino-1,3,5-triazine-2,4-dithiol, atdH2 = 6-anilino-1,3,5-triazine-2,4(1H,3H)-dithione] have been solvothermally synthesized. The luminescent complexes and provide remarkable structural diversity depending on different reaction solutions. Complex consists of a discrete pseudohexagonal prismatic [Cu6S6] core that can be described as two stacked, chair-shaped [Cu3S3] rings bound together by the C-N bridges of the atdm ligands, in which the atdm ligand was generated via in situ amination of H2atd in the presence of DMF solution. Whereas complex is a 2D (4,4) net based on single node Cu(I) ions crystallized in acetonitrile, in which H2atd ligands exist in the thione form atdH2 and the partially deprotonated form atdH. Complex has a two-fold interpenetrated (10,3)-a topological network based on unprecedented cobalt-centered trigonal-bipyramidal [Co6(atd)6] building blocks, linked by Cl(-) double-bridges and showing oriented effects of aniline side groups. IR spectra, elemental analyses and XRD analyses confirmed the phase-purities of the as-synthesized complexes. The photoluminescence properties of and in the solid state and the magnetic properties of are investigated. A discussion of the crystal structures, as well as the coordination properties of the multifunctional sulfur-containing ligands upon different geometries of the central units, is also provided. [Pt] Publication type: JOURNAL ARTICLE [Em] Entry month: 1305 [Js] Journal subset: IM [St] Status: In-Data-Review [do] DOI: 10.1039/c3dt50165e

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[PMID]: 23113810 [Au] Autor: Amaoka Y; Kamijo S; Hoshikawa T; Inoue M [Ad] Address: Graduate School of Pharmaceutical Sciences, The University of Tokyo , Hongo, Bunkyo-ku, Tokyo 113-0033, Japan. [Ti] Title: Radical amination of C(sp3)-H bonds using N-hydroxyphthalimide and dialkyl azodicarboxylate. [So] Source: J Org Chem;77(22):9959-69, 2012 Nov 16. [Is] ISSN: 1520-6904 [Cp] Country of publication: United States [La] Language: eng [Ab] Abstract: A direct conversion of C(sp(3))-H bonds to C(sp(3))-N bonds has been achieved by utilizing catalytic N-hydroxyphthalimide (NHPI) and stoichiometric dialkyl azodicarboxylate. NHPI functions as a precursor of the electron-deficient phthalimide N-oxyl radical (PINO) to abstract hydrogens, and dialkyl azodicarboxylate acts as a trapping agent of the resultant carbon radical to generate the hydrazine derivatives. This C-H amination proceeds in a highly chemoselective manner with a wide applicability to functionalize benzylic, propargylic, and aliphatic C-H bonds. Furthermore, the obtained hydrazine compounds were readily converted to the corresponding carbamates or amines. Hence, the present protocol for direct introduction of the nitrogen functionality serves as a powerful tool for efficient construction of nitrogen-substituted natural products and pharmaceuticals. [Mh] MeSH terms primary: Alkanes/chemistry Azo Compounds/chemistry Nitrogen/chemistry Phthalimides/chemistry [Mh] MeSH terms secundary: Amination Catalysis Hydrogen Bonding Molecular Structure Stereoisomerism [Pt] Publication type: JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T [Nm] Name of substance: 0 (Alkanes); 0 (Azo Compounds); 0 (Phthalimides); 0 (phthalimide-N-oxyl); 524-38-9 (N-hydroxyphthalimide); 7727-37-9 (Nitrogen) [Em] Entry month: 1305 [Js] Journal subset: IM [Da] Date of entry for processing: 121116 [St] Status: MEDLINE [do] DOI: 10.1021/jo301840e

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[PMID]: 23113545 [Au] Autor: Dhara D; Gayen KS; Khamarui S; Pandit P; Ghosh S; Maiti DK [Ad] Address: Department of Chemistry, University of Calcutta, University College of Science, 92, A. P. C. Road, Kolkata-700009, India. [Ti] Title: CeCl3·7H2O catalyzed C-C and C-N bond-forming cascade cyclization with subsequent side-chain functionalization and rearrangement: a domino approach to pentasubstituted pyrrole analogues. [So] Source: J Org Chem;77(22):10441-9, 2012 Nov 16. [Is] ISSN: 1520-6904 [Cp] Country of publication: United States [La] Language: eng [Ab] Abstract: CeCl(3)·7H(2)O is found as an efficient catalyst for new intermolecular domino reactions of three-, four- and seven-component assemblies of common precursors under benign reaction conditions. Generation of enaminioesters from ß-keto esters and primary amines, activation of their allylic sp(3) C-H, vinylic sp(2) C-H and N-H bonds, multi C-C and C-N bond-forming cascade cyclization with 1,2-diketones and subsequent side-chain alkylation have been developed to construct functionalized pentasubstituted pyrroles and their chiral analogues. The scope of the domino reaction is successfully explored toward synthesis of highly aryl-substituted pyrroles, pentasubstituted pyrroles bearing C2-olefinic side-chain and spiro-2-pyrrolinones and their chiral analogues via unusual side-chain amination, elimination and ring contraction. The new domino reaction is operationally simple, robust, substrate specific, selective and high yielding. [Mh] MeSH terms primary: Cerium/chemistry Pyrroles/chemistry Pyrroles/chemical synthesis [Mh] MeSH terms secundary: Catalysis Cyclization Molecular Structure [Pt] Publication type: JOURNAL ARTICLE; RESEARCH SUPPORT, NON-U.S. GOV'T [Nm] Name of substance: 0 (Pyrroles); 7440-45-1 (Cerium); TH8E3IE00V (cerous chloride) [Em] Entry month: 1305 [Js] Journal subset: IM [Da] Date of entry for processing: 121116 [St] Status: MEDLINE [do] DOI: 10.1021/jo301796r

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[PMID]: 22970144 [Au] Autor: Maira-Litrán T; Bentancor LV; Bozkurt-Guzel C; O'Malley JM; Cywes-Bentley C; Pier GB [Ad] Address: Channing Laboratory, Department of Medicine, Brigham and Women's Hospital, Harvard Medical School, Boston, Massachusetts, United States of America. tmaira@rics.bwh.harvard.edu [Ti] Title: Synthesis and evaluation of a conjugate vaccine composed of Staphylococcus aureus poly-N-acetyl-glucosamine and clumping factor A. [So] Source: PLoS One;7(9):e43813, 2012. [Is] ISSN: 1932-6203 [Cp] Country of publication: United States [La] Language: eng [Ab] Abstract: The increasing frequency, severity and antimicrobial resistance of Staphylococcus aureus infections has made the development of immunotherapies against this pathogen more urgent than ever. Previous immunization attempts using monovalent antigens resulted in at best partial levels of protection against S. aureus infection. We therefore reasoned that synthesizing a bivalent conjugate vaccine composed of two widely expressed antigens of S. aureus would result in additive/synergetic activities by antibodies to each vaccine component and/or in increased strain coverage. For this we used reductive amination, to covalently link the S. aureus antigens clumping factor A (ClfA) and deacetylated poly-N-ß-(1-6)-acetyl-glucosamine (dPNAG). Mice immunized with 1, 5 or 10 µg of the dPNAG-ClfA conjugate responded in a dose-dependent manner with IgG to dPNAG and ClfA, whereas mice immunized with a mixture of ClfA and dPNAG developed significantly lower antibody titers to ClfA and no antibodies to PNAG. The dPNAG-ClfA vaccine was also highly immunogenic in rabbits, rhesus monkeys and a goat. Moreover, affinity-purified, antibodies to ClfA from dPNAG-ClfA immune serum blocked the binding of three S. aureus strains to immobilized fibrinogen. In an opsonophagocytic assay (OPKA) goat antibodies to dPNAG-ClfA vaccine, in the presence of complement and polymorphonuclear cells, killed S. aureus Newman and, to a lower extent, S. aureus Newman ΔclfA. A PNAG-negative isogenic mutant was not killed. Moreover, PNAG antigen fully inhibited the killing of S. aureus Newman by antisera to dPNAG-ClfA vaccine. Finally, mice passively vaccinated with goat antisera to dPNAG-ClfA or dPNAG-diphtheria toxoid conjugate had comparable levels of reductions of bacteria in the blood 2 h after infection with three different S. aureus strains as compared to mice given normal goat serum. In conclusion, ClfA is an immunogenic carrier protein that elicited anti-adhesive antibodies that fail to augment the OPK and protective activities of antibodies to the PNAG cell surface polysaccharide. [Mh] MeSH terms primary: Acetylglucosamine/chemical synthesis Acetylglucosamine/immunology Coagulase/chemical synthesis Coagulase/immunology Staphylococcus aureus/immunology Vaccines, Conjugate/immunology [Mh] MeSH terms secundary: Animals Antibodies, Bacterial/immunology Antibody Specificity/immunology Bacteremia/immunology Chromatography, Gel Cytotoxicity, Immunologic Disease Models, Animal Female Fibrinogen/metabolism Goats/immunology Immobilized Proteins/metabolism Immune Sera/immunology Macaca mulatta/immunology Mice Microscopy, Confocal Models, Immunological Opsonin Proteins/metabolism Phagocytes/immunology Rabbits Staphylococcal Infections/immunology Staphylococcal Infections/microbiology Staphylococcal Infections/prevention & control [Pt] Publication type: JOURNAL ARTICLE; RESEARCH SUPPORT, N.I.H., EXTRAMURAL [Nm] Name of substance: 0 (Antibodies, Bacterial); 0 (ClfA protein, Staphylococcus aureus); 0 (Coagulase); 0 (Immobilized Proteins); 0 (Immune Sera); 0 (Opsonin Proteins); 0 (Vaccines, Conjugate); 0 (poly-N-acetyl glucosamine); 7512-17-6 (Acetylglucosamine); 9001-32-5 (Fibrinogen) [Em] Entry month: 1305 [Cu] Class update date: 130509 [Lr] Last revision date: 130509 [Js] Journal subset: IM [Da] Date of entry for processing: 120912 [St] Status: MEDLINE [do] DOI: 10.1371/journal.pone.0043813

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