ArticlePloS one2011
Biosynthetic gene cluster for the cladoniamides, bis-indoles with a rearranged scaffold.
Article in PloS one, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed, 36 citations in OpenAlex.
- Lichen-Derived Actinomycetota: Novel Taxa and Bioactive Metabolites.International journal of molecular sciences · 2023Review
- Analysis of Laboratory-Evolved Flavin-Dependent Halogenases Affords a Computational Model for Predicting Halogenase Site Selectivity.Chem catalysis · 2022Article
- Genomic Determinants Encode the Reactivity and Regioselectivity of Flavin-Dependent Halogenases in Bacterial Genomes and Metagenomes.mSystems · 2021Article
- Submerged fermentation of Streptomyces uncialis providing a biotechnology platform for uncialamycin biosynthesis, engineering, and production.Journal of industrial microbiology & biotechnology · 2021Article
- Discovery of ammosesters by mining the Streptomyces uncialis DCA2648 genome revealing new insight into ammosamide biosynthesis.Journal of industrial microbiology & biotechnology · 2021Article
- Site-Selective C-H Halogenation Using Flavin-Dependent Halogenases Identified via Family-Wide Activity Profiling.ACS central science · 2019Article
- Understanding and Improving the Activity of Flavin-Dependent Halogenases via Random and Targeted Mutagenesis.Annual review of biochemistry · 2018Review
- Enzymatic Halogenation and Dehalogenation Reactions: Pervasive and Mechanistically Diverse.Chemical reviews · 2017Review
- Reconstruction of cladoniamide biosynthesis reveals nonenzymatic routes to bisindole diversity.ACS chemical biology · 2014Article
- Discovery and synthetic refactoring of tryptophan dimer gene clusters from the environment.Journal of the American Chemical Society · 2013Article
- Discovery of indolotryptoline antiproliferative agents by homology-guided metagenomic screening.Proceedings of the National Academy of Sciences of the United States of America · 2013Article
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1 author at 1 institution in 1 country.
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Abstract
The cladoniamides are bis-indole alkaloids isolated from Streptomyces uncialis, a lichen-associated actinomycete strain. The cladoniamides have an unusual, indenotryptoline structure rarely observed among bis-indole alkaloids. I report here the isolation, sequencing, and annotation of the cladoniamide biosynthetic gene cluster and compare it to the recently published gene cluster for BE-54017, a closely related indenotryptoline natural product. The cladoniamide gene cluster differs from the BE-54017 gene cluster in gene organization and in the absence of one N-methyltransferase gene but otherwise contains close homologs to all genes in the BE-54017 cluster. Both gene clusters encode enzymes needed for the construction of an indolocarbazole core, as well as flavin-dependent enzymes putatively involved in generating the indenotryptoline scaffold from an indolocarbazole. These two bis-indolic gene clusters exemplify the diversity of biosynthetic routes that begin from the oxidative dimerization of two molecules of L-tryptophan, highlight enzymes for further study, and provide new opportunities for combinatorial engineering.
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