NDLI: Asymmetric oxidation of 1,3-propanediols to chiral hydroxyalkanoic acids by Rhodococcus sp. 2N

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Asymmetric oxidation of 1,3-propanediols to chiral hydroxyalkanoic acids by Rhodococcus sp. 2N

Content Provider	Scilit
Author	Kikukawa, Hiroshi Koyasu, Rena Yasohara, Yoshihiko Ito, Noriyuki Mitsukura, Koichi Yoshida, Toyokazu
Copyright Year	2019
Description	Journal: Bioscience, Biotechnology, and Biochemistry Rhodococcus sp. 2N was found as a 1,3-propanediols-oxidizing strain from soil samples through enrichment culture using 2,2-diethyl-1,3-propanediol (DEPD) as the sole carbon source. The culture condition of the strain 2N was optimized, and the highest activity was observed when 0.3% (w/v) DEPD was added in the culture medium as an inducer. Chiral HPLC analysis of the hydroxyalkanoic acid converted from 2-ethyl-2-methyl-1,3-propanediol (EMPD) revealed that the strain 2N catalyzed the (R)-selective oxidation of EMPD. The reaction products and intermediates from DEPD and EMPD were identified by nuclear magnetic resonance analyses, and the results suggested that only one hydroxymethyl group of the propanediols was converted to carboxy group via two oxidation steps. Under optimized conditions and after a 72-h reaction time, the strain 2N produced 28 mM (4.1 g/L) of 2-(hydroxymethyl)-2-methylbutanoic acid from EMPD with a molar conversion yield of 47% and 65% ee (R).
Related Links	https://academic.oup.com/bbb/article-pdf/83/4/768/36825740/bbb0768.pdf
Ending Page	773
Page Count	6
Starting Page	768
ISSN	09168451
e-ISSN	13476947
DOI	10.1080/09168451.2018.1559031
Journal	Bioscience, Biotechnology, and Biochemistry
Issue Number	4
Volume Number	83
Language	English
Publisher	Informa UK Limited
Publisher Date	2019-04-03
Access Restriction	Open
Subject Keyword	Journal: Bioscience, Biotechnology, and Biochemistry Biotechnology and Microbiology 1-propanediol Asymmetric Oxidation Hydroxyalkanoic Acid
Content Type	Text
Subject	Organic Chemistry Medicine Analytical Chemistry Molecular Biology Biochemistry Applied Microbiology and Biotechnology Biotechnology

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