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Two terpene cyclases were used as biocatalytic tool, namely, limonene synthase from Cannabis sativa (CLS) and 5‐epi‐aristolochene synthase (TEAS) from Nicotiana tabacum. They showed significant substrate flexibility towards non‐natural prenyl… Click to show full abstract
Two terpene cyclases were used as biocatalytic tool, namely, limonene synthase from Cannabis sativa (CLS) and 5‐epi‐aristolochene synthase (TEAS) from Nicotiana tabacum. They showed significant substrate flexibility towards non‐natural prenyl diphosphates to form novel terpenoids, including core oxa‐ and thia‐heterocycles and alkyne‐modified terpenoids. We elucidated the structures of five novel monoterpene‐analogues and a known sesquiterpene‐analogue. These results reflected the terpene synthases′ ability and promiscuity to broaden the pool of terpenoids with structurally complex analogues. Docking studies highlight an on‐off conversion of the unnatural substrates.
Journal Title: Chembiochem
Year Published: 2022
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