- Regioselective ortho-carboxylation of phenols catalyzed by benzoic acid decarboxylases: A biocatalytic equivalent to the Kolbe-Schmitt reaction
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The enzyme catalyzed carboxylation of electron-rich phenol derivatives employing recombinant benzoic acid decarboxylases at the expense of bicarbonate as CO2 source is reported. In contrast to the classic Kolbe-Schmitt reaction, the biocatalytic equivalent proceeded in a highly regioselective fashion exclusively at the ortho-position of the phenolic directing group in up to 80% conversion. Several enzymes were identified, which displayed a remarkably broad substrate scope encompassing alkyl, alkoxy, halo and amino- functionalities. Based on the crystal structure and molecular docking simulations, a mechanistic proposal for 2,6-dihydroxybenzoic acid decarboxylase is presented.
- Wuensch, Christiane,Gross, Johannes,Steinkellner, Georg,Lyskowski, Andrzej,Gruber, Karl,Glueck, Silvia M.,Faber, Kurt
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p. 9673 - 9679
(2014/03/21)
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- Regioselective enzymatic carboxylation of phenols and hydroxystyrene derivatives
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The enzymatic carboxylation of phenol and styrene derivatives using (de)carboxylases in carbonate buffer proceeded in a highly regioselective fashion: Benzoic acid (de)carboxylases selectively formed o-hydroxybenzoic acid derivatives, phenolic acid (de)carboxylases selectively acted at the β-carbon atom of styrenes forming (E)-cinnamic acids.
- Wuensch, Christiane,Glueck, Silvia M.,Gross, Johannes,Koszelewski, Dominik,Schober, Markus,Faber, Kurt
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supporting information; experimental part
p. 1974 - 1977
(2012/06/15)
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- Biomimetic synthesis of the tetracyclic core of berkelic acid
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Acid-catalyzed condensation of 2,6-dihydroxybenzoic acid 3 with ketal aldehyde 14 in methanol at 25 °C, followed by CH2N2 esterification, gave a 4:1:4:1 mixture of diastereomers 15b-18b in 60% yield. Equilibration of this mixture wit
- Jingye, Zhou,Snider, Barry B.
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p. 2071 - 2074
(2008/02/07)
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- Selective protein tyrosine phosphatatase inhibitors
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Compounds of formula (I) or therapeutically acceptable salts thereof, are selective protein tyrosine kinase-B (PTP1B) inhibitors. Preparation of the compounds, compositions containing the compounds, and treatment of disorders using the compounds are disclosed.
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- Selective protein tyrosine phosphatatase inhibitors
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Compounds of formula (I) or therapeutically acceptable salts thereof, are selective protein tyrosine kinase-B (PTP1B) inhibitors. Preparation of the compounds, compositions containing the compounds, and treatment of disorders using the compounds are disclosed.
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- Pharmaceutical compositions containing a gamma-resorcylic acid derivative in the treatment of thrombosis
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Pharmaceutical compositions containing as active principle a γ-resorcylic acid derivative of the formula: STR1 or a physiologically tolerable salt thereof. These pharmaceutical compositions are used especially in the treatment of thromboembolic diseases a
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