A new β-carboline alkaloid from the Streptomyces flocculus CGMCC4.1223 mutant ΔstnK4

The β-carboline alkaloids are a large group of natural and synthetic indole alkaloids with various pharmacological properties. Previously, the gene cluster of streptonigrin biosynthesis (stn) was identified in Streptomyces flocculus CGMCC4.1223, revealing a hypothetical protein (StnK4). In this work...

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Published inTetrahedron Vol. 130; p. 133170
Main Authors Xiaozheng, Wang, Jing, Wo, Fei, Xu, Xinyue, Xie, Tingting, Huang, Shuangjun, Lin
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 09.01.2023
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Abstract The β-carboline alkaloids are a large group of natural and synthetic indole alkaloids with various pharmacological properties. Previously, the gene cluster of streptonigrin biosynthesis (stn) was identified in Streptomyces flocculus CGMCC4.1223, revealing a hypothetical protein (StnK4). In this work, a mutant ΔstnK4 was constructed by genetic manipulation and the mutant produced three β-carboline alkaloids, including two known compounds (oxoproopaline D and oxoproopaline G) and one new compound, namely oxoproopaline H. Structure of the new β-carboline was established by spectroscopic analyses. A biosynthetic pathway for these β-carboline alkaloids was proposed.
AbstractList The β-carboline alkaloids are a large group of natural and synthetic indole alkaloids with various pharmacological properties. Previously, the gene cluster of streptonigrin biosynthesis (stn) was identified in Streptomyces flocculus CGMCC4.1223, revealing a hypothetical protein (StnK4). In this work, a mutant ΔstnK4 was constructed by genetic manipulation and the mutant produced three β-carboline alkaloids, including two known compounds (oxoproopaline D and oxoproopaline G) and one new compound, namely oxoproopaline H. Structure of the new β-carboline was established by spectroscopic analyses. A biosynthetic pathway for these β-carboline alkaloids was proposed.
ArticleNumber 133170
Author Fei, Xu
Xinyue, Xie
Tingting, Huang
Shuangjun, Lin
Jing, Wo
Xiaozheng, Wang
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Keywords Streptomyces flocculus
β-carboline
streptonigrin
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Snippet The β-carboline alkaloids are a large group of natural and synthetic indole alkaloids with various pharmacological properties. Previously, the gene cluster of...
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SubjectTerms alkaloids
biochemical pathways
biosynthesis
genetic engineering
indoles
multigene family
mutants
spectroscopy
Streptomyces flocculus
streptonigrin
β-carboline
Title A new β-carboline alkaloid from the Streptomyces flocculus CGMCC4.1223 mutant ΔstnK4
URI https://dx.doi.org/10.1016/j.tet.2022.133170
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