Bibliographic Details
Title: |
Characterization and structural analysis of a versatile aromatic prenyltransferase for imidazole-containing diketopiperazines |
Authors: |
Wenxue Wang, Peng Wang, Chuanteng Ma, Kang Li, Zian Wang, Yuting Liu, Lu Wang, Guojian Zhang, Qian Che, Tianjiao Zhu, Yuzhong Zhang, Dehai Li |
Source: |
Nature Communications, Vol 16, Iss 1, Pp 1-10 (2025) |
Publisher Information: |
Nature Portfolio, 2025. |
Publication Year: |
2025 |
Collection: |
LCC:Science |
Subject Terms: |
Science |
More Details: |
Abstract Prenylation modifications of natural products play essential roles in chemical diversity and bioactivities, but imidazole modification prenyltransferases are not well investigated. Here, we discover a dimethylallyl tryptophan synthase family prenyltransferase, AuraA, that catalyzes the rare dimethylallylation on the imidazole moiety in the biosynthesis of aurantiamine. Biochemical assays validate that AuraA could accept both cyclo-(L-Val-L-His) and cyclo-(L-Val-DH-His) as substrates, while the prenylation modes are completely different, yielding C2-regular and C5-reverse products, respectively. Cryo-electron microscopy analysis of AuraA and its two ternary complex structures reveal two distinct modes for receptor binding, demonstrating a tolerance for altered orientations of highly similar receptors. The mutation experiments further demonstrate the promiscuity of AuraA towards imidazole-C-dimethylallylation. In this work, we also characterize a case of AuraA mutant-catalyzed dimethylallylation of imidazole moiety, offering available structural insights into the utilization and engineering of dimethylallyl tryptophan synthase family prenyltransferases. |
Document Type: |
article |
File Description: |
electronic resource |
Language: |
English |
ISSN: |
2041-1723 |
Relation: |
https://doaj.org/toc/2041-1723 |
DOI: |
10.1038/s41467-024-55537-8 |
Access URL: |
https://doaj.org/article/9038966b01b24f9e8b8b59f603840aca |
Accession Number: |
edsdoj.9038966b01b24f9e8b8b59f603840aca |
Database: |
Directory of Open Access Journals |