ArticleBeilstein journal of organic chemistry2022
The enzyme mechanism of patchoulol synthase.
Article in Beilstein journal of organic chemistry, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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3 citing papers in PubMed, 11 citations in OpenAlex.
- Chemoenzymatic Synthesis of Structurally Diverse Terpenoids from Farnesyl Pyrophosphates Modified at the Central Alkene Unit.Journal of the American Chemical Society · 2026Article
- Active Site Loop Engineering Abolishes Water Capture in Hydroxylating Sesquiterpene Synthases.ACS catalysis · 2023Article
- Hedycaryol - Central Intermediates in Sesquiterpene Biosynthesis, Part II.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Review
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4 authors at 2 institutions in 1 country.
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Abstract
Different mechanisms for the cyclisation of farnesyl pyrophosphate to patchoulol by the patchoulol synthase are discussed in the literature. They are based on isotopic labelling experiments, but the results from these experiments are contradictory. The present work reports on a reinvestigation of patchoulol biosynthesis by isotopic labelling experiments and computational chemistry. The results are in favour of a pathway through the neutral intermediates germacrene A and α-bulnesene that are both reactivated by protonation for further cyclisation steps, while previously discussed intra- and intermolecular hydrogen transfers are not supported. Furthermore, the isolation of the new natural product (2
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