Newly discovered naturally occurring organohalogens

Gribble, Gordon W.

doi:10.24820/ark.5550190.p010.610

Cited by 26 publications

(17 citation statements)

References 95 publications

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“…The potential for enzymatic halogenation emerged with the discovery of widespread halogenation in nature, which pointed toward a rich trove of halogenating enzymes operating under benign conditions (Gribble, 2003(Gribble, , 2018. Today, more than 6,000 naturally occurring organohalogens have been identified in a range of organisms across all three kingdoms of life, with functions including pheromones, hormones, antimicrobials, halogen recyclers, and structural proteins (Gribble, 2018). For the known organohalogens, chlorination, and bromination are the most common modifications although examples of iodination and fluorination are also reported (Gribble, 2003(Gribble, , 2018.…”

Section: Halogenation In Nature and Pharmacologymentioning

confidence: 99%

“…Today, more than 6,000 naturally occurring organohalogens have been identified in a range of organisms across all three kingdoms of life, with functions including pheromones, hormones, antimicrobials, halogen recyclers, and structural proteins (Gribble, 2018). For the known organohalogens, chlorination, and bromination are the most common modifications although examples of iodination and fluorination are also reported (Gribble, 2003(Gribble, , 2018. Marine species and soil bacteria have provided the richest source of halogenated compounds due to the relative abundance of halogens in these habitats, particularly bromine in the ocean.…”

Section: Halogenation In Nature and Pharmacologymentioning

confidence: 99%

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Deploying Microbial Synthesis for Halogenating and Diversifying Medicinal Alkaloid Scaffolds

Bradley

Zhang

Jensen

2020

Front. Bioeng. Biotechnol.

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Plants produce some of the most potent therapeutics and have been used for thousands of years to treat human diseases. Today, many medicinal natural products are still extracted from source plants at scale as their complexity precludes total synthesis from bulk chemicals. However, extraction from plants can be an unreliable and lowyielding source for human therapeutics, making the supply chain for some of these life-saving medicines expensive and unstable. There has therefore been significant interest in refactoring these plant pathways in genetically tractable microbes, which grow more reliably and where the plant pathways can be more easily engineered to improve the titer, rate and yield of medicinal natural products. In addition, refactoring plant biosynthetic pathways in microbes also offers the possibility to explore new-tonature chemistry more systematically, and thereby help expand the chemical space that can be probed for drugs as well as enable the study of pharmacological properties of such new-to-nature chemistry. This perspective will review the recent progress toward heterologous production of plant medicinal alkaloids in microbial systems. In particular, we focus on the refactoring of halogenated alkaloids in yeast, which has created an unprecedented opportunity for biosynthesis of previously inaccessible new-to-nature variants of the natural alkaloid scaffolds.

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Section: Halogenation In Nature and Pharmacologymentioning

confidence: 99%

Section: Halogenation In Nature and Pharmacologymentioning

confidence: 99%

Deploying Microbial Synthesis for Halogenating and Diversifying Medicinal Alkaloid Scaffolds

Bradley

Zhang

Jensen

2020

Front. Bioeng. Biotechnol.

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“…Various areas such as pharmaceuticals, material sciences, industrial chemicals, and bioactive compounds have all benefited from halogen-containing compounds [ 7 , 8 , 9 , 10 ]. So far, more than 5000 halogenated natural compounds have been identified, with several of them exhibiting intriguing pharmacological characteristics ( Figure 1 ) [ 11 ]. Thus, developing halogenation methods is an interesting area of research, which has received the attention of scientists for decades.…”

Section: Introductionmentioning

confidence: 99%

Visible-Light-Induced Catalytic Selective Halogenation with Photocatalyst

2021

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Halide moieties are essential structures of compounds in organic chemistry due to their popularity and wide applications in many fields such as natural compounds, agrochemicals, and pharmaceuticals. Thus, many methods have been developed to introduce halides into various organic molecules. Recently, visible-light-driven reactions have emerged as useful methods of organic synthesis. Particularly, halogenation strategies using visible light have significantly improved the reaction efficiency and reduced toxicity, as well as promoted reactions under mild conditions. In this review, we have summarized recent studies in visible-light-mediated halogenation (chlorination, bromination, and iodination) with photocatalysts.

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“…One microbial function that has attracted much interest is dehalogenation, also because of the wide range of potential uses for dehalogenase enzymes [8,9]. Many halogenated compounds are produced and present naturally on earth [10]. Industrial production of some of these compounds has led to the expansion and further evolution of specialized bacteria able to degrade such compounds and to use them as nutrients for growth.…”

Section: Introductionmentioning

confidence: 99%

Dichloromethane Degradation Pathway from Unsequenced Hyphomicrobium sp. MC8b Rapidly Explored by Pan-Proteomics

et al. 2020

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Several bacteria are able to degrade the major industrial solvent dichloromethane (DCM) by using the conserved dehalogenase DcmA, the only system for DCM degradation characterised at the sequence level so far. Using differential proteomics, we rapidly identified key determinants of DCM degradation for Hyphomicrobium sp. MC8b, an unsequenced facultative methylotrophic DCM-degrading strain. For this, we designed a pan-proteomics database comprising the annotated genome sequences of 13 distinct Hyphomicrobium strains. Compared to growth with methanol, growth with DCM induces drastic changes in the proteome of strain MC8b. Dichloromethane dehalogenase DcmA was detected by differential pan-proteomics, but only with poor sequence coverage, suggesting atypical characteristics of the DCM dehalogenation system in this strain. More peptides were assigned to DcmA by error-tolerant search, warranting subsequent sequencing of the genome of strain MC8b, which revealed a highly divergent set of dcm genes in this strain. This suggests that the dcm enzymatic system is less strongly conserved than previously believed, and that substantial molecular evolution of dcm genes has occurred beyond their horizontal transfer in the bacterial domain. Our study showed the power of pan-proteomics for quick characterization of new strains belonging to branches of the Tree of Life that are densely genome-sequenced.

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Newly discovered naturally occurring organohalogens

Cited by 26 publications

References 95 publications

Deploying Microbial Synthesis for Halogenating and Diversifying Medicinal Alkaloid Scaffolds

Deploying Microbial Synthesis for Halogenating and Diversifying Medicinal Alkaloid Scaffolds

Visible-Light-Induced Catalytic Selective Halogenation with Photocatalyst

Dichloromethane Degradation Pathway from Unsequenced Hyphomicrobium sp. MC8b Rapidly Explored by Pan-Proteomics

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