ArticleJournal of the American Chemical Society2012
Dehydratase-specific probes for fatty acid and polyketide synthases.
Article in Journal of the American Chemical Society, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 25 papers.
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Who cites it
25 citing papers in PubMed, 44 citations in OpenAlex.
- Visualizing acyl carrier protein interactions within a crosslinked type I polyketide synthase.Nature communications · 2025Article
- Chemoproteomic Approaches for Unraveling Prokaryotic Biology.Israel journal of chemistry · 2023Article
- Lessons in Organic Fluorescent Probe Discovery.Chembiochem : a European journal of chemical biology · 2021Review
- Structure and mechanistic analyses of the gating mechanism of elongating ketosynthases.ACS catalysis · 2021Article
- Activity Mapping the Acyl Carrier Protein: Elongating Ketosynthase Interaction in Fatty Acid Biosynthesis.Biochemistry · 2020Article
- Active site labeling of fatty acid and polyketide acyl-carrier protein transacylases.Organic & biomolecular chemistry · 2019Article
- Trapping the Complex Molecular Machinery of Polyketide and Fatty Acid Synthases with Tunable Silylcyanohydrin Crosslinkers.Angewandte Chemie (International ed. in English) · 2018Article
- Trapping interactions between catalytic domains and carrier proteins of modular biosynthetic enzymes with chemical probes.Natural product reports · 2018Review
- Type II fatty acid and polyketide synthases: deciphering protein-protein and protein-substrate interactions.Natural product reports · 2018Review
- Development of a cyanobacterial heterologous polyketide production platform.Metabolic engineering · 2018Article
- Structural and Biochemical Analysis of Protein-Protein Interactions Between the Acyl-Carrier Protein and Product Template Domain.Angewandte Chemie (International ed. in English) · 2016Article
- Fluorescent Mechanism-Based Probe for Aerobic Flavin-Dependent Enzyme Activity.Chembiochem : a European journal of chemical biology · 2016Article
- A Substrate Mimic Allows High-Throughput Assay of the FabA Protein and Consequently the Identification of a Novel Inhibitor of Pseudomonas aeruginosa FabA.Journal of molecular biology · 2016Article
- Functional Characterization of a Dehydratase Domain from the Pikromycin Polyketide Synthase.Journal of the American Chemical Society · 2015Article
- Using modern tools to probe the structure-function relationship of fatty acid synthases.Chembiochem : a European journal of chemical biology · 2015Review
- Active site-directed proteomic probes for adenylation domains in nonribosomal peptide synthetases.Chemical communications (Cambridge, England) · 2015Article
- Crystal structures of acyl carrier protein in complex with two catalytic partners show a dynamic role in cellular metabolism.Chembiochem : a European journal of chemical biology · 2014Article
- Chemoenzymatic exchange of phosphopantetheine on protein and peptide.Chemical science · 2014Article
- Article
- The phosphopantetheinyl transferases: catalysis of a post-translational modification crucial for life.Natural product reports · 2014Review
Corrections and comments
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
Abstract
We targeted the development of a dehydratase (DH)-specific reactive probe that can facilitate detection, enrichment, and identification of DH enzymes in fatty acid synthases (FASs) and polyketide synthases (PKSs). The first reported mechanism-based inactivator, 3-decynoyl-N-acetylcysteamine (3-decynoyl-NAC), while active against the Escherichia coli β-hydroxydecanoyl thiol ester DH FabA, translates poorly to an activity-based probe because of nonspecific reactivity of the thioester moiety. Here we describe the design, synthesis, and utility of a DH-specific probe that contains a sulfonyl 3-alkyne reactive warhead engineered to avoid hydrolysis or nonenzymatic inactivation. When coupled with a fluorescent tag, this probe targets DH enzymes from recombinant type I and type II FAS and PKS enzyme systems and in whole proteomes. Activity studies, including FabA inactivation and antibiotic susceptibility, suggest that this sulfonyl 3-alkyne scaffold selectively targets a common DH mechanism. These studies indicate that the DH-specific mechanism-based probe can greatly accelerate both the functional characterization and molecular identification of virtually any type of FAS and PKS in complex proteomes.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.