{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,5,27]],"date-time":"2026-05-27T20:40:13Z","timestamp":1779914413504,"version":"3.53.1"},"reference-count":56,"publisher":"Wiley","issue":"24","license":[{"start":{"date-parts":[[2024,9,16]],"date-time":"2024-09-16T00:00:00Z","timestamp":1726444800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100001659","name":"Deutsche Forschungsgemeinschaft","doi-asserted-by":"publisher","award":["GR 3461\/7-1"],"award-info":[{"award-number":["GR 3461\/7-1"]}],"id":[{"id":"10.13039\/501100001659","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["ChemBioChem"],"published-print":{"date-parts":[[2024,12,16]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Chiral tertiary alcohols are important organic compounds in science as well as in industry. However, their preparation in enantiomerically pure form is still a challenge due to their complex structure and steric hindrances compared with primary and secondary alcohols, so kinetic resolution could be an attractive approach. Lipase A from <jats:italic>Candida antarctica<\/jats:italic> (CAL\u2212A) has been shown to catalyze the enantioselective esterification of various tertiary alcohols with excellent enantioselectivity but low activity. Here we report a mutagenesis study by rational design to improve CAL\u2212A activity against tertiary alcohols. Single mutants of CAL\u2212A were selected, expressed, immobilized and screened for esterification of the tertiary alcohol 1,2,3,4\u2010tetrahydronaphthalen\u20101\u2010ol. A double mutant V278S+S429G showed a 1.5\u2010fold higher reaction rate than that of the wild type CAL\u2212A, while maintaining excellent enantioselectivity.<\/jats:p>","DOI":"10.1002\/cbic.202400082","type":"journal-article","created":{"date-parts":[[2024,4,26]],"date-time":"2024-04-26T21:58:27Z","timestamp":1714168707000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":10,"title":["Protein Engineering of Lipase A from <i>Candida Antarctica<\/i> to Improve Esterification of Tertiary Alcohols"],"prefix":"10.1002","volume":"25","author":[{"given":"Karla","family":"Wagner","sequence":"first","affiliation":[{"name":"Chair of Industrial Organic Chemistry and Biotechnology, Faculty of Chemistry Bielefeld University  Universit\u00e4tsstra\u00dfe 25 33615 Bielefeld Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Anke","family":"Hummel","sequence":"additional","affiliation":[{"name":"Chair of Industrial Organic Chemistry and Biotechnology, Faculty of Chemistry Bielefeld University  Universit\u00e4tsstra\u00dfe 25 33615 Bielefeld Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jianing","family":"Yang","sequence":"additional","affiliation":[{"name":"Chair of Industrial Organic Chemistry and Biotechnology, Faculty of Chemistry Bielefeld University  Universit\u00e4tsstra\u00dfe 25 33615 Bielefeld Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Satoshi","family":"Horino","sequence":"additional","affiliation":[{"name":"Graduate School of Pharmaceutical Sciences Osaka University  1-6, Yamadaoka Suita Osaka 565-0871 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kyohei","family":"Kanomata","sequence":"additional","affiliation":[{"name":"Graduate School of Pharmaceutical Sciences Osaka University  1-6, Yamadaoka Suita Osaka 565-0871 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Shuji","family":"Akai","sequence":"additional","affiliation":[{"name":"Graduate School of Pharmaceutical Sciences Osaka University  1-6, Yamadaoka Suita Osaka 565-0871 Japan"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8582-2107","authenticated-orcid":false,"given":"Harald","family":"Gr\u00f6ger","sequence":"additional","affiliation":[{"name":"Chair of Industrial Organic Chemistry and Biotechnology, Faculty of Chemistry Bielefeld University  Universit\u00e4tsstra\u00dfe 25 33615 Bielefeld Germany"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2024,9,16]]},"reference":[{"key":"e_1_2_9_1_1","unstructured":"\u00a0"},{"key":"e_1_2_9_2_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.fct.2008.06.027"},{"key":"e_1_2_9_3_2","doi-asserted-by":"publisher","DOI":"10.1039\/b617746h"},{"key":"e_1_2_9_4_1","doi-asserted-by":"crossref","unstructured":"N. Yasuda L. Tan in:The Art of Process Chemistry(Ed: N. Yasuda) Wiley-VCH Weinheim 2011 chapter 1 pp. 1\u201343.","DOI":"10.1002\/9783527633562.ch1"},{"key":"e_1_2_9_5_1","unstructured":"\u00a0"},{"key":"e_1_2_9_6_2","first-page":"795","volume":"85","author":"M\u00fcller M.","year":"2014","journal-title":"ChemBioEng Rev."},{"key":"e_1_2_9_7_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201610462"},{"key":"e_1_2_9_8_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.0c02629"},{"key":"e_1_2_9_9_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.1c06614"},{"key":"e_1_2_9_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.1c01261"},{"key":"e_1_2_9_11_2","doi-asserted-by":"publisher","DOI":"10.1055\/a-1712-0912"},{"key":"e_1_2_9_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.2c00537"},{"key":"e_1_2_9_13_1","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201801023"},{"key":"e_1_2_9_14_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscentsci.0c01496"},{"key":"e_1_2_9_15_1","unstructured":"\u00a0"},{"key":"e_1_2_9_16_2","doi-asserted-by":"publisher","DOI":"10.3987\/COM-08-S(N)118"},{"key":"e_1_2_9_17_2","doi-asserted-by":"publisher","DOI":"10.3390\/catal11010053"},{"key":"e_1_2_9_18_2","doi-asserted-by":"publisher","DOI":"10.1016\/0957-4166(94)80062-6"},{"key":"e_1_2_9_19_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.200700053"},{"key":"e_1_2_9_20_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.cattod.2014.12.041"},{"key":"e_1_2_9_21_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0957-4166(02)00739-5"},{"key":"e_1_2_9_22_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetasy.2008.12.002"},{"key":"e_1_2_9_23_1","doi-asserted-by":"publisher","DOI":"10.1016\/S1381-1177(00)00092-8"},{"key":"e_1_2_9_24_1","unstructured":"\u00a0"},{"key":"e_1_2_9_25_2","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3773(20020902)41:17<3211::AID-ANIE3211>3.0.CO;2-U"},{"key":"e_1_2_9_26_2","doi-asserted-by":"publisher","DOI":"10.1039\/b709965g"},{"key":"e_1_2_9_27_1","unstructured":"\u00a0"},{"key":"e_1_2_9_28_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.jmb.2007.10.079"},{"key":"e_1_2_9_29_2","doi-asserted-by":"publisher","DOI":"10.1007\/s00253-011-3418-9"},{"key":"e_1_2_9_30_1","doi-asserted-by":"publisher","DOI":"10.1039\/C9CC09103C"},{"key":"e_1_2_9_31_1","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.5b01031"},{"key":"e_1_2_9_32_1","doi-asserted-by":"publisher","DOI":"10.1002\/chem.202202437"},{"key":"e_1_2_9_33_1","unstructured":"\u00a0"},{"key":"e_1_2_9_34_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201208988"},{"key":"e_1_2_9_35_2","doi-asserted-by":"publisher","DOI":"10.1016\/0040-4039(96)01677-2"},{"key":"e_1_2_9_36_1","doi-asserted-by":"publisher","DOI":"10.1246\/cl.140223"},{"key":"e_1_2_9_37_1","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201100446"},{"key":"e_1_2_9_38_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201708408"},{"key":"e_1_2_9_39_1","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201812717"},{"key":"e_1_2_9_40_1","doi-asserted-by":"publisher","DOI":"10.5936\/csbj.201209010"},{"key":"e_1_2_9_41_1","doi-asserted-by":"publisher","DOI":"10.1002\/cbic.201800792"},{"key":"e_1_2_9_42_1","unstructured":"The PyMOL Molecular Graphics System Version 2.0 Schr\u00f6dinger LLC; see also:https:\/\/pymol.org\/support.html."},{"key":"e_1_2_9_43_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.plasmid.2004.12.001"},{"key":"e_1_2_9_44_1","doi-asserted-by":"publisher","DOI":"10.1371\/journal.pone.0240580"},{"key":"e_1_2_9_45_1","doi-asserted-by":"publisher","DOI":"10.1002\/cbic.200700179"},{"key":"e_1_2_9_46_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.202400242"},{"key":"e_1_2_9_47_1","doi-asserted-by":"publisher","DOI":"10.1093\/bioinformatics\/btu426"},{"key":"e_1_2_9_48_1","doi-asserted-by":"publisher","DOI":"10.1063\/5.0004608"},{"key":"e_1_2_9_49_1","unstructured":"\u00a0"},{"key":"e_1_2_9_50_2","doi-asserted-by":"publisher","DOI":"10.1103\/PhysRevB.37.785"},{"key":"e_1_2_9_51_2","doi-asserted-by":"publisher","DOI":"10.1021\/j100091a024"},{"key":"e_1_2_9_52_2","doi-asserted-by":"publisher","DOI":"10.1021\/j100096a001"},{"key":"e_1_2_9_53_2","volume-title":"Essentials of computational chemistry. Theories and models, 2nd ed","author":"Cramer C. J.","year":"2004"},{"key":"e_1_2_9_54_1","unstructured":"\u00a0"},{"key":"e_1_2_9_55_2","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/gkw1132"},{"key":"e_1_2_9_56_2","doi-asserted-by":"publisher","DOI":"10.1093\/nar\/gky427"}],"container-title":["ChemBioChem"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/cbic.202400082","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T21:53:46Z","timestamp":1760306026000},"score":1,"resource":{"primary":{"URL":"https:\/\/chemistry-europe.onlinelibrary.wiley.com\/doi\/10.1002\/cbic.202400082"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2024,9,16]]},"references-count":56,"journal-issue":{"issue":"24","published-print":{"date-parts":[[2024,12,16]]}},"alternative-id":["10.1002\/cbic.202400082"],"URL":"https:\/\/doi.org\/10.1002\/cbic.202400082","archive":["Portico"],"relation":{},"ISSN":["1439-4227","1439-7633"],"issn-type":[{"value":"1439-4227","type":"print"},{"value":"1439-7633","type":"electronic"}],"subject":[],"published":{"date-parts":[[2024,9,16]]},"assertion":[{"value":"2024-01-29","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2024-09-16","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}],"article-number":"e202400082"}}