{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,22]],"date-time":"2026-07-22T18:33:39Z","timestamp":1784745219913,"version":"3.55.0"},"reference-count":53,"publisher":"Wiley","issue":"16","license":[{"start":{"date-parts":[[2021,3,9]],"date-time":"2021-03-09T00:00:00Z","timestamp":1615248000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100004739","name":"Youth Innovation Promotion Association of the Chinese Academy of Sciences","doi-asserted-by":"publisher","award":["2016166"],"award-info":[{"award-number":["2016166"]}],"id":[{"id":"10.13039\/501100004739","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100010663","name":"H2020 European Research Council","doi-asserted-by":"publisher","award":["742987"],"award-info":[{"award-number":["742987"]}],"id":[{"id":"10.13039\/100010663","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100012165","name":"Key Technologies Research and Development Program","doi-asserted-by":"publisher","award":["2019YFA0905100"],"award-info":[{"award-number":["2019YFA0905100"]}],"id":[{"id":"10.13039\/501100012165","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2021,4,12]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p><jats:italic>N<\/jats:italic>\u2010Substituted \u03b1\u2010amino esters are widely used as chiral intermediates in a range of pharmaceuticals. Here we report the enantioselective biocatalyic synthesis of <jats:italic>N<\/jats:italic>\u2010substituted \u03b1\u2010amino esters through the direct reductive coupling of \u03b1\u2010ketoesters and amines employing sequence diverse metagenomic imine reductases (IREDs). Both enantiomers of <jats:italic>N<\/jats:italic>\u2010substituted \u03b1\u2010amino esters were obtained with high conversion and excellent enantioselectivity under mild reaction conditions. In addition &gt;20 different preparative scale transformations were performed highlighting the scalability of this system.<\/jats:p>","DOI":"10.1002\/anie.202016589","type":"journal-article","created":{"date-parts":[[2021,2,8]],"date-time":"2021-02-08T16:32:29Z","timestamp":1612801949000},"page":"8717-8721","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":71,"title":["Asymmetric Synthesis of <i>N<\/i>\u2010Substituted \u03b1\u2010Amino Esters from \u03b1\u2010Ketoesters via Imine Reductase\u2010Catalyzed Reductive Amination"],"prefix":"10.1002","volume":"60","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-4029-5985","authenticated-orcid":false,"given":"Peiyuan","family":"Yao","sequence":"first","affiliation":[{"name":"Department of Chemistry University of Manchester Manchester Institute of Biotechnology  131 Princess Street Manchester M1 7DN UK"},{"name":"National Technology Innovation Center of Synthetic Biology National Engineering Laboratory for Industrial Enzymes and Tianjin Engineering Research Center of Biocatalytic Technology Tianjin Institute of Industrial Biotechnology Chinese Academy of Sciences  32 Xi Qi Dao, Tianjin Airport Economic Area Tianjin 300308 P.R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4581-9832","authenticated-orcid":false,"given":"James R.","family":"Marshall","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Manchester Manchester Institute of Biotechnology  131 Princess Street Manchester M1 7DN UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zefei","family":"Xu","sequence":"additional","affiliation":[{"name":"National Technology Innovation Center of Synthetic Biology National Engineering Laboratory for Industrial Enzymes and Tianjin Engineering Research Center of Biocatalytic Technology Tianjin Institute of Industrial Biotechnology Chinese Academy of Sciences  32 Xi Qi Dao, Tianjin Airport Economic Area Tianjin 300308 P.R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jesmine","family":"Lim","sequence":"additional","affiliation":[{"name":"Prozomix Ltd  Building 4, West End Ind. Estate Haltwhistle NE49 9HA UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Simon J.","family":"Charnock","sequence":"additional","affiliation":[{"name":"Prozomix Ltd  Building 4, West End Ind. Estate Haltwhistle NE49 9HA UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Dunming","family":"Zhu","sequence":"additional","affiliation":[{"name":"National Technology Innovation Center of Synthetic Biology National Engineering Laboratory for Industrial Enzymes and Tianjin Engineering Research Center of Biocatalytic Technology Tianjin Institute of Industrial Biotechnology Chinese Academy of Sciences  32 Xi Qi Dao, Tianjin Airport Economic Area Tianjin 300308 P.R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8708-0781","authenticated-orcid":false,"given":"Nicholas J.","family":"Turner","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Manchester Manchester Institute of Biotechnology  131 Princess Street Manchester M1 7DN UK"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2021,3,9]]},"reference":[{"key":"e_1_2_2_1_1","unstructured":"\u00a0"},{"key":"e_1_2_2_2_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.jbiotec.2019.01.006"},{"key":"e_1_2_2_3_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201103273"},{"key":"e_1_2_2_3_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201103273"},{"key":"e_1_2_2_4_1","unstructured":"\u00a0"},{"key":"e_1_2_2_5_2","doi-asserted-by":"publisher","DOI":"10.1021\/ar8000603"},{"key":"e_1_2_2_6_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201205674"},{"key":"e_1_2_2_6_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201205674"},{"key":"e_1_2_2_7_2","doi-asserted-by":"publisher","DOI":"10.2174\/1389557516666160322152457"},{"key":"e_1_2_2_8_1","unstructured":"\u00a0"},{"key":"e_1_2_2_9_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr030024z"},{"key":"e_1_2_2_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr050580o"},{"key":"e_1_2_2_11_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja0711765"},{"key":"e_1_2_2_12_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja2084493"},{"key":"e_1_2_2_13_2","doi-asserted-by":"publisher","DOI":"10.1039\/c3cs35496b"},{"key":"e_1_2_2_14_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201308501"},{"key":"e_1_2_2_14_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201308501"},{"key":"e_1_2_2_15_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201611845"},{"key":"e_1_2_2_15_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201611845"},{"key":"e_1_2_2_16_2","doi-asserted-by":"publisher","DOI":"10.1126\/science.aaw9939"},{"key":"e_1_2_2_17_1","doi-asserted-by":"publisher","DOI":"10.1021\/ja954271z"},{"key":"e_1_2_2_18_1","doi-asserted-by":"publisher","DOI":"10.1002\/cber.19150480153"},{"key":"e_1_2_2_19_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201101073"},{"key":"e_1_2_2_20_1","unstructured":"\u00a0"},{"key":"e_1_2_2_21_2","doi-asserted-by":"publisher","DOI":"10.1038\/nchembio.2393"},{"key":"e_1_2_2_22_2","doi-asserted-by":"publisher","DOI":"10.1038\/nprot.2011.450"},{"key":"e_1_2_2_23_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.9b01748"},{"key":"e_1_2_2_24_1","unstructured":"\u00a0"},{"key":"e_1_2_2_25_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.0c01895"},{"key":"e_1_2_2_26_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201806893"},{"key":"e_1_2_2_26_3","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201806893"},{"key":"e_1_2_2_27_2","doi-asserted-by":"publisher","DOI":"10.1128\/aem.61.8.3169-3171.1995"},{"key":"e_1_2_2_28_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.0c02794"},{"key":"e_1_2_2_29_1","unstructured":"H.Chen S. J.Collier J.Nazor J.Sukumaran D.Smith J. C.Moore G.Hughes J.Janey G.Huisman S.Novick N.Agard O.Alvizo G.Cope W. L.Yeo S.NG (Codexis Inc.) US Patent 2013\/0302859 2013."},{"key":"e_1_2_2_30_1","unstructured":"\u00a0"},{"key":"e_1_2_2_31_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.8b02924"},{"key":"e_1_2_2_32_2","doi-asserted-by":"crossref","first-page":"131","DOI":"10.1016\/bs.mie.2018.04.022","volume-title":"Enzymes in Synthetic Biology, Vol.\u2005608","author":"Cosgrove S. C.","year":"2018"},{"key":"e_1_2_2_33_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201700356"},{"key":"e_1_2_2_34_2","doi-asserted-by":"publisher","DOI":"10.1016\/j.cbpa.2016.11.022"},{"key":"e_1_2_2_35_2","doi-asserted-by":"publisher","DOI":"10.1007\/s11274-017-2365-8"},{"key":"e_1_2_2_36_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201503954"},{"key":"e_1_2_2_37_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201500213"},{"key":"e_1_2_2_38_1","unstructured":"\u00a0"},{"key":"e_1_2_2_39_2","doi-asserted-by":"publisher","DOI":"10.1038\/s41929-019-0341-4"},{"key":"e_1_2_2_40_2","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.8b11561"},{"key":"e_1_2_2_41_2","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.8b00291"},{"key":"e_1_2_2_42_2","doi-asserted-by":"publisher","DOI":"10.1039\/C6GC03023H"},{"key":"e_1_2_2_43_2","doi-asserted-by":"publisher","DOI":"10.1038\/nchem.2782"},{"key":"e_1_2_2_44_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41557-020-00606-w"},{"key":"e_1_2_2_45_1","doi-asserted-by":"publisher","DOI":"10.1038\/s41598-018-31309-5"},{"key":"e_1_2_2_46_1","doi-asserted-by":"publisher","DOI":"10.1021\/acscatal.6b00782"},{"key":"e_1_2_2_47_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.oprd.9b00123"},{"key":"e_1_2_2_48_1","doi-asserted-by":"publisher","DOI":"10.1007\/s002530100807"}],"container-title":["Angewandte Chemie International Edition"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202016589","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/full-xml\/10.1002\/anie.202016589","content-type":"application\/xml","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/anie.202016589","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2023,9,1]],"date-time":"2023-09-01T12:12:54Z","timestamp":1693570374000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/anie.202016589"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2021,3,9]]},"references-count":53,"journal-issue":{"issue":"16","published-print":{"date-parts":[[2021,4,12]]}},"alternative-id":["10.1002\/anie.202016589"],"URL":"https:\/\/doi.org\/10.1002\/anie.202016589","archive":["Portico"],"relation":{},"ISSN":["1433-7851","1521-3773"],"issn-type":[{"value":"1433-7851","type":"print"},{"value":"1521-3773","type":"electronic"}],"subject":[],"published":{"date-parts":[[2021,3,9]]},"assertion":[{"value":"2020-12-14","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2021-03-09","order":2,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}