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A new cannabigerolic acid derivative and its unprenylated precursor produced through the reconstitution of cannabinoid biosynthesis in Streptomyces

The Journal of Antibiotics volume 78, pages 126–130 (2025)Cite this article

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Abstract

A new derivative of cannabigerolic acid, designated as iso-cannabigerolic acid (iso-CBGA), a member of the cannabinoid family, and its precursor iso-olivetolic acid (iso-OA) were discovered from the culture of the engineered Streptomyces avermitilis heterologously expressing the genes responsible for cannabigerolic acid biosynthesis. Structural determination revealed an iso-pentyl moiety, which may arise from the biosynthetic precursor pool present in S. avermitilis. We describe herein the culture, isolation, structure determination and antibacterial activities of iso-CBGA and iso-OA.

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Acknowledgements

This work was supported by JSPS KAKENHI Grant Number 23H05474 to KS.

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Author notes

  1. Takehiro Nishimura

    Present address: Faculty of Pharmacy, Keio University, Tokyo, 105-8512, Japan

Authors and Affiliations

  1. Department of Life Science and Biotechnology, National Institute of Advanced Industrial Science and Technology (AIST), Tokyo, 135-0064, Japan

    Kei Kudo, Kei Miyako, Hikaru Suenaga & Kazuo Shin-ya

  2. Technology Research Association for Next Generation Natural Products Chemistry, Tokyo, 135-0064, Japan

    Takehiro Nishimura

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  1. Kei Kudo
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  2. Takehiro Nishimura
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Correspondence to Kazuo Shin-ya.

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Kudo, K., Nishimura, T., Miyako, K. et al. A new cannabigerolic acid derivative and its unprenylated precursor produced through the reconstitution of cannabinoid biosynthesis in Streptomyces. J Antibiot 78, 126–130 (2025). https://doi.org/10.1038/s41429-024-00793-5

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