5-epiaristolochene synthase

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5-epiaristolochene synthase
Identifiers
EC no. 4.2.3.61
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5-Epiaristolochene synthase (EC 4.2.3.61, 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.

References

  1. ↑ Back K, Yin S, Chappell J (December 1994). "Expression of a plant sesquiterpene cyclase gene in Escherichia coli". Archives of Biochemistry and Biophysics. 315 (2): 527–32. doi:10.1006/abbi.1994.1533. PMID   7986100.
  2. ↑ Starks CM, Back K, Chappell J, Noel JP (September 1997). "Structural basis for cyclic terpene biosynthesis by tobacco 5-epi-aristolochene synthase" (PDF). Science. 277 (5333): 1815–20. doi:10.1126/science.277.5333.1815. PMID   9295271. S2CID   40862740. Archived from the original (PDF) on 2020-02-07.
  3. ↑ Back K, He S, Kim KU, Shin DH (September 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 Physiology. 39 (9): 899–904. doi: 10.1093/oxfordjournals.pcp.a029452 . PMID   9816674.
  4. ↑ Rising KA, Starks CM, Noel JP, Chappell J (2000). "Demonstration of germacrene A as an intermediate in 5-epi-aristolochene synthase catalysis". J. Am. Chem. Soc. 122 (9): 1861–1866. Bibcode:2000JAChS.122.1861R. doi:10.1021/ja993584h.
  5. ↑ Bohlmann J, Stauber EJ, Krock B, Oldham NJ, Gershenzon J, Baldwin IT (May 2002). "Gene expression of 5-epi-aristolochene synthase and formation of capsidiol in roots of Nicotiana attenuata and N. sylvestris". Phytochemistry. 60 (2): 109–16. Bibcode:2002PChem..60..109B. doi:10.1016/s0031-9422(02)00080-8. PMID   12009313.
  6. ↑ O'Maille PE, Chappell J, Noel JP (April 2006). "Biosynthetic potential of sesquiterpene synthases: alternative products of tobacco 5-epi-aristolochene synthase". Archives of Biochemistry and Biophysics. 448 (1–2): 73–82. doi:10.1016/j.abb.2005.10.028. PMC   2859294 . PMID   16375847.
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