Determination of the absolute configuration of peptide natural products by using stable isotope labeling and mass spectrometry.

No abstract is available for this paper.

• Publication year

  2012

• Venue

  Chemistry

• Publication date

  2012-02-20

• Fields of study

  Medicine, Chemistry

• Identifiers
  DOI 10.1002/chem.201103479PMID 22266804
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

• Elemental formula annotation of polar and lipophilic metabolites using (13) C, (15) N and (34) S isotope labelling, in combination with high-resolution mass spectrometry.

  2011cited by this paper
• A natural prodrug activation mechanism in nonribosomal peptide synthesis.

  2011cited by this paper
• Antibiotic discovery in the twenty-first century: current trends and future perspectives

  2010cited by this paper
• Metabolite identification in Synechococcus sp. PCC 7002 using untargeted stable isotope assisted metabolite profiling.

  2010cited by this paper
• Entomopathogenic bacteria as a source of secondary metabolites.

  2009cited by this paper
• 13C isotope-labeled metabolomes allowing for improved compound annotation and relative quantification in liquid chromatography-mass spectrometry-based metabolomic research.

  2009cited by this paper
• Association of Hemolytic Activity of Pseudomonas entomophila, a Versatile Soil Bacterium, with Cyclic Lipopeptide Production

  2009cited by this paper
• A New Type of Pyrrolidine Biosynthesis Is Involved in the Late Steps of Xenocoumacin Production in Xenorhabdus nematophila

  2009cited by this paper
• Dual labeling of metabolites for metabolome analysis (DLEMMA): A new approach for the identification and relative quantification of metabolites by means of dual isotope labeling and liquid chromatography-mass spectrometry.

  2009cited by this paper
• High-resolution direct infusion-based mass spectrometry in combination with whole 13C metabolome isotope labeling allows unambiguous assignment of chemical sum formulas.

  2008cited by this paper
• Linear and cyclic peptides from the entomopathogenic bacterium Xenorhabdus nematophilus.

  2008cited by this paper
• Isotope pattern evaluation for the reduction of elemental compositions assigned to high-resolution mass spectral data from electrospray ionization fourier transform ion cyclotron resonance mass spectrometry

  2006cited by this paper
• Chiral 3D architectures with helical channels constructed from polyoxometalate clusters and copper-amino acid complexes.

  2006cited by this paper
• Biosynthesis of nonribosomal peptides1.

  2004cited by this paper
• De novo sequencing, peptide composition analysis, and composition-based sequencing: A new strategy employing accurate mass determination by fourier transform ion cyclotron resonance mass spectrometry

  2004cited by this paper
• Biosynthesis of nonribosomal peptides

  2003cited by this paper
• Mutational analysis of the epimerization domain in the initiation module PheATE of gramicidin S synthetase.

  2000cited by this paper
• Stable isotope incorporation triples the upper mass limit for determination of elemental composition by accurate mass measurement

  2000cited by this paper

• Microbial dl-Peptidases Enable Predator Defense and Facilitate Structure Elucidation of Complex Natural Products

  2026cites this paper
• A novel homoarginine-containing cyclic peptide pioamide with selective antipseudomonal activity isolated from the nematode symbiont Photorhabdus khanii

  2025influential citation
• Drift, selection and convergence in the evolution of a nonribosomal peptide

  2025cites this paper
• State of the Art of Cyclic Lipopeptide–Membrane Interactions: Pore Formation and Bilayer Permeability

  2025cites this paper
• Pleiotropic role of PAX cyclolipopeptides in the Xenorhabdus bacterium mutualistically associated with entomopathogenic nematodes

  2025cites this paper
• Detection of Inverse Stable Isotopic Labeling in Untargeted Metabolomic Data.

  2024cites this paper
• Symbiotic bacteria associated with entomopathogenic nematodes showed molluscicidal activity against Biomphalaria glabrata, an intermediate host of Schistosoma mansoni

  2024cites this paper
• Exploring Xenorhabdus and Photorhabdus Nematode Symbionts in Search of Novel Therapeutics

  2024cites this paper
• Evolution-inspired engineering of nonribosomal peptide synthetases

  2024cites this paper
• Linking biosynthetic genes to natural products using inverse stable isotopic labeling (InverSIL).

  2024cites this paper
• Investigation of the Odilorhabdin Biosynthetic Gene Cluster Using NRPS Engineering.

  2024cites this paper
• Genetic toolbox for Photorhabdus and Xenorhabdus: pSEVA based heterologous expression systems and CRISPR/Cpf1 based genome editing for rapid natural product profiling

  2024influential citation
• Direct Detection of the α-Carbon Radical Intermediate Formed by OspD: Mechanistic Insights into Radical S-Adenosyl-l-methionine Peptide Epimerization.

  2024cites this paper
• Studying of the regulatory roles of response regulators GlrR and ArcA in xenocoumacins biosynthesis in Xenorhabdus nematophila CB61

  2024cites this paper
• Molecular networking as a natural products discovery strategy

  2023cites this paper
• XENOFOOD—An Autoclaved Feed Supplement Containing Autoclavable Antimicrobial Peptides—Exerts Anticoccidial GI Activity, and Causes Bursa Enlargement, but Has No Detectable Harmful Effects in Broiler Cockerels despite In Vitro Detectable Cytotoxicity on LHM Cells

  2023cites this paper
• Manipulation of GameXPeptide synthetase gene expression by a promoter exchange alters the virulence of an entomopathogenic bacterium, Photorhabdus temperata temperata, by modulating insect immune responses

  2023cites this paper
• An Nuclear Magnetic Resonance Fingerprint Matching Approach for the Identification and Structural Re-Evaluation of Pseudomonas Lipopeptides

  2022cites this paper
• In-Silco and In-Vitro Characterization of a Symbiotic Association Bacteria Isolated from Entomopathogenic Nematodes and Producers for Biological Control Non-Ribosomal Peptides

  2022influential citation
• Type Strains of Entomopathogenic Nematode-Symbiotic Bacterium Species, Xenorhabdus szentirmaii (EMC) and X. budapestensis (EMA), Are Exceptional Sources of Non-Ribosomal Templated, Large-Target-Spectral, Thermotolerant-Antimicrobial Peptides (by Both), and Iodinin (by EMC)

  2022cites this paper
• An NMR fingerprint matching approach for the identification and structural re-evaluation of Pseudomonas lipopeptides

  2022cites this paper
• Global analysis of biosynthetic gene clusters reveals conserved and unique natural products in entomopathogenic nematode-symbiotic bacteria

  2022cites this paper
• Beyond Soil-Dwelling Actinobacteria: Fantastic Antibiotics and Where to Find Them

  2022cites this paper
• Labelling studies in the biosynthesis of polyketides and non-ribosomal peptides.

  2022cites this paper
• Biosynthetic Origin of Formylaminooxyvinylglycine and Characterization of the Formyltransferase GvgI.

  2022cites this paper
• Integrating genomics and metabolomics for scalable non-ribosomal peptide discovery

  2021cites this paper
• Nocathioamides, Uncovered by a Tunable Metabologenomic Approach, Define a Novel Class of Chimeric Lanthipeptides

  2021cites this paper
• Co‐occurring Congeners Reveal the Position of Enantiomeric Amino Acids in Nonribosomal Peptides

  2021cites this paper
• Antimicrobial Peptide and Toxin-Based Mutualism: Obligate Symbiotic Entomopathogenic Nematode—Bacterium Associations

  2021cites this paper
• Competition and Co-existence of Two Photorhabdus Symbionts with a Nematode Host

  2020cites this paper
• Structure and Biosynthesis of Proteusin RiPP Natural Products

  2020cites this paper
• Competition and Co-existence of Two Photorhabdus Symbionts with a Nematode Host

  2020cites this paper
• Structure, properties, and biological functions of nonribosomal lipopeptides from pseudomonads.

  2020cites this paper
• Nonribosomal Peptides Produced by Minimal and Engineered Synthetases with Terminal Reductase Domains

  2020cites this paper
• Structure elucidation of bacterial nonribosomal lipopeptides.

  2020cites this paper
• Synthetic Zippers as an Enabling Tool for Engineering of Non‐Ribosomal Peptide Synthetases

  2020cites this paper
• De Novo Peptide Sequencing Reveals Many Cyclopeptides in the Human Gut and Other Environments.

  2019cites this paper
• Production of a photohexapeptide library from entomopathogenic Photorhabdus asymbiotica PB68.1.

  2019cites this paper
• Use of Isotope Labels for NMR and MS Studies in Natural Products

  2019cites this paper
• Two novel cyclic depsipeptides Xenematides F and G from the entomopathogenic bacterium Xenorhabdus budapestensis

  2019cites this paper
• Azetidine-Containing Alkaloids Produced by a Quorum-Sensing Regulated Nonribosomal Peptide Synthetase Pathway in Pseudomonas aeruginosa.

  2019cites this paper
• Natural products targeting strategies involving molecular networking: different manners, one goal.

  2019cites this paper
• Modification and de novo design of non-ribosomal peptide synthetases using specific assembly points within condensation domains

  2019cites this paper
• Molecular mechanism of polyketide shortening in anthraquinone biosynthesis of Photorhabdus luminescens† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c9sc00749k

  2019cites this paper
• Biosynthesis of Antibiotics from Microbial Symbionts of Sponges and Corals

  2019cites this paper
• Structure, Biosynthesis, and Bioactivity of Photoditritide from Photorhabdus temperata Meg1.

  2019cites this paper
• Synergistic activity of cosecreted natural products from amoebae-associated bacteria

  2018influential citation
• Radical S-Adenosylmethionine Peptide Epimerases: Detection of Activity and Characterization of d-Amino Acid Products.

  2018cites this paper
• Modification and de novo design of non-ribosomal peptide synthetases (NRPS) using specific assembly points within condensation domains

  2018cites this paper
• De novo design and engineering of non-ribosomal peptide synthetases.

  2018cites this paper
• Gram-negative bacilli-derived peptide antibiotics developed since 2000

  2018cites this paper
• The Global Regulators Lrp, LeuO, and HexA Control Secondary Metabolism in Entomopathogenic Bacteria

  2017cites this paper
• Natural Products from Photorhabdus and Other Entomopathogenic Bacteria.

  2017cites this paper
• LuxS-dependent AI-2 production is not involved in global regulation of natural product biosynthesis in Photorhabdus and Xenorhabdus

  2017influential citation
• Secondary Metabolites Produced by Heterorhabditis Symbionts and Their Application in Agriculture: What We Know and What to Do Next

  2017cites this paper
• Identification and occurrence of the hydroxamate siderophores aerobactin, putrebactin, avaroferrin and ochrobactin C as virulence factors from entomopathogenic bacteria

  2017cites this paper
• Natural product diversity associated with the nematode symbionts Photorhabdus and Xenorhabdus

  2017cites this paper
• The tip and hidden part of the iceberg: Proteinogenic and non-proteinogenic aliphatic amino acids.

  2017cites this paper
• Screening of the Antimicrobial Activity against Drug Resistant Bacteria of Photorhabdus and Xenorhabdus Associated with Entomopathogenic Nematodes from Mae Wong National Park, Thailand

  2017cites this paper
• Novel chemical probes for the investigation of nonribosomal peptide assembly.

  2017cites this paper
• Seven enzymes create extraordinary molecular complexity in an uncultivated bacterium.

  2017cites this paper
• Entomopathogenic bacteria use multiple mechanisms for bioactive peptide library design.

  2017cites this paper
• Antibiotics from Gram-negative bacteria: a comprehensive overview and selected biosynthetic highlights.

  2017cites this paper
• Detailed Mechanistic Study of the Non-enzymatic Formation of the Discoipyrrole Family of Natural Products

  2016cites this paper
• The Regulation of Secondary Metabolism in Photorhabdus.

  2016cites this paper
• Convergent and Modular Synthesis of Candidate Precolibactins. Structural Revision of Precolibactin A.

  2016cites this paper
• Biological characterization of the hygrobafilomycin antibiotic JBIR-100 and bioinformatic insights into the hygrolide family of natural products.

  2016cites this paper
• Heterogeneous regulation of bacterial natural product biosynthesis via a novel transcription factor

  2016cites this paper
• Synthesis of natural variants and synthetic derivatives of the cyclic nonribosomal peptide luminmide in permeabilized E. coli Nissle and product formation kinetics

  2016cites this paper
• Solid-Phase Enrichment and Analysis of Azide-Labeled Natural Products: Fishing Downstream of Biochemical Pathways.

  2016cites this paper
• Ciclopeptídeos de Pseudofusicoccum sp., um fungo endofítico isolado de Manilkara sp.

  2016cites this paper
• A method for investigating the stereochemical course of terpene cyclisations.

  2016cites this paper
• Combining Stable Isotope Labeling and Molecular Networking for Biosynthetic Pathway Characterization.

  2015cites this paper
• Structures and Biosynthesis of Corvol Ethers--Sesquiterpenes from the Actinomycete Kitasatospora setae.

  2015cites this paper
• Recent highlights in biosynthesis research using stable isotopes

  2015cites this paper
• Rational and efficient site‐directed mutagenesis of adenylation domain alters relative yields of luminmide derivatives in vivo

  2015influential citation
• Hexacyclopeptides secreted by an endophytic fungus Fusarium solani N06 act as crosstalk molecules in Narcissus tazetta

  2015cites this paper
• Elucidation of the Photorhabdus temperata Genome and Generation of a Transposon Mutant Library To Identify Motility Mutants Altered in Pathogenesis

  2015cites this paper
• Bioactive natural products from novel microbial sources

  2015cites this paper
• Structural Revision and Elucidation of the Biosynthesis of Hypodoratoxide by (13) C,(13) C COSY NMR Spectroscopy.

  2015cites this paper
• Simple “On‐Demand” Production of Bioactive Natural Products

  2015cites this paper
• Insect‐Specific Production of New GameXPeptides in Photorhabdus luminescens TTO1, Widespread Natural Products in Entomopathogenic Bacteria

  2015cites this paper
• Structure Elucidation and Activity of Kolossin A, the D-/L-Pentadecapeptide Product of a Giant Nonribosomal Peptide Synthetase.

  2015cites this paper
• Strukturen und Biosynthese der Corvolether – Sesquiterpene aus dem Actinomyceten Kitasatospora setae

  2015cites this paper
• Exploring the proteusin family of unusual ribosomal peptide natural products

  2015influential citation
• Strukturrevision und Aufklärung der Biosynthese von Hypodoratoxid durch ein 13C,13C‐COSY‐NMR‐Experiment

  2015cites this paper
• Strukturaufklärung und Aktivität des aus einer riesigen nicht‐ ribosomalen Peptidsynthetase stammenden D‐/L‐Pentadecapeptids Kolossin A

  2015cites this paper
• Combining UHPLC-High Resolution MS and Feeding of Stable Isotope Labeled Polyketide Intermediates for Linking Precursors to End Products.

  2015cites this paper
• The importance of mass spectrometric dereplication in fungal secondary metabolite analysis

  2015cites this paper
• The importance of mass spectrometric dereplication in fungal secondary metabolite analysis

  2015cites this paper
• Xenortide Biosynthesis by Entomopathogenic Xenorhabdus nematophila.

  2014cites this paper
• Characterisation of taxlllaids A-G; natural products from Xenorhabdus indica.

  2014cites this paper
• Rapid Determination of the Amino Acid Configuration of Xenotetrapeptide

  2014cites this paper
• Fabclavines: Bioactive Peptide–Polyketide‐Polyamino Hybrids from Xenorhabdus

  2014cites this paper
• Impact of a Stereocentre Inversion in Cyclic Lipodepsipeptides from the Viscosin Group: A Comparative Study of the Viscosinamide and Pseudodesmin Conformation and Self‐Assembly

  2014cites this paper
• Genome mining: concept and strategies for natural product discovery.

  2014cites this paper
• Yeast Homologous Recombination Cloning Leading to the Novel Peptides Ambactin and Xenolindicin

  2014cites this paper
• Radical S-adenosyl methionine epimerases: regioselective introduction of diverse D-amino acid patterns into peptide natural products.

  2014cites this paper
• Ralfuranone Is Produced by an Alternative Aryl-Substituted γ-Lactone Biosynthetic Route in Ralstonia solanacearum.

  2014cites this paper
• A new recombineering system for Photorhabdus and Xenorhabdus

  2014cites this paper