Arabidopsis camelliol C synthase evolved from enzymes that make pentacycles.

  title={Arabidopsis camelliol C synthase evolved from enzymes that make pentacycles.},
  author={Mariya D. Kolesnikova and William K Wilson and David A Lynch and Allie C. Obermeyer and Seiichi P T Matsuda},
  journal={Organic letters},
  volume={9 25},
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… 

Saccharomyces cerevisiae oxidosqualene-lanosterol cyclase: a chemistry-biology interdisciplinary study of the protein's structure-function-reaction mechanism relationships.

This review covers the historical achievements of biomimetic studies and current progress in structural biology, molecular genetics, and bioinformatics studies to elucidate the mechanistic and structure-function relationships of the Saccharomyces cerevisiae oxidosqualene-lanosterol cyclase-catalyzed cyclization/rearrangement reaction.

Divergent evolution of oxidosqualene cyclases in plants.

The phylogenetic analysis suggests that expansion of OSC members in higher plants has occurred mainly through tandem duplication followed by positive selection and diversifying evolution, and consolidated the previous suggestion that dicot triterpene synthases have been derived from an ancestral lanosterol synthase instead of directly from their cycloartenol synthases.

Characterization of a dammarenediol synthase in Centella asiatica (L.) Urban.

Two Oxidosqualene Cyclases Responsible for Biosynthesis of Tomato Fruit Cuticular Triterpenoids1[C][W][OA]

The goal of this investigation was to clone and characterize OSCs from tomato, a species known to accumulate δ-amyrin in its fruit cuticular wax, in order to gain insights into the enzymatic formation of this particular triterpenoid.

1.18 – Triterpenes

Protein engineering of oxidosqualene-lanosterol cyclase into triterpene monocyclase.

The results support the concept that a few-ring triterpene synthase can be derived from polycyclic cyclases by reverse evolution, and exemplify the power of computational modeling coupled with protein engineering both to study the enzyme's structure-function-mechanism relationships and to evolve new enzymatic activity.

Triterpene biosynthesis in plants.

Recent developments in the field of triterpene biosynthesis are reviewed, an overview of the genes and enzymes that have been identified to date are given, and strategies for discovering new triterpenes pathways are discussed.

Diverse triterpene skeletons are derived from the expansion and divergent evolution of 2,3-oxidosqualene cyclases in plants

Comprehensive evolutionary analysis of the identified 152 OSCs from 75 species in 25 plant orders show that several pentacyclic triterpene synthases repeatedly originated in multiple plant lineages and are expected to provide basis for production of high level of triterpenoids by application of synthetic biology strategies.

Discovery of enzymes responsible for cyclization and postmodification in triterpenoid biosynthesis

  • Siqin CaiHan Xiao
  • Chemistry
    Microbial Cell Factories Engineering for Production of Biomolecules
  • 2021