{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,20]],"date-time":"2026-10-20T17:22:59Z","timestamp":1792516979743,"version":"4.5.0"},"reference-count":31,"publisher":"Wiley","issue":"3","license":[{"start":{"date-parts":[[2012,3,4]],"date-time":"2012-03-04T00:00:00Z","timestamp":1330819200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Biotech and App Biochem"],"published-print":{"date-parts":[[2012,5]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>In the current study, the haloalcohol dehalogenase <jats:italic>HheC<\/jats:italic> gene from <jats:italic>Agrobacterium radiobacter<\/jats:italic> AD1 was synthesized and expressed in <jats:italic>Escherichia coli<\/jats:italic>. After purification using Ni\u2013nitrilotriacetic acid affinity chromatography, HheC was used in the synthesis of chiral epichlorohydrin in the presence of NO<jats:sub>2<\/jats:sub><jats:sup>\u2212<\/jats:sup>. The optimal pH, temperature, and NO<jats:sub>2<\/jats:sub><jats:sup>\u2212<\/jats:sup> concentration for enantioselectivity are 5.0, 37\u00b0C, and 60 mM, respectively. The maximum velocity and Michaelis constant values for (<jats:italic>S<\/jats:italic>)\u2010epichlorohydrin are 714.3 \u00b5mol min<jats:sup>\u22121<\/jats:sup> mg<jats:sup>\u22121<\/jats:sup> and 17.2 mM, respectively, whereas those for (<jats:italic>R<\/jats:italic>)\u2010epichlorohydrin are 166.8 \u00b5mol min<jats:sup>\u22121<\/jats:sup> mg<jats:sup>\u22121<\/jats:sup> and 29.0 mM, respectively. Under optimal conditions, (<jats:italic>R<\/jats:italic>)\u2010epichlorohydrin with 99% enantiomeric excess was obtained after an 18 Min reaction; the yield reached 41%, which is the highest amount obtained for chiral epichlorohydrin synthesis using haloalcohol dehalogenase. In addition, (<jats:italic>R<\/jats:italic>)\u2010epichlorohydrin with 99% enantiomeric excess was successfully obtained from 1,3\u2010dichloro\u20102\u2010propanol by the ring opening of racemic epichlorohydrin in the presence of NO<jats:sub>2<\/jats:sub><jats:sup>\u2212<\/jats:sup> after the ring closure of 1,3\u2010dichloro\u20102\u2010propanol with HheC. To the best of our knowledge, the current study is the first report on the kinetic resolution of epichlorohydrin with NO<jats:sub>2<\/jats:sub><jats:sup>\u2212<\/jats:sup> and synthesis of chiral epichlorohydrin with 99% enantiomeric excess from 1,3\u2010dichloro\u20102\u2010propanol by combining ring closure of 1,3\u2010dichloro\u20102\u2010propanol and ring opening of racemic epichlorohydrin.<\/jats:p>","DOI":"10.1002\/bab.1004","type":"journal-article","created":{"date-parts":[[2012,3,5]],"date-time":"2012-03-05T20:49:35Z","timestamp":1330980575000},"page":"170-177","source":"Crossref","is-referenced-by-count":32,"title":["Nitrite\u2010mediated synthesis of chiral epichlorohydrin using halohydrin dehalogenase from <i>Agrobacterium radiobacter<\/i> AD1"],"prefix":"10.1002","volume":"59","author":[{"given":"Huo\u2010Xi","family":"Jin","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhong\u2010Ce","family":"Hu","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhi\u2010Qiang","family":"Liu","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yu\u2010Guo","family":"Zheng","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2012,3,4]]},"reference":[{"key":"e_1_2_7_2_2","doi-asserted-by":"publisher","DOI":"10.1016\/S0957-4166(97)00324-8"},{"key":"e_1_2_7_3_2","doi-asserted-by":"publisher","DOI":"10.1016\/0040-4039(96)01835-7"},{"key":"e_1_2_7_4_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja00538a077"},{"key":"e_1_2_7_5_2","doi-asserted-by":"publisher","DOI":"10.1128\/jb.174.23.7613-7619.1992"},{"key":"e_1_2_7_6_2","doi-asserted-by":"crossref","first-page":"1297","DOI":"10.1128\/aem.60.4.1297-1301.1994","volume":"60","author":"Nakamura T.","year":"1994","journal-title":"Appl. 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