caa a22 4500 465822843 CHVBK 20180323112140.0 cr unu---uuuuu 170327e19901001xx s 000 0 eng 10.1007/BF00170922 doi (NATIONALLICENCE)springer-10.1007/BF00170922 Stereoselective esterification of halogen-containing carboxylic acids by lipase in organic solvent: effects of alcohol chain length [Elektronische Daten] [Shi-Hao Pan, Takuo Kawamoto, Toshiaki Fukui, Kenji Sonomoto, Atsuo Tanaka] Summary: Optical resolution of racemic carboxylic acids containing a halogen atom was attempted with stereoselective esterificatiob by Celite-adsorbed hydrolases in organic solvents. As lipase OF 360 from Candida cylindracea was found to stereoselectively esterify 2-(4-chlorophenoxy)propanoic acid, the (R)-enantiomer (d-isomer) of which is an important herbicide, the effects of alcohol chain length on stereoselectivity as well as reaction rate were investigated. The results revealed that the alcohol chain length markedly affected the stereoselective esterification of 2-(4-chlorophenoxy)propanoic acid: longer-chain alcohols, such as tetradecanol, served as excellent substrates for optical resolution of the acid, although the reaction rate was moderate. Springer-Verlag, 1990 Pan Shi-Hao Laboratory of Industrial Biochemistry, Department of Industrial Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Sakyo-ku, 606, Kyoto, Japan aut Kawamoto Takuo Laboratory of Industrial Biochemistry, Department of Industrial Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Sakyo-ku, 606, Kyoto, Japan aut Fukui Toshiaki Laboratory of Industrial Biochemistry, Department of Industrial Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Sakyo-ku, 606, Kyoto, Japan aut Sonomoto Kenji Laboratory of Industrial Biochemistry, Department of Industrial Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Sakyo-ku, 606, Kyoto, Japan aut Tanaka Atsuo Laboratory of Industrial Biochemistry, Department of Industrial Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Sakyo-ku, 606, Kyoto, Japan aut Applied Microbiology and Biotechnology Springer-Verlag 34/1(1990-10-01), 47-51 0175-7598 34:1<47 1990 34 253 https://doi.org/10.1007/BF00170922 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF00170922 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Pan Shi-Hao Laboratory of Industrial Biochemistry, Department of Industrial Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Sakyo-ku, 606, Kyoto, Japan aut NATIONALLICENCE 700 1- Kawamoto Takuo Laboratory of Industrial Biochemistry, Department of Industrial Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Sakyo-ku, 606, Kyoto, Japan aut NATIONALLICENCE 700 1- Fukui Toshiaki Laboratory of Industrial Biochemistry, Department of Industrial Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Sakyo-ku, 606, Kyoto, Japan aut NATIONALLICENCE 700 1- Sonomoto Kenji Laboratory of Industrial Biochemistry, Department of Industrial Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Sakyo-ku, 606, Kyoto, Japan aut NATIONALLICENCE 700 1- Tanaka Atsuo Laboratory of Industrial Biochemistry, Department of Industrial Chemistry, Faculty of Engineering, Kyoto University, Yoshida, Sakyo-ku, 606, Kyoto, Japan aut NATIONALLICENCE 773 0- Applied Microbiology and Biotechnology Springer-Verlag 34/1(1990-10-01), 47-51 0175-7598 34:1<47 1990 34 253 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer