AI Article Synopsis

  • The Arabidopsis thaliana enzyme CAMS1 (At1g78955) produces camelliol C as its main product (98%), along with trace amounts of achilleol A (2%) and beta-amyrin (0.2%).
  • CAMS1 is unique as the first known cyclase primarily creating a monocyclic triterpene alcohol.
  • Phylogenetic studies indicate that CAMS1 originated from enzymes that previously produced more complex pentacyclic products, suggesting that its minor byproduct beta-amyrin is a remnant of this evolutionary history.

Article Abstract

We establish by heterologous expression that the Arabidopsis thaliana oxidosqualene cyclase At1g78955 (CAMS1) makes camelliol C (98%), achilleol A (2%), and beta-amyrin (0.2%). CAMS1 is the first characterized cyclase that generates predominantly a monocyclic triterpene alcohol. Phylogenetic analysis shows that CAMS1 evolved from enzymes that make pentacycles, thus revealing that its pentacyclic beta-amyrin byproduct is an evolutionary relic. Sequence alignments support prior suggestions that decreased steric bulk at a key active-site residue promotes monocycle formation.

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http://dx.doi.org/10.1021/ol702399gDOI Listing

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