5-epiaristolochene synthase

5-epiaristolochene synthase (EC 4.2.3.61, 5-epi-aristolochene synthase, tobacco epiaristolochene synthase, farnesyl pyrophosphate cyclase, EAS, TEAS) is an enzyme with system 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

\rightleftharpoons

(+)-5-epiaristolochene + diphosphate

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

References

↑ Back, K., Yin, S. and 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.
↑ Starks, C.M., Back, K., Chappell, J. and 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.
↑ Back, K., He, S., Kim, K.U. and 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.
↑ Rising, K.A., Starks, C.M., Noel, J.P. and 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.
↑ Bohlmann, J., Stauber, E.J., Krock, B., Oldham, N.J., Gershenzon, J. and 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.
↑ O'Maille, P.E., Chappell, J. and 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. PMID 16375847.

External links

5-epiaristolochene synthase at the US National Library of Medicine Medical Subject Headings (MeSH)

Carbon-oxygen lyases (EC 4.2) (primarily dehydratases)

4.2.1: Hydro-Lyases	Carbonic anhydrase Fumarase Aconitase Enolase Alpha Enolase 2 Enoyl-CoA hydratase/3-Hydroxyacyl ACP dehydrase Methylglutaconyl-CoA hydratase Tryptophan synthase Cystathionine beta synthase Porphobilinogen synthase 3-Isopropylmalate dehydratase Urocanase Uroporphyrinogen III synthase Nitrile hydratase

4.2.2: Acting on polysaccharides	Hyaluronate lyase

4.2.3: Acting on phosphates	Threonine synthase

4.2.99: Other	Carboxymethyloxysuccinate lyase

Proteins: enzymes

Activity	Active site Binding site Catalytic triad Oxyanion hole Enzyme promiscuity Catalytically perfect enzyme Coenzyme Cofactor Enzyme catalysis Enzyme kinetics Lineweaver–Burk plot Michaelis–Menten kinetics

Regulation	Allosteric regulation Cooperativity Enzyme inhibitor

Classification	EC number Enzyme superfamily Enzyme family List of enzymes

Types	EC1 Oxidoreductases(list) EC2 Transferases(list) EC3 Hydrolases(list) EC4 Lyases(list) EC5 Isomerases(list) EC6 Ligases(list)

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