Issue 2, 2019

Biosynthesis of an anti-tuberculosis sesterterpenoid asperterpenoid A

Abstract

A putative three-gene cluster for asperterpenoid A was identified. Step-wise reconstitution of this gene cluster in Aspergillus oryzae reveals that astC encodes a sesterterpene cyclase to synthesize preasperterpenoid A, which is dually oxidized by a P450 enzyme AstB to give asperterpenoid A along with a minor product asperterpenoid B, and asperterpenoid A is further oxidized by another P450 eznyme AstA to afford a new sesterterpenoid asperterpenoid C. Unexpectedly, asperterpenoids A and B, but not the final product asperterpenoid C, exhibit potent inhibitory activity against Mycobacterium tuberculosis protein tyrosine phosphatase B with IC50 values of 3–6 μM.

Graphical abstract: Biosynthesis of an anti-tuberculosis sesterterpenoid asperterpenoid A

Supplementary files

Article information

Article type
Communication
Submitted
14 Nov. 2018
Accepted
11 Dec. 2018
First published
11 Dec. 2018

Org. Biomol. Chem., 2019,17, 248-251

Biosynthesis of an anti-tuberculosis sesterterpenoid asperterpenoid A

J. Huang, J. Lv, Q. Wang, J. Zou, Y. Lu, Q. Wang, D. Chen, X. Yao, H. Gao and D. Hu, Org. Biomol. Chem., 2019, 17, 248 DOI: 10.1039/C8OB02832J

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements