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Eleven wild-type yeast strains and baker\u2019s yeast were screened for ketoreductase activity on a series of five flexible\n                      <jats:italic>N<\/jats:italic>\n                      -heterocycles with prochiral carbonyl group in the\n                      <jats:italic>N<\/jats:italic>\n                      -(3-oxobutyl) substituent. Among the yeast strains tested,\n                      <jats:italic>Candida parapsilosis<\/jats:italic>\n                      (WY12) proved to be the most efficient biocatalyst in the bioreductions, resulting in the corresponding enantiopure alcohols\u2014being promising chiral fragments with high level of drug-likeness\u2014with good to excellent conversions (83\u201399%) and high enantiomeric excess (ee\u2009&gt;\u200999%). Other strains, such as\n                      <jats:italic>Pichia carsonii<\/jats:italic>\n                      (WY1) and\n                      <jats:italic>Lodderomyces elongisporus<\/jats:italic>\n                      (WY2), also showed promising ketoreductase activities with certain substrates. After screening as lyophilized whole cells,\n                      <jats:italic>C. parapsilosis<\/jats:italic>\n                      cells were immobilized in the form of calcium, zinc, nickel, and copper alginate beads. The whole-cell immobilization enabled recycling, with considerable residual activity of the biocatalyst over multiple cycles. Additionally, the study explored the scalability of these bioreductions, with immobilized\n                      <jats:italic>C. parapsilosis<\/jats:italic>\n                      delivering promising results. The use of immobilized cells simplified the work-up process and resulted in chiral alcohols with similar or even higher conversions to those observed in the screening reactions. Molecular docking of the five flexible\n                      <jats:italic>N<\/jats:italic>\n                      -heterocycles with prochiral carbonyl group into the active site of the experimental structure of the carbonyl reductase of\n                      <jats:italic>C. parapsilosis<\/jats:italic>\n                      rationalized their biocatalytic behavior and confirmed the assigned (\n                      <jats:italic>S<\/jats:italic>\n                      )-configuration of forming enantiopure alcohols.\n                    <\/jats:p>\n                  <\/jats:sec>\n                  <jats:sec>\n                    <jats:title>Key points<\/jats:title>\n                    <jats:p>\n                      \u2022\n                      <jats:italic>Ketoreductase activity of eleven wild-type yeast strains and baker\u2019s yeast were examined<\/jats:italic>\n                      .\n                    <\/jats:p>\n                    <jats:p>\n                      \u2022\n                      <jats:italic>Candida parapsilosis was subjected to whole-cell immobilization and recycling<\/jats:italic>\n                      .\n                    <\/jats:p>\n                    <jats:p>\n                      \u2022\n                      <jats:italic>Enantiopure alcohols with flexible N-heterocyclic units were produced at preparative scale<\/jats:italic>\n                      .\n                    <\/jats:p>\n                  <\/jats:sec>","DOI":"10.1007\/s00253-025-13486-2","type":"journal-article","created":{"date-parts":[[2025,5,2]],"date-time":"2025-05-02T08:56:51Z","timestamp":1746176211000},"update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":2,"title":["Bioreduction of N-(3-oxobutyl)heterocycles with flexible ring by yeast whole-cell biocatalysts"],"prefix":"10.1007","volume":"109","author":[{"given":"M\u00e1t\u00e9 Gerg\u0151","family":"Honv\u00e1ri","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Bence Attila","family":"Kucsinka","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Levente Andr\u00e1s","family":"M\u00f3cza","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"P\u00e1l","family":"Csuka","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Vikt\u00f3ria","family":"B\u00f3dai","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-8358-1378","authenticated-orcid":false,"given":"L\u00e1szl\u00f3","family":"Poppe","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"G\u00e1bor","family":"Horny\u00e1nszky","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"297","published-online":{"date-parts":[[2025,4,30]]},"reference":[{"key":"13486_CR1","doi-asserted-by":"publisher","unstructured":"Barros-Filho BA, de Oliveira MCF, Lemos TLG, de Mattos MC, de Gonzalo G, Gotor-Fern\u00e1ndez V, Gotor V (2009) Lentinus strigellus: a new versatile stereoselective biocatalyst for the bioreduction of prochiral ketones. 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