Deciphering the evolutionary history of microbial cyclic triterpenoids

Abstract

Cyclic triterpenoids are a class of lipids that have fascinated chemists, biologist, and geologist alike for many years. These molecules have diverse physiological roles in a variety of bacterial and eukaryotic organisms and a shared evolutionary ancestry that is reflected in the elegant biochemistry required for their synthesis. Cyclic triterpenoids are also quite recalcitrant and are preserved in sedimentary rocks where they are utilized as "molecular fossils" or biomarkers that can physically link microbial taxa and their metabolisms to a specific time or event in Earth's history. However, a proper interpretation of cyclic triterpenoid biosignatures requires a robust understanding of their function in extant organisms and in the evolutionary history of their biosynthetic pathways. Here, I review two potential cyclic triterpenoid evolutionary scenarios and the recent genetic and biochemical studies that are providing experimental evidence to distinguish between these hypotheses. The study of cyclic triterpenoids will continue to provide a wealth of information that can significantly impact the interpretation of lipid biosignatures in the rock record and provides a compelling model of how two natural repositories of evolutionary history available on Earth, the geologic record in sedimentary rocks and the molecular record in living organisms, can be linked.