The importance of mass spectrometric dereplication in fungal secondary metabolite analysis

Frontiers in Microbiology
Kristian F Nielsen, Thomas O Larsen

Abstract

Having entered the Genomic Era, it is now evident that the biosynthetic potential of filamentous fungi is much larger than was thought even a decade ago. Fungi harbor many cryptic gene clusters encoding for the biosynthesis of polyketides, non-ribosomal peptides, and terpenoids - which can all undergo extensive modifications by tailoring enzymes - thus potentially providing a large array of products from a single pathway. Elucidating the full chemical profile of a fungal species is a challenging exercise, even with elemental composition provided by high-resolution mass spectrometry (HRMS) used in combination with chemical databases (e.g., AntiBase) to dereplicate known compounds. This has led to a continuous effort to improve chromatographic separation in conjunction with improvement in HRMS detection. Major improvements have also occurred with 2D chromatography, ion-mobility, MS/MS and MS(3), stable isotope labeling feeding experiments, classic UV/Vis, and especially automated data-mining and metabolomics software approaches as the sheer amount of data generated is now the major challenge. This review will focus on the development and implementation of dereplication strategies and will highlight the importance of each stage of...Continue Reading

References

Sep 11, 2003·Natural Product Reports·Richard D Firn, Clive G Jones
Jun 8, 2004·Mycopathologia·Thomas RundbergetArne Flåøyen
Dec 29, 2004·Journal of Natural Products·Mark S Butler
Nov 1, 2005·Analytical Chemistry·Michael Edberg HansenThomas Ostenfeld Larsen
Jan 13, 2006·Therapeutic Drug Monitoring·Colin A SmithGary Siuzdak
Mar 8, 2006·Rapid Communications in Mass Spectrometry : RCM·Suvi OjanperäIlkka Ojanperä
Aug 10, 2006·Analytical and Bioanalytical Chemistry·Marion PavlicHerbert Oberacher
Sep 14, 2006·Journal of Agricultural and Food Chemistry·Thomas DegenkolbHans Brückner
Mar 21, 2007·Nature Chemical Biology·Sebastian BergmannChristian Hertweck
Aug 19, 2007·Analytical and Bioanalytical Chemistry·Xidong Feng, Marshall M Siegel
Oct 27, 2007·Journal of Agricultural and Food Chemistry·Jens Laurids SørensenUlf Thrane
Feb 6, 2008·Natural Product Reports·John W BluntMichèle R Prinsep
Feb 21, 2008·Food Additives & Contaminants. Part A, Chemistry, Analysis, Control, Exposure & Risk Assessment·G S Shephard
Feb 21, 2008·Food Additives & Contaminants. Part A, Chemistry, Analysis, Control, Exposure & Risk Assessment·J David Miller
Apr 26, 2008·Applied Biochemistry and Biotechnology·Ahmad Mohammad Abdel-MawgoudNadia Abdel-Haleem Hassouna
Aug 8, 2008·Mass Spectrometry Reviews·Richard H PerryRobert J Noll
Jan 28, 2009·Journal of Agricultural and Food Chemistry·Jens Laurids SørensenUlf Thrane
Apr 29, 2009·Journal of Chromatography. a·Paola DugoLuigi Mondello
May 7, 2009·Proceedings of the National Academy of Sciences of the United States of America·Eduardo EsquenaziWilliam H Gerwick
May 19, 2009·Nature Chemical Biology·Jin Woo BokNancy P Keller
Jun 26, 2009·Journal of Pharmaceutical and Biomedical Analysis·Vincenzo PucciEdith Monteagudo
Aug 12, 2009·Proceedings of the National Academy of Sciences of the United States of America·Volker SchroeckhAxel A Brakhage
Sep 17, 2009·Analytical and Bioanalytical Chemistry·Kristian Fog NielsenJens Christian Frisvad
Jul 14, 2010·Journal of Mass Spectrometry : JMS·Hisayuki HoraiTakaaki Nishioka
Mar 4, 2011·Analytical and Bioanalytical Chemistry·Herbert OberacherSebastian Dresen
Aug 9, 2011·Nature Reviews. Microbiology·Jeramie D Watrous, Pieter C Dorrestein
Aug 23, 2011·Food Additives & Contaminants. Part A, Chemistry, Analysis, Control, Exposure & Risk Assessment·S M LehnerR Schuhmacher
Oct 4, 2011·Drug Testing and Analysis·Philipp Würtinger, Herbert Oberacher
Oct 26, 2011·Food Additives & Contaminants. Part A, Chemistry, Analysis, Control, Exposure & Risk Assessment·J M MogensenK F Nielsen

❮ Previous
Next ❯

Citations

Sep 26, 2015·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Lívia Soman de MedeirosEdson Rodrigues-Filho
Jan 25, 2016·International Journal of Food Microbiology·Erik LysøeUlf Thrane
Feb 18, 2016·Analytical Chemistry·Pierre-Marie AllardJean-Luc Wolfender
Jul 21, 2015·Journal of Natural Products·Vincent P SicaNicholas H Oberlies
Mar 10, 2016·Current Opinion in Biotechnology·Guojian ZhangDehai Li
Apr 25, 2017·Mass Spectrometry Reviews·Tobias KindOliver Fiehn
Jan 11, 2018·Marine Drugs·Rosario NicolettiAnna Andolfi
Dec 7, 2017·Frontiers in Pharmacology·Shivankar AgrawalSunil K Deshmukh
Dec 6, 2019·Molecular Nutrition & Food Research·Marina GotthardtMichael Rychlik
Aug 2, 2017·Analytical and Bioanalytical Chemistry·Florent OlivonDavid Touboul
Aug 25, 2019·Metabolites·Fangfang ChenXiao-Lin Chen
Feb 23, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Bruno PerlattiGerald Bills
Jun 25, 2020·Life·Erika Calla-QuispeAlfredo J Ibañez
Dec 19, 2020·Comprehensive Reviews in Food Science and Food Safety·Valdet UkaJosé Diana Di Mavungu
Nov 5, 2016·Microbiology Spectrum·Gerald F Bills, James B Gloer
Aug 14, 2020·Journal of Agricultural and Food Chemistry·Yanshen LiYongning Wu

❮ Previous
Next ❯

Methods Mentioned

BETA
NMR
light scattering
gene knock-outs

Software Mentioned

Chemfinder
Agilent MassHunter
Agilent Quant
R
ChemSpider
MS
Agilent MassHunter Quant
ACD Chemfolder
Camera
Waters ChromaLynx

Related Concepts

Related Feeds

Anxiety Disorders

Discover the latest research on anxiety disorders including agoraphobia, panic disorder, obsessive-compulsive disorder, and post-traumatic stress disorder here.