title: Molecular networking as a dereplication strategy.
abstract: A major goal in natural product discovery programs is to rapidly dereplicate known entities from complex biological extracts. We demonstrate here that molecular networking, an approach that organizes MS/MS data based on chemical similarity, is a powerful complement to traditional dereplication strategies. Successful dereplication with molecular networks requires MS/MS spectra of the natural product mixture along with MS/MS spectra of known standards, synthetic compounds, or well-characterized organisms, preferably organized into robust databases. This approach can accommodate different ionization platforms, enabling cross correlations of MS/MS data from ambient ionization, direct infusion, and LC-based methods. Molecular networking not only dereplicates known molecules from complex mixtures, it also captures related analogues, a challenge for many other dereplication strategies. To illustrate its utility as a dereplication tool, we apply mass spectrometry-based molecular networking to a diverse array of marine and terrestrial microbial samples, illustrating the dereplication of 58 molecules including analogues.
authors.affiliation: Department of Chemistry & Biochemistry, University of California San Diego , La Jolla, California 92093, United States.
authors.forename: Jane Y
authors.initials: JY
authors.lastname: Yang
authors.forename: Laura M
authors.initials: LM
authors.lastname: Sanchez
authors.forename: Christopher M
authors.initials: CM
authors.lastname: Rath
authors.forename: Xueting
authors.initials: X
authors.lastname: Liu
authors.forename: Paul D
authors.initials: PD
authors.lastname: Boudreau
authors.forename: Nicole
authors.initials: N
authors.lastname: Bruns
authors.forename: Evgenia
authors.initials: E
authors.lastname: Glukhov
authors.forename: Anne
authors.initials: A
authors.lastname: Wodtke
authors.forename: Rafael
authors.initials: R
authors.lastname: de Felicio
authors.forename: Amanda
authors.initials: A
authors.lastname: Fenner
authors.forename: Weng Ruh
authors.initials: WR
authors.lastname: Wong
authors.forename: Roger G
authors.initials: RG
authors.lastname: Linington
authors.forename: Lixin
authors.initials: L
authors.lastname: Zhang
authors.forename: Hosana M
authors.initials: HM
authors.lastname: Debonsi
authors.forename: William H
authors.initials: WH
authors.lastname: Gerwick
authors.forename: Pieter C
authors.initials: PC
authors.lastname: Dorrestein
mesh_terms: D001412:Bacillus subtilis / Q000737:chemistry; D001419:Bacteria / Q000737:chemistry*; D001688:Biological Products / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D000458:Cyanobacteria / Q000737:chemistry; D008386:Marine Biology; D015394:Molecular Structure; D008970:Molecular Weight; D019906:Nuclear Magnetic Resonance, Biomolecular; D010936:Plant Extracts / Q000737:chemistry; D011550:Pseudomonas aeruginosa / Q000737:chemistry; D012706:Serratia marcescens / Q000737:chemistry; D053719:Tandem Mass Spectrometry
chemical_list: D001688:Biological Products; D010936:Plant Extracts
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