Elucidation of the Tailoring Steps in Julichrome Biosynthesis by Marine Gastropod Mollusk-Associated Streptomyces sampsonii SCSIO 054

Xiaoqi Ji; Yuliang Dong; Chunyao Ling; Zhenbin Zhou; Qinglian Li; Jianhua Ju

doi:10.1021/acs.orglett.0c02469

Elucidation of the Tailoring Steps in Julichrome Biosynthesis by Marine Gastropod Mollusk-Associated Streptomyces sampsonii SCSIO 054

Org Lett. 2020 Sep 4;22(17):6927-6931. doi: 10.1021/acs.orglett.0c02469. Epub 2020 Aug 21.

Authors

Xiaoqi Ji^{1

2}, Yuliang Dong¹, Chunyao Ling¹, Zhenbin Zhou^{1

2}, Qinglian Li¹, Jianhua Ju^{1

2}

Affiliations

¹ CAS Key Laboratory of Tropical Marine Bio-Resources and Ecology, Guangdong Key Laboratory of Marine Materia Medica, RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, 164 West Xingang Road, Guangzhou 510301, China.
² College of Oceanology, University of Chinese Academy of Sciences, 19 Yuquan Road, Beijing 100049, China.

PMID: 32822193
DOI: 10.1021/acs.orglett.0c02469

Abstract

The biosynthetic gene cluster governing the production of antibacterial julichromes was identified from marine gastropod mollusk-associated Streptomyces sampsonii SCSIO 054. Post-PKS assembly/tailoring enzymes JuiL, JuiM, JuiI, and JuiN represent key assembly enzymes. JuiL serves as a ketoreductase. JuiM is an acetyltransferase. JuiI carries out an intriguing biaryl coupling of two julichrome Q₆ units (immediate JuiL, JuiM product) to afford julichrome Q_6-6. JuiN carries out tailoring steps on julichrome Q_6-6, transforming Q_6-6 into Q_3-3.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Anti-Bacterial Agents / biosynthesis*
Anti-Bacterial Agents / chemistry
Gastropoda / chemistry*
Gastropoda / metabolism
Macrolides / chemistry*
Molecular Structure
Multigene Family
Polyketide Synthases / metabolism*
Streptomyces / chemistry*

Substances

Anti-Bacterial Agents
Macrolides
Polyketide Synthases

Supplementary concepts

Streptomyces sampsonii