{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,16]],"date-time":"2026-10-16T18:17:13Z","timestamp":1792174633980,"version":"4.4.0"},"reference-count":29,"publisher":"Wiley","issue":"1","license":[{"start":{"date-parts":[[2023,9,20]],"date-time":"2023-09-20T00:00:00Z","timestamp":1695168000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Chirality"],"published-print":{"date-parts":[[2024,1]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>Chiral heterocyclic alcohols are important precursors for production of pharmaceutical medicines and natural products. (<jats:italic>S<\/jats:italic>)\u20101\u2010(furan\u20102\u2010yl)propan\u20101\u2010ol (<jats:bold>(<jats:italic>S<\/jats:italic>)\u20102<\/jats:bold>) can be used production of pyranone, which can be used in the synthesis of sugar analogues, antibiotics, tirantamycines, and anticancer drugs. The synthetic approaches for <jats:bold>(<jats:italic>S<\/jats:italic>)\u20102<\/jats:bold>, however, have substantial difficulties in terms of inadequate enantiomeric excess (ee) and gram scale synthesis. Moreover, the biocatalytic synthesis of <jats:bold>(<jats:italic>S<\/jats:italic>)\u20102<\/jats:bold> is unknown until now. In this study, the synthesis of <jats:bold>(<jats:italic>S<\/jats:italic>)\u20102<\/jats:bold> was carried out by performing the asymmetric bioreduction of 1\u2010(furan\u20102\u2010yl)propan\u20101\u2010one (<jats:bold>1<\/jats:bold>) using the <jats:styled-content style=\"fixed-case\"><jats:italic>Lactobacillus paracasei<\/jats:italic><\/jats:styled-content> BD101 biocatalyst obtained from boza, a grain\u2010based fermented beverage. <jats:bold>(<jats:italic>S<\/jats:italic>)\u20102<\/jats:bold> was obtained with &gt;99% conversion, &gt;99% ee, and 96% yield under the optimized conditions. Furthermore, in 50\u2009h, 8.37\u2009g of <jats:bold>1<\/jats:bold> was entirely transformed into <jats:bold>(<jats:italic>S<\/jats:italic>)\u20102<\/jats:bold> on gram scale (96% isolated yield, 8.11\u2009g). This is the first report on the high\u2010gram scale biocatalyzed synthesis of enantiopure <jats:bold>(<jats:italic>S<\/jats:italic>)\u20102<\/jats:bold>. These data suggest that <jats:italic>L.\u00a0paracasei<\/jats:italic> BD101 can be used to bioreduction of <jats:bold>1<\/jats:bold> in gram scale and efficiently produce <jats:bold>(<jats:italic>S<\/jats:italic>)\u20102<\/jats:bold>. Furthermore, these findings laid the base for future study into the biocatalytic production of <jats:bold>(<jats:italic>S<\/jats:italic>)\u20102<\/jats:bold>. It was particularly notable as it was the highest known to date optical purity of <jats:bold>(<jats:italic>S<\/jats:italic>)\u20102<\/jats:bold> generated by asymmetric reduction using a biocatalyst. This work offers a productive environmentally friendly method for producing <jats:bold>(<jats:italic>S<\/jats:italic>)\u20102<\/jats:bold> using biocatalysts.<\/jats:p>","DOI":"10.1002\/chir.23620","type":"journal-article","created":{"date-parts":[[2023,9,20]],"date-time":"2023-09-20T07:08:42Z","timestamp":1695193722000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Green synthesis of (<i>S<\/i>)\u20101\u2010(furan\u20102\u2010yl)propan\u20101\u2010ol from asymmetric bioreduction of 1\u2010(furan\u20102\u2010yl)propan\u20101\u2010one using whole\u2010cell of <scp><i>Lactobacillus paracasei<\/i><\/scp> BD101"],"prefix":"10.1002","volume":"36","author":[{"given":"Ali Sava\u015f","family":"B\u00fclb\u00fcl","sequence":"first","affiliation":[{"name":"Department of Emergency Aid and Disaster Management, Faculty of Applied Sciences Bayburt University  Bayburt Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-3723-1705","authenticated-orcid":false,"given":"Engin","family":"\u015eahin","sequence":"additional","affiliation":[{"name":"Department of Nutrition and Dietetics, Faculty of Health Sciences Bayburt University  Bayburt Turkey"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2023,9,20]]},"reference":[{"key":"e_1_2_7_2_1","doi-asserted-by":"publisher","DOI":"10.1002\/chir.23430"},{"key":"e_1_2_7_3_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol051383e"},{"key":"e_1_2_7_4_1","doi-asserted-by":"publisher","DOI":"10.1016\/0040\u20104039(95)01170\u2010M"},{"key":"e_1_2_7_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0960\u2010894X(02)00197\u2010X"},{"key":"e_1_2_7_6_1","doi-asserted-by":"publisher","DOI":"10.1039\/co9950200001"},{"key":"e_1_2_7_7_1","doi-asserted-by":"publisher","DOI":"10.1021\/jm00224a033"},{"key":"e_1_2_7_8_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo00137a005"},{"key":"e_1_2_7_9_1","doi-asserted-by":"publisher","DOI":"10.3987\/COM\u201094\u20107001"},{"key":"e_1_2_7_10_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol0602811"},{"key":"e_1_2_7_11_1","doi-asserted-by":"publisher","DOI":"10.1021\/ol052664p"},{"key":"e_1_2_7_12_1","doi-asserted-by":"publisher","DOI":"10.1021\/cr00049a003"},{"key":"e_1_2_7_13_1","doi-asserted-by":"publisher","DOI":"10.3987\/COM\u201098\u2010S(H)5"},{"key":"e_1_2_7_14_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040\u20104039(00)87311\u20106"},{"key":"e_1_2_7_15_1","doi-asserted-by":"publisher","DOI":"10.3987\/COM-88-4690"},{"key":"e_1_2_7_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo970725u"},{"key":"e_1_2_7_17_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0040\u20104020(01)98229\u20108"},{"key":"e_1_2_7_18_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.mcat.2023.113037"},{"key":"e_1_2_7_19_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.lwt.2016.03.030"},{"key":"e_1_2_7_20_1","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201402138"},{"key":"e_1_2_7_21_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0957\u20104166(00)00189\u20100"},{"key":"e_1_2_7_22_1","doi-asserted-by":"publisher","DOI":"10.1002\/aoc.3161"},{"key":"e_1_2_7_23_1","doi-asserted-by":"publisher","DOI":"10.1002\/aoc.6567"},{"key":"e_1_2_7_24_1","doi-asserted-by":"publisher","DOI":"10.1021\/ar500374r"},{"key":"e_1_2_7_25_1","doi-asserted-by":"publisher","DOI":"10.1021\/jo015966n"},{"key":"e_1_2_7_26_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0167\u20107799(02)01935\u20102"},{"key":"e_1_2_7_27_1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.chemrev.7b00203"},{"key":"e_1_2_7_28_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.molcatb.2003.09.009"},{"key":"e_1_2_7_29_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetasy.2016.01.008"},{"key":"e_1_2_7_30_1","doi-asserted-by":"publisher","DOI":"10.1002\/chir.22782"}],"container-title":["Chirality"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/chir.23620","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2024,1,19]],"date-time":"2024-01-19T05:40:48Z","timestamp":1705642848000},"score":1,"resource":{"primary":{"URL":"https:\/\/onlinelibrary.wiley.com\/doi\/10.1002\/chir.23620"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,9,20]]},"references-count":29,"journal-issue":{"issue":"1","published-print":{"date-parts":[[2024,1]]}},"alternative-id":["10.1002\/chir.23620"],"URL":"https:\/\/doi.org\/10.1002\/chir.23620","archive":["Portico"],"relation":{},"ISSN":["0899-0042","1520-636X"],"issn-type":[{"value":"0899-0042","type":"print"},{"value":"1520-636X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2023,9,20]]},"assertion":[{"value":"2023-07-14","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication 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