Assis, H.M.S. and Bull, A.T. and Hardman, D.J. (1998) Synthesis of chiral epihalohydrins using haloalcohol dehalogenase A from Arthrobacter erithii H10a. Enzyme and Microbial Technology, 22 (7). pp. 545-51. ISSN 0141-0229.
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Investigation of the epoxide enantiomers formed by the action of the haloalcohol dehalogenase from Arthrobacter erithii H10a revealed that (R)-epichlorohydrin (ECH) was selectively produced from 1,3-dichloro-2-propanol (1,3-DCP). A maximum enantiomeric excess (e.e. > 95%) of (RI-ECH was obtained when dehalogenation of 1,3-DCP occurred in rile presence of an excess of KBr. During the reverse reaction, (R)-ECH was stereoselectively halogenated to form 1,3-DCP of the halogen in the reaction mixture was chloride; however, if chloride was substituted by bromide, the (s)-isomer was halogenated preferentially resulting in the accumulation of the (R)-isomer. (R)-epibromohydrin (EBH) was formed as the result of transhalogenation. If the starting substrates were EBH and KCl, the (R)-isomer was selectively chlorinated while the transhalogenation product was (s)-ECH. (C) 1998 Elsevier Science Inc.
|Uncontrolled keywords:||optically active epihalohydrins; enantioselective dehalogenation; enantioselective halogenation; Arthrobacter erithii H10a; haloalcohol dehalogenase|
|Subjects:||Q Science > QR Microbiology|
|Divisions:||Faculties > Science Technology and Medical Studies > School of Biosciences|
|Depositing User:||I. Ghose|
|Date Deposited:||04 Apr 2009 10:14|
|Last Modified:||04 Apr 2009 10:14|
|Resource URI:||http://kar.kent.ac.uk/id/eprint/17552 (The current URI for this page, for reference purposes)|
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