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

IF 2.1 4区 医学 Q3 BIOTECHNOLOGY & APPLIED MICROBIOLOGY Journal of Antibiotics Pub Date : 2024-12-03 DOI:10.1038/s41429-024-00793-5
Kei Kudo, Takehiro Nishimura, Kei Miyako, Hikaru Suenaga, Kazuo Shin-ya
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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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一种新的大麻酚酸衍生物及其未烯丙基化前体通过重组大麻素在链霉菌中的生物合成。
从异源表达大麻酚酸生物合成基因的工程阿维链霉菌培养中发现了一种新的大麻酚酸衍生物,称为异大麻酚酸(isocbga),是大麻素家族的成员,其前体isoolivetolic acid (isooa)。结构测定显示一个异戊基片段,可能来自于阿维菌的生物合成前体池。本文介绍了isocbga和isooa的培养、分离、结构测定和抗菌活性。
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来源期刊
Journal of Antibiotics
Journal of Antibiotics 医学-免疫学
CiteScore
6.60
自引率
3.00%
发文量
87
审稿时长
1 months
期刊介绍: The Journal of Antibiotics seeks to promote research on antibiotics and related types of biologically active substances and publishes Articles, Review Articles, Brief Communication, Correspondence and other specially commissioned reports. The Journal of Antibiotics accepts papers on biochemical, chemical, microbiological and pharmacological studies. However, studies regarding human therapy do not fall under the journal’s scope. Contributions regarding recently discovered antibiotics and biologically active microbial products are particularly encouraged. Topics of particular interest within the journal''s scope include, but are not limited to, those listed below: Discovery of new antibiotics and related types of biologically active substances Production, isolation, characterization, structural elucidation, chemical synthesis and derivatization, biological activities, mechanisms of action, and structure-activity relationships of antibiotics and related types of biologically active substances Biosynthesis, bioconversion, taxonomy and genetic studies on producing microorganisms, as well as improvement of production of antibiotics and related types of biologically active substances Novel physical, chemical, biochemical, microbiological or pharmacological methods for detection, assay, determination, structural elucidation and evaluation of antibiotics and related types of biologically active substances Newly found properties, mechanisms of action and resistance-development of antibiotics and related types of biologically active substances.
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