Mechano‐Biocatalytic Stereoselective Reduction of Ketones With Baker's Yeast Under Solvent‐Minimized Conditions
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| Format: | Artículo Open Access |
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2026
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| author | Alessandro Coco Guoxue He Yaru Zhang Bin Liu Cihang Yu Duncan L. Browne Jingyue Wu Giuseppe Floresta Agostino Marrazzo Daniele Castagnolo |
| author_facet | Alessandro Coco Guoxue He Yaru Zhang Bin Liu Cihang Yu Duncan L. Browne Jingyue Wu Giuseppe Floresta Agostino Marrazzo Daniele Castagnolo Alessandro Coco Guoxue He Yaru Zhang Bin Liu Cihang Yu Duncan L. Browne Jingyue Wu Giuseppe Floresta Agostino Marrazzo Daniele Castagnolo |
| collection | Wiley Open Access |
| contents | Mechano‐Biocatalytic Stereoselective Reduction of Ketones With Baker's Yeast Under Solvent‐Minimized Conditions Alessandro Coco Guoxue He Yaru Zhang Bin Liu Cihang Yu Duncan L. Browne Jingyue Wu Giuseppe Floresta Agostino Marrazzo Daniele Castagnolo ChemSusChem Mechanochemistry and biocatalysis offer complementary routes to greener synthesis, yet their combination remains challenging, as enzymes and whole‐cell systems often lose activity under low‐solvent and mechanically demanding conditions. Here we demonstrate that Baker's yeast, a widely used whole‐cell biocatalyst, retains catalytic activity and high stereoselectivity under ball‐milling conditions. This enables a highly stereoselective whole‐cell mechano‐biocatalytic reduction of α‐keto esters and aryl–alkyl ketones, affording chiral alcohols with enantiomeric excesses up to >99% under solvent‐minimized conditions. Both lyophilized and fresh yeast operate effectively, delivering E‐factors substantially lower than those obtained under conventional aqueous conditions (>1000 in solution vs. 104–76 under mechano‐biocatalytic conditions). The process is scalable, as demonstrated by translation to a twin‐screw extrusion protocol, and significantly reduces waste compared with traditional whole‐cell reductions. These results establish whole‐cell mechanochemical biocatalysis as a practical and sustainable platform for asymmetric synthesis. 10.1002/cssc.70736 http://creativecommons.org/licenses/by/4.0/ |
| doi_str_mv | 10.1002/cssc.70736 |
| format | Artículo Open Access |
| id | wiley_oa_10_1002_cssc_70736 |
| institution | Wiley Open Access |
| license_str_mv | http://creativecommons.org/licenses/by/4.0/ |
| publishDate | 2026 |
| publisher | Wiley |
| record_format | wiley_oa |
| spellingShingle | Mechano‐Biocatalytic Stereoselective Reduction of Ketones With Baker's Yeast Under Solvent‐Minimized Conditions Alessandro Coco Guoxue He Yaru Zhang Bin Liu Cihang Yu Duncan L. Browne Jingyue Wu Giuseppe Floresta Agostino Marrazzo Daniele Castagnolo ChemSusChem Mechano‐Biocatalytic Stereoselective Reduction of Ketones With Baker's Yeast Under Solvent‐Minimized Conditions Alessandro Coco Guoxue He Yaru Zhang Bin Liu Cihang Yu Duncan L. Browne Jingyue Wu Giuseppe Floresta Agostino Marrazzo Daniele Castagnolo ChemSusChem Mechanochemistry and biocatalysis offer complementary routes to greener synthesis, yet their combination remains challenging, as enzymes and whole‐cell systems often lose activity under low‐solvent and mechanically demanding conditions. Here we demonstrate that Baker's yeast, a widely used whole‐cell biocatalyst, retains catalytic activity and high stereoselectivity under ball‐milling conditions. This enables a highly stereoselective whole‐cell mechano‐biocatalytic reduction of α‐keto esters and aryl–alkyl ketones, affording chiral alcohols with enantiomeric excesses up to >99% under solvent‐minimized conditions. Both lyophilized and fresh yeast operate effectively, delivering E‐factors substantially lower than those obtained under conventional aqueous conditions (>1000 in solution vs. 104–76 under mechano‐biocatalytic conditions). The process is scalable, as demonstrated by translation to a twin‐screw extrusion protocol, and significantly reduces waste compared with traditional whole‐cell reductions. These results establish whole‐cell mechanochemical biocatalysis as a practical and sustainable platform for asymmetric synthesis. 10.1002/cssc.70736 http://creativecommons.org/licenses/by/4.0/ |
| title | Mechano‐Biocatalytic Stereoselective Reduction of Ketones With Baker's Yeast Under Solvent‐Minimized Conditions |
| topic | ChemSusChem |
| url | https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/cssc.70736 |