Skip to main content
SpringerLink
Log in
Book cover

Fungal Secondary Metabolism pp 121–131Cite as

Production, Detection, and Purification of Clavine-Type Ergot Alkaloids

  • Protocol
  • First Online:

Part of the book series: Methods in Molecular Biology ((MIMB,volume 944))

Abstract

Ergot alkaloids are indole derivatives with diverse structures and biological activities. This chapter describes the procedure from fungal cultivation to purified ergot alkaloids, as exemplified by fumigaclavine A in Penicillium commune. Furthermore, useful notes for working with purified ergot alkaloids are given.

This is a preview of subscription content, log in via an institution.

Protocol
USD   49.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD   89.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD   119.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD   169.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Learn about institutional subscriptions

Springer Nature is developing a new tool to find and evaluate Protocols. Learn more

References

  1. Schardl CL, Panaccione DG, Tudzynski P (2006) Ergot alkaloids—biology and molecular biology. Alkaloids Chem Biol 63:45–86

    Article  PubMed  CAS  Google Scholar 

  2. Gröger D, Floss HG (1998) Biochemistry of ergot alkaloids—achievements and challenges. Alkaloids Chem Biol 50:171–218

    Article  Google Scholar 

  3. Ahimsa-Müller MA, Markert A, Hellwig S, Knoop V, Steiner U, Drewke C, Leistner E (2007) Clavicipitaceous fungi associated with ergoline alkaloid-containing convolvulaceae. J Nat Prod 70:1955–1960

    Article  PubMed  Google Scholar 

  4. Leistner E, Steiner U (2009) Fungal origin of ergoline alkaloids present in dicotyledonous plants (Convolvulaceae). In: Anke T, Weber D (eds) The mycota XV: physiology and genetics, 1st edn. Springer, Berlin, Heidelberg, pp 197–208

    Chapter  Google Scholar 

  5. Markert A, Steffan N, Ploss K, Hellwig S, Steiner U, Drewke C, Li S-M, Boland W, Leistner E (2008) Biosynthesis and accumulation of ergoline alkaloids in a mutualistic association between Ipomoea asarifolia (Convolvulaceae) and a Clavicipitalean fungus. Plant Physiol 147:296–305

    Article  PubMed  CAS  Google Scholar 

  6. Kucht S, Gross J, Hussein Y, Grothe T, Keller U, Basar S, Konig WA, Steiner U, Leistner E (2004) Elimination of ergoline alkaloids following treatment of Ipomoea asarifolia (Convolvulaceae) with fungicides. Planta 219:619–625

    Article  PubMed  CAS  Google Scholar 

  7. Wallwey C, Li S-M (2011) Ergot alkaloids: structure diversity, biosynthetic gene clusters and functional proof of biosynthetic genes. Nat Prod Rep 28:496–510

    Article  PubMed  CAS  Google Scholar 

  8. Lee MR (2009) The history of ergot of rye (Claviceps purpurea) II: 1900–1940. J R Coll Physicians Edinb 39:365–369

    Article  PubMed  CAS  Google Scholar 

  9. Lee MR (2010) The history of ergot of rye (Claviceps purpurea) III: 1940–80. J R Coll Physicians Edinb 40:77–80

    Article  PubMed  CAS  Google Scholar 

  10. Lee MR (2009) The history of ergot of rye (Claviceps purpurea) I: from antiquity to 1900. J R Coll Physicians Edinb 39:179–184

    Article  PubMed  CAS  Google Scholar 

  11. Haarmann T, Rolke Y, Giesbert S, Tudzynski P (2009) Ergot: from witchcraft to biotechnology. Mol Plant Pathol 10:563–577

    Article  PubMed  CAS  Google Scholar 

  12. Wallwey C, Matuschek M, Xie X-L, Li S-M (2010) Ergot alkaloid biosynthesis in Aspergillus fumigatus: conversion of chanoclavine-I aldehyde to festuclavine by the festuclavine synthase FgaFS in the presence of the old yellow enzyme FgaOx3. Org Biomol Chem 8:3500–3508

    Article  PubMed  CAS  Google Scholar 

  13. Unsöld IA, Li S-M (2006) Reverse prenyltransferase in the biosynthesis of fumigaclavine C in Aspergillus fumigatus: gene expression, purification and characterization of fumigaclavine C synthase FgaPT1. Chembiochem 7:158–164

    Article  PubMed  Google Scholar 

  14. Matuschek M, Wallwey C, Xie X, Li SM (2011) New insights into ergot alkaloid biosynthesis in Claviceps purpurea: an agroclavine synthase EasG catalyses, via a non-enzymatic adduct with reduced glutathione, the conversion of chanoclavine-I aldehyde to agroclavine. Org Biomol Chem 9:4328–4335

    Article  PubMed  CAS  Google Scholar 

  15. Wallwey C, Matuschek M, Li S-M (2010) Ergot alkaloid biosynthesis in Aspergillus fumigatus: conversion of chanoclavine-I to chanoclavine-I aldehyde catalyzed by a short-chain alcohol dehydrogenase FgaDH. Arch Microbiol 192:127–134

    Article  PubMed  CAS  Google Scholar 

Download references

Acknowledgment

The work in the author’s laboratory was financially supported by a grand from the Deutsche Forschungsgemeinschaft (Li844/3-1).

Author information

Authors and Affiliations

  1. Philipps-Universität Marburg, Marburg, Germany

    Christiane Wallwey & Shu-Ming Li

Authors
  1. Christiane Wallwey
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Shu-Ming Li
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Shu-Ming Li .

Editor information

Editors and Affiliations

  1. , Dept. of Medical Microbiology & Immunolo, University of Wisconsin-Madison, Linden Drive 1550, Madison, 53706, Wisconsin, USA

    Nancy P. Keller

  2. , Dept. of Molecular Biology & Biotechnolo, University of Sheffield, Firth Court, Sheffield, S10 2TN, United Kingdom

    Geoffrey Turner

Rights and permissions

Reprints and permissions

Copyright information

© 2012 Springer Science+Business Media, LLC

About this protocol

Cite this protocol

Wallwey, C., Li, SM. (2012). Production, Detection, and Purification of Clavine-Type Ergot Alkaloids. In: Keller, N., Turner, G. (eds) Fungal Secondary Metabolism. Methods in Molecular Biology, vol 944. Humana Press, Totowa, NJ. https://doi.org/10.1007/978-1-62703-122-6_8

Download citation

  • DOI: https://doi.org/10.1007/978-1-62703-122-6_8

  • Published:

  • Publisher Name: Humana Press, Totowa, NJ

  • Print ISBN: 978-1-62703-121-9

  • Online ISBN: 978-1-62703-122-6

  • eBook Packages: Springer Protocols

Publish with us

Policies and ethics

Search

Navigation