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Compared to their nonprenylated counterparts, they often exhibit enhanced bioactivities, which are attributed to the increased lipophilicity conferred by the prenyl groups, facilitating their partitioning into cell membranes and interaction with lipid-associated targets. This review systematically examines prenylated stilbenoid biosynthesis via three core aspects: the structural diversity and structure\u2013activity relationships of prenylated stilbenoids, focusing on how prenyl chain length, linkage, and substitution position modulate bioactivities; catalytic mechanisms and regioselectivity of prenyltransferases that transfer from prenyl donors to stilbenoid backbones; and metabolic engineering strategies for microbial heterologous production, emphasizing precursor flux optimization, enzyme and host engineering such as peroxisomal compartmentalization, and strain mating. Finally, we outline key challenges\u2500poor prenyltransferase expression, precursor competition, and product cytotoxicity\u2500and discuss future AI-guided enzyme engineering and autonomous dynamic control systems, providing a roadmap for the sustainable industrial production of these high-value nutraceuticals.<\/jats:p>","DOI":"10.1021\/acs.jafc.6c03585","type":"journal-article","created":{"date-parts":[[2026,8,21]],"date-time":"2026-08-21T20:14:13Z","timestamp":1787343253000},"page":"26885-26906","source":"Crossref","is-referenced-by-count":1,"title":["Synthetic Biology\nof Prenylated Stilbenoids: Biosynthetic\nPathway, Prenyltransferases, and Biomanufacturing Strategies"],"prefix":"10.1021","volume":"74","author":[{"ORCID":"https:\/\/orcid.org\/0009-0003-0967-2495","authenticated-orcid":true,"given":"Weiming","family":"Lai","sequence":"first","affiliation":[{"name":"Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510650"]},{"name":"South China National Botanical Garden , ,","place":["Guangzhou, China, 510650"]},{"name":"University of Chinese Academy of Sciences , ,","place":["Beijing, China, 100049"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lingrong","family":"Wen","sequence":"additional","affiliation":[{"name":"Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510650"]},{"name":"South China National Botanical Garden , ,","place":["Guangzhou, China, 510650"]},{"name":"University of Chinese Academy of Sciences , ,","place":["Beijing, China, 100049"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4648-9572","authenticated-orcid":true,"given":"Yueming","family":"Jiang","sequence":"additional","affiliation":[{"name":"Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510650"]},{"name":"South China National Botanical Garden , ,","place":["Guangzhou, China, 510650"]},{"name":"University of Chinese Academy of Sciences , ,","place":["Beijing, China, 100049"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5483-7960","authenticated-orcid":true,"given":"Bao","family":"Yang","sequence":"additional","affiliation":[{"name":"Chinese Academy of Sciences , , ,","place":["Guangzhou, China, 510650"]},{"name":"South China National Botanical Garden , ,","place":["Guangzhou, China, 510650"]},{"name":"University of Chinese Academy of Sciences , ,","place":["Beijing, China, 100049"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,8,20]]},"reference":[{"issue":"35","key":"2026090311503766400_cit1","doi-asserted-by":"publisher","first-page":"10036","DOI":"10.1021\/acs.jafc.1c03699","article-title":"Recent\nadvances in health benefits\nof stilbenoids","volume":"69","author":"Koh","year":"2021","journal-title":"J. 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