Skip to main content

Part of the book series: Springer Handbook of Enzymes ((HDBKENZYMES,volume S7))

  • 110 Accesses

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

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 259.00
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 329.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 329.99
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

Institutional subscriptions

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. Cane, D.E.; Prabhakaran, P.C.; Oliver, J.S.; McIlwaine, D.B.: Aristolochene biosynthesis. Stereochemistry of the deprotonation steps in the enzymatic cyclization of farnesyl pyrophosphate. J. Am. Chem. Soc., 112, 3209–3210 (1990)

    Article  CAS  Google Scholar 

  2. Cane, D.E.; Prabhakaran, P.C.; Salaski, E.J.; Harrison, P.M.H.; Noguchi, H.; Rawlings, B.J.: Aristolochene biosynthesis and enzymatic cyclization of farnesyl pyrophosphate. J. Am. Chem. Soc., 111, 8914–8916 (1989)

    Article  CAS  Google Scholar 

  3. Hohn, T.M.; Plattner, R.D.: Purification and characterization of the sesquiterpene cyclase aristolochene synthase from Penicillium roqueforti. Arch. Biochem. Biophys., 272, 137–143 (1989)

    Article  CAS  PubMed  Google Scholar 

  4. Proctor, R.H.; Hohn, T.M.: Aristolochene synthase. Isolation, characterization, and bacterial expression of a sesquiterpenoid biosynthetic gene (Ari1) from Penicillium roqueforti. J. Biol. Chem., 268, 4543–4548 (1993)

    CAS  PubMed  Google Scholar 

  5. Caruthers, J.M.; Kang, I.; Rynkiewicz, M.J.; Cane, D.E.; Christianson, D.W.: Crystal structure determination of aristolochene synthase from the blue cheese mold, Penicillium roqueforti. J. Biol. Chem., 275, 25533–25539 (2000)

    Article  CAS  PubMed  Google Scholar 

  6. Calvert, M.J.; Taylor, S.E.; Allemann, R.K.: Tyrosine 92 of aristolochene synthase directs cyclisation of farnesyl pyrophosphate. Chem. Commun., 2002, 2384–2385 (2002)

    Article  Google Scholar 

  7. Calvert, M.J.; Ashton, P.R.; Allemann, R.K.: Germacrene A is a product of the aristolochene synthase-mediated conversion of farnesylpyrophosphate to aristolochene. J. Am. Chem. Soc., 124, 11636–11641 (2002)

    Article  CAS  PubMed  Google Scholar 

  8. Deligeorgopoulou, A.; Allemann, R.K.: Evidence for differential folding of farnesyl pyrophosphate in the active site of aristolochene synthase: a single-point mutation converts aristolochene synthase into an (E)-β-farnesene synthase. Biochemistry, 42, 7741–7747 (2003)

    Article  CAS  PubMed  Google Scholar 

  9. Cane, D.E.; Kang, I.: Aristolochene synthase: purification, molecular cloning, high-level expression in Escherichia coli, and characterization of the Aspergillus terreus cyclase. Arch. Biochem. Biophys., 376, 354–364 (2000)

    Article  CAS  PubMed  Google Scholar 

  10. O’Maille, P.E.; Chappell, J.; Noel, J.P.: Biosynthetic potential of sesquiterpene synthase: alternative product of tobacco 5-epi-aristolochene synthase. Arch. Biochem. Biophys., 448, 73–82 (2006)

    Article  PubMed  Google Scholar 

  11. Forcat, S.; Allemann, R.K.: Dual role for phenylalanine 178 during catalysis by aristolochene synthase. Chem. Commun., 2004, 2094–2095 (2004)

    Article  Google Scholar 

  12. [12] Felicetti, B.; Cane, D.E.: Aristolochene synthase: mechanistic analysis of active site residues by site-directed mutagenesis. J. Am. Chem. Soc., 126, 7212–7221 (2004)

    Article  CAS  PubMed  Google Scholar 

  13. Wu, S.; Schoenbeck, M.A.; Greenhagen, B.T.; Takahashi, S.; Lee, S.; Coates, R.M.; Chappell, J.: Surrogate splicing for functional analysis of sesquiterpene synthase genes. Plant Physiol., 138, 1322–1333 (2005)

    Article  CAS  PubMed  Google Scholar 

Download references

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 2010 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

(2010). Aristolochene synthase. In: Schomburg, D., Schomburg, I., Chang, A. (eds) Class 4–6 Lyases, Isomerases, Ligases. Springer Handbook of Enzymes, vol S7. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-540-85707-5_52

Download citation

Publish with us

Policies and ethics