5-epiaristolochene synthase

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5-epiaristolochene synthase
EC number
IntEnz IntEnz view
ExPASy NiceZyme view
MetaCyc metabolic pathway
PRIAM profile
PDB structures RCSB PDB PDBe PDBsum

5-epiaristolochene synthase (EC, 5-epi-aristolochene synthase, tobacco epiaristolochene synthase, farnesyl pyrophosphate cyclase, EAS, TEAS) is an enzyme with systematic name (2E,6E)-farnesyl-diphosphate diphosphate-lyase ((+)-5-epiaristolochene-forming).[1][2][3][4][5][6] This enzyme catalyses the following chemical reaction

(2E,6E)-farnesyl diphosphate (+)-5-epiaristolochene + diphosphate

Initial cyclization gives (+)-germacrene A in an enzyme bound form.


  1. ^ Back, K.; Yin, S.; Chappell, J. (1994). "Expression of a plant sesquiterpene cyclase gene in Escherichia coli". Arch. Biochem. Biophys. 315 (2): 527–532. doi:10.1006/abbi.1994.1533. PMID 7986100. 
  2. ^ Starks, C.M.; Back, K.; Chappell, J.; Noel, J.P. (1997). "Structural basis for cyclic terpene biosynthesis by tobacco 5-epi-aristolochene synthase". Science. 277 (5333): 1815–1820. doi:10.1126/science.277.5333.1815. PMID 9295271. 
  3. ^ Back, K.; He, S.; Kim, K.U.; Shin, D.H. (1998). "Cloning and bacterial expression of sesquiterpene cyclase, a key branch point enzyme for the synthesis of sesquiterpenoid phytoalexin capsidiol in UV-challenged leaves of Capsicum annuum". Plant Cell Physiol. 39 (9): 899–904. doi:10.1093/oxfordjournals.pcp.a029452. PMID 9816674. 
  4. ^ Rising, K.A.; Starks, C.M.; Noel, J.P.; Chappell, J. (2000). "Demonstration of germacrene A as an intermediate in 5-epi-aristolochene synthase catalysis". J. Am. Chem. Soc. 122: 1861–1866. doi:10.1021/ja993584h. 
  5. ^ Bohlmann, J.; Stauber, E.J.; Krock, B.; Oldham, N.J.; Gershenzon, J.; Baldwin, I.T. (2002). "Gene expression of 5-epi-aristolochene synthase and formation of capsidiol in roots of Nicotiana attenuata and N. sylvestris'". Phytochemistry. 60 (2): 109–116. doi:10.1016/s0031-9422(02)00080-8. PMID 12009313. 
  6. ^ O'Maille, P.E.; Chappell, J.; Noel, J.P. (2006). "Biosynthetic potential of sesquiterpene synthases: alternative products of tobacco 5-epi-aristolochene synthase". Arch. Biochem. Biophys. 448: 73–82. doi:10.1016/j.abb.2005.10.028. PMC 2859294Freely accessible. PMID 16375847. 

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