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This bioamination entails the combination of an alcohol dehydrogenase (ADH), an \u03c9\u2010transaminase (\u03c9TA) and an alanine dehydrogenase to create a redox\u2010neutral network, which harnesses the exquisite and complementary regio\u2010 and stereo\u2010selectivities of the selected ADHs and \u03c9TAs. The requisite 1\u2010phenylpropane\u20101,2\u2010diol intermediates were obtained from trans\u2010 or <jats:italic>cis<\/jats:italic>\u2010\u03b2\u2010methylstyrene by combining a styrene monooxygenase with epoxide hydrolases. Furthermore, in selected cases, the envisioned cascade enabled to obtain the structural isomer (1<jats:italic>S<\/jats:italic>,2<jats:italic>R<\/jats:italic>)\u20101\u2010amino\u20101\u2010phenylpropan\u20102\u2010ol in high optical purity (<jats:italic>er<\/jats:italic> and <jats:italic>dr<\/jats:italic> &gt;99.5\u2009%). This is the first report on an enzymatic method that enables to obtain all of the four possible PPA stereoisomers in great enantio\u2010 and diastereo\u2010selectivity.<\/jats:p>","DOI":"10.1002\/cbic.202100123","type":"journal-article","created":{"date-parts":[[2021,4,21]],"date-time":"2021-04-21T19:38:06Z","timestamp":1619033886000},"page":"2345-2350","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":26,"title":["High Regio\u2010 and Stereoselective Multi\u2010enzymatic Synthesis of All Phenylpropanolamine Stereoisomers from \u03b2\u2010Methylstyrene"],"prefix":"10.1002","volume":"22","author":[{"given":"Maria L.","family":"Corrado","sequence":"first","affiliation":[{"name":"Van't Hoff Institute for Molecular Sciences, HIMS-Biocat University of Amsterdam  Science Park 904 1098 XH Amsterdam The 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