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Members of the bacterial CYP226 family are hypothesized to catalyze the oxidation of diterpenoid resin acids as the first step in their catabolism. Two CYP226 enzymes (CYP226A3 and CYP226A31) from the thermophilic bacterium Zestomonas thermotolerans were characterized. Both could bind the diterpenoids in gum rosin. Oxidation metabolites were formed using peroxide-driven reactions with the wild-type enzymes and variants with modifications at the dioxygen-binding groove. The CYP226A31 enzyme was used to enantioselectively hydroxylate dehydroabietic acid to the 7\u03b2-hydroxy metabolite, enabling its isolation and characterization. The crystal structure of the CYP226A31 enzyme was determined with dehydroabietic acid bound, demonstrating a binding mode consistent with the stereoselective product formation and the unusual UV\u2013visible substrate-bound spectrum. This work establishes the role of these enzymes in the oxidation of diterpenoids and provides a foundation for the valorization of complex mixtures of resin acids from renewable bark biomass.<\/jats:p>","DOI":"10.1021\/acs.jafc.6c06880","type":"journal-article","created":{"date-parts":[[2026,9,4]],"date-time":"2026-09-04T00:01:47Z","timestamp":1788480107000},"page":"28583-28593","source":"Crossref","is-referenced-by-count":0,"title":["Deciphering the\nEnzyme-Mediated Oxidation of Dehydroabietic\nAcid and Other Diterpenoid Resin Acids"],"prefix":"10.1021","volume":"74","author":[{"ORCID":"https:\/\/orcid.org\/0009-0009-7459-9451","authenticated-orcid":true,"given":"Delroy S. Y.","family":"Huang","sequence":"first","affiliation":[{"name":"Adelaide University , , , ,","place":["Adelaide, South Australia, Australia, 5005"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6288-9034","authenticated-orcid":true,"given":"Joel H. Z.","family":"Lee","sequence":"additional","affiliation":[{"name":"Adelaide University , , , ,","place":["Adelaide, South Australia, Australia, 5005"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Facundo","family":"Ortega","sequence":"additional","affiliation":[{"name":"Chalmers University of Technology , , ,","place":["Gothenburg, Sweden, SE-412 96"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8386-2914","authenticated-orcid":true,"given":"Johan","family":"Larsbrink","sequence":"additional","affiliation":[{"name":"Chalmers University of Technology , , ,","place":["Gothenburg, Sweden, SE-412 96"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-0791-6850","authenticated-orcid":true,"given":"Fiona","family":"Whelan","sequence":"additional","affiliation":[{"name":"Adelaide University , , , ,","place":["Adelaide, South Australia, Australia, 5005"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7457-9727","authenticated-orcid":true,"given":"Stephen G.","family":"Bell","sequence":"additional","affiliation":[{"name":"Adelaide University , , , ,","place":["Adelaide, South Australia, Australia, 5005"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,9,3]]},"reference":[{"issue":"1","key":"2026091609095496300_cit1","doi-asserted-by":"publisher","first-page":"128","DOI":"10.1016\/j.jbiotec.2006.01.026","article-title":"Cytochromes\nP450 as Versatile Biocatalysts","volume":"124","author":"Bernhardt","year":"2006","journal-title":"J. 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