- Production of Hydroxy Acids: Selective Double Oxidation of Diols by Flavoprotein Alcohol Oxidase
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Flavoprotein oxidases can catalyze oxidations of alcohols and amines by merely using molecular oxygen as the oxidant, making this class of enzymes appealing for biocatalysis. The FAD-containing (FAD=flavin adenine dinucleotide) alcohol oxidase from P. chrysosporium facilitated double and triple oxidations for a range of aliphatic diols. Interestingly, depending on the diol substrate, these reactions result in formation of either lactones or hydroxy acids. For example, diethylene glycol could be selectively and fully converted into 2-(2-hydroxyethoxy)acetic acid. Such a facile cofactor-independent biocatalytic route towards hydroxy acids opens up new avenues for the preparation of polyester building blocks.
- Fraaije, Marco W.,Martin, Caterina,Trajkovic, Milos
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supporting information
p. 4869 - 4872
(2020/02/11)
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- Production of acetic Acid from Thiodiglycol (2,2'-Thiodiethanol) by Resting Cells of Candida rugosa IFO 1364
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Under optimized conditions using Candida rugosa IFO 1364 grown on 1percent D-sorbitol, 17.4 mg/ml of acetic acid (HETA) was produced from 20 mg/ml of thiodiglycol (TDG) after 2 days of incubation at 30 deg C in the reaction mixture.The molar conversion ratio of TDG to HETA was 78percent.
- Kawashima, Hideki
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p. 934 - 935
(2007/10/02)
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- 2-sulphinyl-acetyl-1,3-thiazolidines, their preparation and pharmaceutical compositions
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Thiazolidines of formula I STR1 wherein R is H, C1 -C4 -alkyl, allyl or propargyl; X is O, CH2, S; R1 is C1 -C6 -linear or branched alkyl, phenyl, benzyl, or a group of formula CH2 --CH2 --O--(CH2 --CH2 --O)n --Ra wherein n is zero or an integer from 1 to 3 and Ra is H, benzyl or C1 -C6 -linear or branched alkyl. Compounds I are endowed with favourable therapeutical properties for pathologies of the respiratory system.
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- 2-Sulphinyl-acetyl-1,3-thiazolidines, their preparation and pharmaceutical compositions
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Thiazolidines of formula I - wherein R is H, C1-C4-alkyl, allyl or propargyl;, - X is O, CH2, S;, - R1 is C1-C6-linear or branched alkyl, phenyl, benzyl, or a group of formula CH2-CH2-O-(CH2-CH2-O)n-Ra, wherein n is zero or an integer from 1 to 3 and Ra is H, benzyl or C1-C6-linear or branched alkyl. Compounds I are endowed with favourable therapeuti-cal properties for pathologies of the respiratory system.
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- Preparation and Stability of 1,4-Oxathian-2-ones
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Several methods of preparation of various substituted 1,4-oxathian-2-ones are described, including the acid-catalyzed ring closure of δ-hydroxy acids, prepared via α-halo ketones or α-halo acids, and the base-catalyzed ring closure of β-haloethyl thioglycolate. 1,4-Oxathian-2-one is completely hydrolyzed in D2O to the hydroxy acid at a rate comparable to the hydrolysis of δ-valerolactone.The rate of the lactonization is estimated to be ca. 100 times smaller in oxathianone than in valerolactone.
- Koskimies, Jorma K.
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p. 101 - 108
(2007/10/02)
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- Synthesis of 1,4-oxathian-2-one, 5-methyl-1,4-oxathian-2-one, and 1,4-oxathiepan-2-one
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Intramolecular dehydration of 2-(2-hydroxyethylthio)acetic acid and of 2-(2-hydroxy-1-methylethylthio)acetic acid gives 1,4-oxathian-2-one and 5-methyl-1,4-oxathian-2-one, respectively. The precursor hydroxy-acids are formed by hydrolysis of the products of free radical addition of thioglycolic acid to vinyl acetate and propenyl acetate respectively. Free radical addition of thioglycolic acid to allyl chloride affords 2-(3-chloropropylthio)acetic acid, which is cyclised to 1,4-oxathiepan-2-one on treatment with potassium fluoride in glacial acetic acid. A mixture of 1,4-oxathiepan-2-one and 5-methyl-1,4-oxathian-2-one is produced on cyclodehydration of the mixture of 1:1 adducts formed by free radical addition of thioglycolic acid to allyl alcohol.
- Davies, David I.,Hughes, Lyn,Vankar, Yashwant D.,Baldwin, Jack E.
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p. 2476 - 2479
(2007/10/05)
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