101968-71-2Relevant academic research and scientific papers
Control of Stereoselectivity in Diverse Hapalindole Metabolites is Mediated by Cofactor-Induced Combinatorial Pairing of Stig Cyclases
Chappell, Callie R.,Hohlman, Robert M.,Li, Shasha,Lowell, Andrew N.,Newmister, Sean A.,Orjala, Jimmy,Sherman, David H.,Williams, Robert M.,Yu, Fengan,Zi, Jiachen
supporting information, p. 8166 - 8172 (2020/03/26)
Stereospecific polycyclic core formation of hapalindoles and fischerindoles is controlled by Stig cyclases through a three-step cascade involving Cope rearrangement, 6-exo-trig cyclization, and a final electrophilic aromatic substitution. Reported here is a comprehensive study of all currently annotated Stig cyclases, revealing that these proteins can assemble into heteromeric complexes, induced by Ca2+, to cooperatively control the stereochemistry of hapalindole natural products.
