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. 2023 Feb 23;145(9):5083–5091. doi: 10.1021/jacs.2c10838

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© 2023 The Authors. Published by American Chemical Society

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Discovery of the key intermediate 7,8-epoxymelianol (9). (A) Epoxidation of melianol by AaCYP88A154 or chemically using meta-chloroperoxybenzoic acid (m-CPBA) generates the previously unknown biosynthetic intermediates 7,8-epoxymelianol (9) and isomeliandiol (10). Melianol was generated in situ by co-expression of melianol biosynthetic genes (AaOSC2, AaCYP71CD4, and AaCYP71BQ17) and mevalonate pathway genes in N. benthamiana. (B) Key COSY, HMBC, and NOE correlations for the structure elucidation of 9 and 10.