Deciphering a Distinct Biosynthetic Pathway for Meroterpenoids in Bacteria DOI Creative Commons
Zengyuan Wang, Tyler A. Alsup, Xingming Pan

et al.

Published: April 12, 2024

Meroterpenoids are hybrid natural products that arise from the integration of terpenoid and non-terpenoid biosynthetic pathways. While biosynthesis fungal meroterpenoids typically follows a well-established sequence prenylation, epoxidation, cyclization, pathways for bacterial perhydrophenanthrene remain poorly understood. In this study, we report construction an engineered metabolic pathway in Streptomyces production meroterpenoid, atolypene A (1). Our research reveals novel wherein structure is assembled through distinct divergent its counterparts. We demonstrate noncanonical class II terpene cyclase (TC) AtoE, E314 residue within characteristic E314TAE motif, functions as Brønsted acid, initiating cyclization by protonating epoxide. Additionally, bioinformatic analysis gene clusters (BGCs) contain AtoE-like TCs supports bacteria have potential to produce wide array meroterpenoids.

Language: Английский

Early-Stage Biosynthesis of Phenalinolactone Diterpenoids Involves Sequential Prenylation, Epoxidation, and Cyclization DOI Creative Commons
Tyler A. Alsup, Zining Li, Caitlin A McCadden

et al.

RSC Chemical Biology, Journal Year: 2024, Volume and Issue: 5(10), P. 1010 - 1016

Published: Jan. 1, 2024

The chemical logic associated with assembly of many bacterial terpenoids remains poorly understood. We focused our efforts on the early-stage biosynthesis phenalinolactone diterpenoids, demonstrating that

Language: Английский

Citations

3
Deciphering a Distinct Biosynthetic Pathway for Meroterpenoids in Bacteria DOI Creative Commons
Zengyuan Wang, Tyler A. Alsup, Xingming Pan

et al.

Published: April 12, 2024

Meroterpenoids are hybrid natural products that arise from the integration of terpenoid and non-terpenoid biosynthetic pathways. While biosynthesis fungal meroterpenoids typically follows a well-established sequence prenylation, epoxidation, cyclization, pathways for bacterial perhydrophenanthrene remain poorly understood. In this study, we report construction an engineered metabolic pathway in Streptomyces production meroterpenoid, atolypene A (1). Our research reveals novel wherein structure is assembled through distinct divergent its counterparts. We demonstrate noncanonical class II terpene cyclase (TC) AtoE, E314 residue within characteristic E314TAE motif, functions as Brønsted acid, initiating cyclization by protonating epoxide. Additionally, bioinformatic analysis gene clusters (BGCs) contain AtoE-like TCs supports bacteria have potential to produce wide array meroterpenoids.

Language: Английский

Citations

2