Amy E. Fraley
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Bio-Based Approaches for Selective Cyclization Open
Cyclic natural products offer important, unique scaffolds and functionalities for the pharmaceutical industry. They are produced by enzymes catalyzing a wide range of cyclization reactions. This large family of enzymes creates distinctive …
View article: Metagenomic study of lake microbial mats reveals protease-inhibiting antiviral peptides from a core microbiome member
Metagenomic study of lake microbial mats reveals protease-inhibiting antiviral peptides from a core microbiome member Open
In contrast to the large body of work on bioactive natural products from individually cultivated bacteria, the chemistry of environmental microbial communities remains largely elusive. Here, we present a comprehensive bioinformatic and fun…
Front Cover: Characterization of an Unusual α‐Oxoamine Synthase Off‐Loading Domain from a Cyanobacterial Type I Fatty Acid Synthase (ChemBioChem 18/2023) Open
A new fatty acid synthase off-loading domain. Fatty acid synthase (FAS) usually releases its products by hydrolysis or transesterification. Here, an α-oxoamine synthase off-loading domain is identified in a cyanobacterial type I FAS. This …
Characterization of an Unusual α‐Oxoamine Synthase Off‐Loading Domain from a Cyanobacterial Type I Fatty Acid Synthase Open
Type I fatty acid synthases (FASs) are known from higher eukaryotes and fungi. We report the discovery of FasT, a rare type I FAS from the cyanobacterium Chlorogloea sp. CCALA695. FasT possesses an unusual off‐loading domain, which was het…
Structure of a Promiscuous Thioesterase Domain Responsible for Branching Acylation in Polyketide Biosynthesis Open
Thioesterases (TEs) are fundamentally important enzymes present in all bacteria and eukaryotes, where they have conserved functions in fatty acid biosynthesis and secondary metabolism. This work provides the first structural insights into …
View article: Cover Feature: Flavin‐Dependent Monooxygenases NotI and NotI′ Mediate Spiro‐Oxindole Formation in Biosynthesis of the Notoamides (ChemBioChem 17/2020)
Cover Feature: Flavin‐Dependent Monooxygenases NotI and NotI′ Mediate Spiro‐Oxindole Formation in Biosynthesis of the Notoamides (ChemBioChem 17/2020) Open
Peer Reviewed
View article: Flavin‐Dependent Monooxygenases NotI and NotI′ Mediate Spiro‐Oxindole Formation in Biosynthesis of the Notoamides
Flavin‐Dependent Monooxygenases NotI and NotI′ Mediate Spiro‐Oxindole Formation in Biosynthesis of the Notoamides Open
The fungal indole alkaloids are a unique class of complex molecules that have a characteristic bicyclo[2.2.2]diazaoctane ring and frequently contain a spiro ‐ oxindole moiety. While various strains produce these compounds, an intriguing ca…
Enzyme evolution in fungal indole alkaloid biosynthesis Open
The class of fungal indole alkaloids containing the bicyclo[2.2.2]diazaoctane ring is comprised of diverse molecules that display a range of biological activities. While much interest has been garnered due to their therapeutic potential, t…
View article: Molecular Basis for Spirocycle Formation in the Paraherquamide Biosynthetic Pathway
Molecular Basis for Spirocycle Formation in the Paraherquamide Biosynthetic Pathway Open
The paraherquamides are potent anthelmintic natural products with complex heptacyclic scaffolds. One key feature of these molecules is the spiro-oxindole moiety that lends a strained three-dimensional architecture to these structures. The …
View article: Flavin-Dependent Monooxygenases NotI and NotI′ Mediate Spiro-Oxindole Formation in Biosynthesis of the Notoamides
Flavin-Dependent Monooxygenases NotI and NotI′ Mediate Spiro-Oxindole Formation in Biosynthesis of the Notoamides Open
The fungal indole alkaloids are a unique class of complex molecules that have a characteristic bicyclo[2.2.2]diazaoctane ring and frequently contain a spiro-oxindole moiety. While various strains produce these compounds, an intriguing case…
View article: Flavin-Dependent Monooxygenases NotI and NotI′ Mediate Spiro-Oxindole Formation in Biosynthesis of the Notoamides
Flavin-Dependent Monooxygenases NotI and NotI′ Mediate Spiro-Oxindole Formation in Biosynthesis of the Notoamides Open
The fungal indole alkaloids are a unique class of complex molecules that have a characteristic bicyclo[2.2.2]diazaoctane ring and frequently contain a spiro-oxindole moiety. While various strains produce these compounds, an intriguing case…
View article: Molecular Basis for Spirocycle Formation in the Paraherquamide Biosynthetic Pathway
Molecular Basis for Spirocycle Formation in the Paraherquamide Biosynthetic Pathway Open
The paraherquamides are potent anthelmintic natural products with complex heptacyclic scaffolds. One key feature of these molecules is the spiro-oxindole moiety that lends a strained three-dimensional architecture to these structures. The …
View article: Molecular Basis for Spirocycle Formation in the Paraherquamide Biosynthetic Pathway
Molecular Basis for Spirocycle Formation in the Paraherquamide Biosynthetic Pathway Open
The paraherquamides are potent anthelmintic natural products with complex heptacyclic scaffolds. One key feature of these molecules is the spiro-oxindole moiety that lends a strained three-dimensional architecture to these structures. The …
View article: Cofactor-Independent Pinacolase Directs Non-Diels-Alderase Biogenesis of the Brevianamides
Cofactor-Independent Pinacolase Directs Non-Diels-Alderase Biogenesis of the Brevianamides Open
Fungal bicyclo[2.2.2]diazaoctane indole alkaloids demonstrate intriguing structures and a wide spectrum of biological activities. Although biomimetic total syntheses have been completed for representative compounds of this structural famil…
View article: Cofactor-Independent Pinacolase Directs Non-Diels-Alderase Biogenesis of the Brevianamides
Cofactor-Independent Pinacolase Directs Non-Diels-Alderase Biogenesis of the Brevianamides Open
Fungal bicyclo[2.2.2]diazaoctane indole alkaloids demonstrate intriguing structures and a wide spectrum of biological activities. Although biomimetic total syntheses have been completed for representative compounds of this structural famil…
View article: Perturbation of the interactions of calmodulin with GRK5 using a natural product chemical probe
Perturbation of the interactions of calmodulin with GRK5 using a natural product chemical probe Open
G protein-coupled receptor (GPCR) kinases (GRKs) are responsible for initiating desensitization of activated GPCRs. GRK5 is potently inhibited by the calcium-sensing protein calmodulin (CaM), which leads to nuclear translocation of GRK5 an…
Substrate Scope Analysis of Biocatalytic Halogenation on Complex Substrates Open
Malbrancheamide is a fungal natural product with significant vasorelaxation effects and potential as a cardiovascular therapeutic. The dichlorination of the indole ring is key for its biological activity, and this transformation is perform…
View article: Fungal Indole Alkaloid Biogenesis Through Evolution of a Bifunctional Reductase/Diels-Alderase
Fungal Indole Alkaloid Biogenesis Through Evolution of a Bifunctional Reductase/Diels-Alderase Open
Prenylated indole alkaloids isolated from various fungi possess great structural diversity and pharmaceutical utility. Among them are the calmodulin inhibitory malbrancheamides and paraherquamides, used as anthelmintics in animal health. H…
View article: Fungal Indole Alkaloid Biogenesis Through Evolution of a Bifunctional Reductase/Diels-Alderase
Fungal Indole Alkaloid Biogenesis Through Evolution of a Bifunctional Reductase/Diels-Alderase Open
Prenylated indole alkaloids isolated from various fungi possess great structural diversity and pharmaceutical utility. Among them are the calmodulin inhibitory malbrancheamides and paraherquamides, used as anthelmintics in animal health. H…
Structural and stereochemical diversity in prenylated indole alkaloids containing the bicyclo[2.2.2]diazaoctane ring system from marine and terrestrial fungi Open
Various fungi of the generaAspergillus,Penicillium, andMalbrancheaproduce prenylated indole alkaloids possessing a bicyclo[2.2.2]diazaoctane ring system.
Function and Structure of MalA/MalA′, Iterative Halogenases for Late-Stage C–H Functionalization of Indole Alkaloids Open
Malbrancheamide is a dichlorinated fungal indole alkaloid isolated from both Malbranchea aurantiaca and Malbranchea graminicola that belongs to a family of natural products containing a characteristic bicyclo[2.2.2]diazaoctane core. The in…