Microbial oxidation of 1,2-diols bearing a substituent with an oxyfunctional group: Preparation of optically active 1,2-diols and α-hydroxy ketones

Letters in Organic Chemistry

Volumn 8, Issue 8, 2011, Pages 536-539

  Matsumoto, Kazutsugu ^a   Hashimoto, Key ^a   Sakuragi, Mari ^a   Kusunoki, Ayumi ^a   Nogawa, Masaki ^a  

^a MEISEI UNIVERSITY   (Japan)

Author keywords

Bacteria; Enantioselective oxidation; Enzymatic reaction; Hydroxy ketones; Microorganisms; Optically active 1,2 diols

Indexed keywords

EID: 80052974654     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/157017811797249362     Document Type: Article

References (16)

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11. (h) Yamada-Onodera, K.; Kawahara, K.; Tani, Y.; Yamamoto, H. Synthesis of optically active diols by Escherichia coli transformant cells that express the glycerol dehydrogenase gene of Hansenula polymorpha DL-1. Eng. Life Sci., 2004, 4, 413-417; (Pubitemid 39467955)
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14. Enzyme-mediated enantioselective oxidations of 2-hydroxy acids have also been reported, see: (a) Adam, W.; Lazraus, M.; Saha-Moller, C. R.; Schreier, P. Quantitative transformation of racemic 2-hydroxy acids into (R)-2-hydroxy acids by enantioselective oxidation with glycolate oxidase and subsequent reduction of 2-keto acids with D-lactate dehydrogenase. Teatrahedron: Asymmetry, 1998, 9, 351-355; (Pubitemid 28083470)
15. (b) Das, S.; Glenn, J. H., IV; Subramanian, M. Enantioselective oxidation of 2-hydroxy carboxylic acids by glycolate oxidase and catalase coexpressed in methylotrophic Pichia pastoris. Biotechnol. Progr., 2010, 26, 607-615.
16. The substrates were readily synthesized by the procedures as mentioned in our previous report, see: Matsumoto, K.; Fuwa, S.; Shimojo, M.; Kitajima, H. Preparation of optically active diol derivatives by enzymatic hydrolysis of cyclic carbonates. Bull. Chem. Soc. Jpn., 1996, 69, 2977-2987. (Pubitemid 126476897)