{Reference Type}: Journal Article
{Title}: Promiscuous Oxidosqualene Cyclases from Neoalsomitra integrifoliola Catalyzing the Formation of Tetracyclic, Pentacyclic, and Heterocyclic Triterpenes.
{Author}: Li XB;Huang CL;Zhang Y;Ding JY;Xiang GS;Zhang GH;Yang SC;Hao B;
{Journal}: Org Lett
{Volume}: 26
{Issue}: 15
{Year}: 2024 Apr 19
{Factor}: 6.072
{DOI}: 10.1021/acs.orglett.4c00730
{Abstract}: Six oxidosqualene cyclases (NiOSC1-NiOSC6) from Neoalsomitra integrifoliola were characterized for the biosynthesis of diverse triterpene scaffolds, including tetracyclic and pentacyclic triterpenes from the 2,3-oxidosqualene (1) and oxacyclic triterpenes from the 2,3:22,23-dioxidosqualene (2). NiOSC1 showed high efficiency in the production of naturally rare (20R)-epimers of oxacyclic triterpenes. Mutagenesis results revealed that the NiOSC1-F731G mutant significantly increased the yields of (20R)-epimers compared to the wild type. Homology modeling and molecular docking elucidated the origin of the (20R)-configuration in the epoxide addition step.