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Volumn 6, Issue , 2015, Pages

Emergence of terpene cyclization in Artemisia annua

Author keywords

[No Author keywords available]

Indexed keywords

AMORPHA 4,11 DIENE SYNTHASE; BETA FARNESENE SYNTHASE; SYNTHETASE; TERPENE; UNCLASSIFIED DRUG; AMORPHA-4,11-DIENE SYNTHASE; BETA-FARNESENE SYNTHASE; INORGANIC PYROPHOSPHATASE; TRANSFERASE;

EID: 84947988750     PISSN: None     EISSN: 20411723     Source Type: Journal    
DOI: 10.1038/ncomms7143     Document Type: Article
Times cited : (50)

References (49)
  • 1
    • 84862996527 scopus 로고    scopus 로고
    • The rise of chemodiversity in plants
    • Weng, J.-K., Philippe, R. N. & Noel, J. P. The rise of chemodiversity in plants. Science 336, 1667-1670 (2012).
    • (2012) Science , vol.336 , pp. 1667-1670
    • Weng, J.-K.1    Philippe, R.N.2    Noel, J.P.3
  • 2
    • 0036011085 scopus 로고    scopus 로고
    • The formation and function of plant volatiles: Perfumes for pollinator attraction and defense
    • Pichersky, E. & Gershenzon, J. The formation and function of plant volatiles: perfumes for pollinator attraction and defense. Curr. Opin. Plant. Biol. 5, 237-243 (2002).
    • (2002) Curr. Opin. Plant. Biol. , vol.5 , pp. 237-243
    • Pichersky, E.1    Gershenzon, J.2
  • 4
    • 0000912695 scopus 로고
    • A new antifungal substance isolated from resistant potato tuber tissue infected by pathogens
    • Tomiyama, K. et al. A new antifungal substance isolated from resistant potato tuber tissue infected by pathogens. Phytopathology 58, 115-116 (1968).
    • (1968) Phytopathology , vol.58 , pp. 115-116
    • Tomiyama, K.1
  • 5
    • 20444471142 scopus 로고    scopus 로고
    • Plant sesquiterpenes induce hyphal branching in arbuscular mycorrhizal fungi
    • Akiyama, K., Matsuzaki, K. & Hayashi, H. Plant sesquiterpenes induce hyphal branching in arbuscular mycorrhizal fungi. Nature 435, 824-827 (2005).
    • (2005) Nature , vol.435 , pp. 824-827
    • Akiyama, K.1    Matsuzaki, K.2    Hayashi, H.3
  • 6
    • 0030858470 scopus 로고    scopus 로고
    • Assessment of the pharmacodynamic properties of antimalarial drugs in vivo
    • White, N. J. Assessment of the pharmacodynamic properties of antimalarial drugs in vivo. Antimicrob. Agents Chemother. 41, 1413-1422 (1997).
    • (1997) Antimicrob. Agents Chemother. , vol.41 , pp. 1413-1422
    • White, N.J.1
  • 7
    • 70350731753 scopus 로고    scopus 로고
    • Monoterpene and sesquiterpene synthases and the origin of terpene skeletal diversity in plants
    • Degenhardt, J., Kollner, T. G. & Gershenzon, J. Monoterpene and sesquiterpene synthases and the origin of terpene skeletal diversity in plants. Phytochemistry 70, 1621-1637 (2009).
    • (2009) Phytochemistry , vol.70 , pp. 1621-1637
    • Degenhardt, J.1    Kollner, T.G.2    Gershenzon, J.3
  • 8
    • 0030777210 scopus 로고    scopus 로고
    • Crystal structure of pentalenene synthase: Mechanistic insights on terpenoid cyclization reactions in biology
    • Lesburg, C. A., Zhai, G., Cane, D. E. & Christianson, D. W. Crystal structure of pentalenene synthase: mechanistic insights on terpenoid cyclization reactions in biology. Science 277, 1820-1824 (1997).
    • (1997) Science , vol.277 , pp. 1820-1824
    • Lesburg, C.A.1    Zhai, G.2    Cane, D.E.3    Christianson, D.W.4
  • 9
    • 0030796451 scopus 로고    scopus 로고
    • Structural basis for cyclic terpene biosynthesis by tobacco 5-epi-aristolochene synthase
    • Starks, C. M., Back, K., Chappell, J. & Noel, J. P. Structural basis for cyclic terpene biosynthesis by tobacco 5-epi-aristolochene synthase. Science 277, 1815-1820 (1997).
    • (1997) Science , vol.277 , pp. 1815-1820
    • Starks, C.M.1    Back, K.2    Chappell, J.3    Noel, J.P.4
  • 10
    • 0001312578 scopus 로고
    • Isoprenoid biosynthesis. Stereochemistry of the cyclization of allylic pyrophosphates
    • Cane, D. E. Isoprenoid biosynthesis. Stereochemistry of the cyclization of allylic pyrophosphates. Acc. Chem. Res. 18, 220-226 (1985).
    • (1985) Acc. Chem. Res. , vol.18 , pp. 220-226
    • Cane, D.E.1
  • 11
    • 33845282240 scopus 로고
    • Biosynthesis and catabolism of monoterpenoids
    • Croteau, R. Biosynthesis and catabolism of monoterpenoids. Chem. Rev. 87, 929-954 (1987).
    • (1987) Chem. Rev. , vol.87 , pp. 929-954
    • Croteau, R.1
  • 12
    • 40949164743 scopus 로고    scopus 로고
    • Evolving biosynthetic tangos negotiate mechanistic landscapes
    • Austin, M. B., O'Maille, P. E. & Noel, J. P. Evolving biosynthetic tangos negotiate mechanistic landscapes. Nat. Chem. Biol. 4, 217-222 (2008).
    • (2008) Nat. Chem. Biol. , vol.4 , pp. 217-222
    • Austin, M.B.1    O'Maille, P.E.2    Noel, J.P.3
  • 13
    • 37049236290 scopus 로고
    • Aphid alarm pheromone: Isolation, identification, synthesis
    • Bowers, W. S., Nault, L. R., Webb, R. E. & Dutky, S. R. Aphid alarm pheromone: isolation, identification, synthesis. Science 177, 1121-1122 (1972).
    • (1972) Science , vol.177 , pp. 1121-1122
    • Bowers, W.S.1    Nault, L.R.2    Webb, R.E.3    Dutky, S.R.4
  • 14
    • 84871569356 scopus 로고    scopus 로고
    • Probing the Mechanism of 1,4-Conjugate Elimination Reactions Catalyzed by Terpene Synthases
    • Faraldos, J. A. et al. Probing the Mechanism of 1,4-Conjugate Elimination Reactions Catalyzed by Terpene Synthases. J. Am. Chem. Soc. 134, 20844-20848 (2012).
    • (2012) J. Am. Chem. Soc. , vol.134 , pp. 20844-20848
    • Faraldos, J.A.1
  • 15
    • 77749265076 scopus 로고    scopus 로고
    • Structure of Epi-Isozizaene synthase from Streptomyces coelicolor A3 (2), a platform for new terpenoid cyclization templates
    • Aaron, J. A., Lin, X., Cane, D. E. & Christianson, D. W. Structure of Epi-Isozizaene synthase from Streptomyces coelicolor A3 (2), a platform for new terpenoid cyclization templates. Biochemistry 49, 1787-1797 (2010).
    • (2010) Biochemistry , vol.49 , pp. 1787-1797
    • Aaron, J.A.1    Lin, X.2    Cane, D.E.3    Christianson, D.W.4
  • 16
    • 0036960601 scopus 로고    scopus 로고
    • Structure-based combinatorial protein engineering (SCOPE)
    • O'Maille, P. E., Bakhtina, M. & Tsai, M.-D. Structure-based combinatorial protein engineering (SCOPE). J. Mol. Biol. 321, 677-691 (2002).
    • (2002) J. Mol. Biol. , vol.321 , pp. 677-691
    • O'Maille, P.E.1    Bakhtina, M.2    Tsai, M.-D.3
  • 17
    • 84866515004 scopus 로고    scopus 로고
    • Automating gene library synthesis by structure-based combinatorial protein engineering: Examples from plant sesquiterpene synthases
    • Dokarry, M., Laurendon, C. & O'Maille, P. E. Automating gene library synthesis by structure-based combinatorial protein engineering: examples from plant sesquiterpene synthases. Meth. Enzymol. 515, 21-42 (2012).
    • (2012) Meth. Enzymol. , vol.515 , pp. 21-42
    • Dokarry, M.1    Laurendon, C.2    O'Maille, P.E.3
  • 18
    • 84907551132 scopus 로고    scopus 로고
    • Comparative analysis and validation of the malachite green assay for the high throughput biochemical characterization of terpene synthases
    • Vardakou, M., Salmon, M., Faraldos, J. A. & O'Maille, P. E. Comparative analysis and validation of the malachite green assay for the high throughput biochemical characterization of terpene synthases. Methods 1, 187-196 (2014).
    • (2014) Methods , vol.1 , pp. 187-196
    • Vardakou, M.1    Salmon, M.2    Faraldos, J.A.3    O'Maille, P.E.4
  • 20
    • 51949110360 scopus 로고    scopus 로고
    • Quantitative exploration of the catalytic landscape separating divergent plant sesquiterpene synthases
    • O'Maille, P. E. et al. Quantitative exploration of the catalytic landscape separating divergent plant sesquiterpene synthases. Nat. Chem. Biol. 4, 617-623 (2008).
    • (2008) Nat. Chem. Biol. , vol.4 , pp. 617-623
    • O'Maille, P.E.1
  • 21
    • 33645666942 scopus 로고    scopus 로고
    • Darwinian evolution can follow only very few mutational paths to fitter proteins
    • Weinreich, D. M., Delaney, N. F., Depristo, M. A. & Hartl, D. L. Darwinian evolution can follow only very few mutational paths to fitter proteins. Science 312, 111-114 (2006).
    • (2006) Science , vol.312 , pp. 111-114
    • Weinreich, D.M.1    Delaney, N.F.2    Depristo, M.A.3    Hartl, D.L.4
  • 22
    • 70349464621 scopus 로고    scopus 로고
    • An epistatic ratchet constrains the direction of glucocorticoid receptor evolution
    • Bridgham, J. T., Ortlund, E. A. & Thornton, J. W. An epistatic ratchet constrains the direction of glucocorticoid receptor evolution. Nature 461, 515-519 (2009).
    • (2009) Nature , vol.461 , pp. 515-519
    • Bridgham, J.T.1    Ortlund, E.A.2    Thornton, J.W.3
  • 23
    • 84880787307 scopus 로고    scopus 로고
    • Mechanisms of protein sequence divergence and incompatibility
    • Wellner, A., Raitses Gurevich, M. & Tawfik, D. S. Mechanisms of protein sequence divergence and incompatibility. PLoS. Genet. 9, e1003665 (2013).
    • (2013) PLoS. Genet. , vol.9
    • Wellner, A.1    Raitses Gurevich, M.2    Tawfik, D.S.3
  • 24
    • 76549129324 scopus 로고    scopus 로고
    • Adaptive landscapes and protein evolution
    • Carneiro, M. & Hartl, D. L. Adaptive landscapes and protein evolution. Proc. Natl Acad. Sci. USA 107(Suppl 1): 1747-1751 (2010).
    • (2010) Proc. Natl Acad. Sci. USA , vol.107 , pp. 1747-1751
    • Carneiro, M.1    Hartl, D.L.2
  • 25
    • 82955229552 scopus 로고    scopus 로고
    • Impact of epistasis and pleiotropy on evolutionary adaptation
    • Ostman, B., Hintze, A. & Adami, C. Impact of epistasis and pleiotropy on evolutionary adaptation. Proc. Biol. Sci. 279, 247-256 (2012).
    • (2012) Proc. Biol. Sci. , vol.279 , pp. 247-256
    • Ostman, B.1    Hintze, A.2    Adami, C.3
  • 27
    • 77954743785 scopus 로고    scopus 로고
    • Mutational effects and the evolution of new protein functions
    • Soskine, M. & Tawfik, D. S. Mutational effects and the evolution of new protein functions. Nat. Rev. Genet. 11, 572-582 (2010).
    • (2010) Nat. Rev. Genet. , vol.11 , pp. 572-582
    • Soskine, M.1    Tawfik, D.S.2
  • 28
    • 79955879494 scopus 로고    scopus 로고
    • Controllability of complex networks
    • Liu, Y.-Y., Slotine, J.-J. & Barabasi, A.-L. Controllability of complex networks. Nature 473, 167-173 (2011).
    • (2011) Nature , vol.473 , pp. 167-173
    • Liu, Y.-Y.1    Slotine, J.-J.2    Barabasi, A.-L.3
  • 29
    • 33646178621 scopus 로고    scopus 로고
    • Designed divergent evolution of enzyme function
    • Yoshikuni, Y., Ferrin, T. E. & Keasling, J. D. Designed divergent evolution of enzyme function. Nature 440, 1078-1082 (2006).
    • (2006) Nature , vol.440 , pp. 1078-1082
    • Yoshikuni, Y.1    Ferrin, T.E.2    Keasling, J.D.3
  • 30
    • 0038677917 scopus 로고    scopus 로고
    • Evidence for differential folding of farnesyl pyrophosphate in the active site of aristolochene synthase: A single-point mutation converts aristolochene synthase into an (E)-beta-farnesene synthase
    • 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)-beta-farnesene synthase. Biochemistry 42, 7741-7747 (2003).
    • (2003) Biochemistry , vol.42 , pp. 7741-7747
    • Deligeorgopoulou, A.1    Allemann, R.K.2
  • 31
    • 80051969237 scopus 로고    scopus 로고
    • Conserved odorant-binding proteins from aphids and eavesdropping predators
    • Vandermoten, S., Francis, F., Haubruge, E. & Leal, W. S. Conserved odorant-binding proteins from aphids and eavesdropping predators. PLoS ONE 6, e23608 (2011).
    • (2011) PLoS ONE , vol.6
    • Vandermoten, S.1    Francis, F.2    Haubruge, E.3    Leal, W.S.4
  • 33
    • 0033536602 scopus 로고    scopus 로고
    • Evolutionarily conserved pathways of energetic connectivity in protein families
    • Lockless, S. W. & Ranganathan, R. Evolutionarily conserved pathways of energetic connectivity in protein families. Science 286, 295-299 (1999).
    • (1999) Science , vol.286 , pp. 295-299
    • Lockless, S.W.1    Ranganathan, R.2
  • 34
    • 47649125643 scopus 로고    scopus 로고
    • Allosteric regulation and catalysis emerge via a common route
    • Goodey, N. M. & Benkovic, S. J. Allosteric regulation and catalysis emerge via a common route. Nat. Chem. Biol. 4, 474-482 (2008).
    • (2008) Nat. Chem. Biol. , vol.4 , pp. 474-482
    • Goodey, N.M.1    Benkovic, S.J.2
  • 35
    • 68749107059 scopus 로고    scopus 로고
    • Protein sectors: Evolutionary units of three-dimensional structure
    • Halabi, N., Rivoire, O., Leibler, S. & Ranganathan, R. Protein sectors: evolutionary units of three-dimensional structure. Cell 138, 774-786 (2009).
    • (2009) Cell , vol.138 , pp. 774-786
    • Halabi, N.1    Rivoire, O.2    Leibler, S.3    Ranganathan, R.4
  • 36
    • 77951133659 scopus 로고    scopus 로고
    • Structural elucidation of cisoid and transoid cyclization pathways of a sesquiterpene synthase using 2-fluorofarnesyl diphosphates
    • Noel, J. P. et al. Structural elucidation of cisoid and transoid cyclization pathways of a sesquiterpene synthase using 2-fluorofarnesyl diphosphates. ACS Chem. Biol. 5, 377-392 (2010).
    • (2010) ACS Chem. Biol. , vol.5 , pp. 377-392
    • Noel, J.P.1
  • 37
    • 77954065271 scopus 로고    scopus 로고
    • I-TASSER: A unified platform for automated protein structure and function prediction
    • Roy, A., Kucukural, A. & Zhang, Y. I-TASSER: a unified platform for automated protein structure and function prediction. Nat. Protoc. 5, 725-738 (2010).
    • (2010) Nat. Protoc. , vol.5 , pp. 725-738
    • Roy, A.1    Kucukural, A.2    Zhang, Y.3
  • 38
    • 39449115394 scopus 로고    scopus 로고
    • I-TASSER server for protein 3D structure prediction
    • Zhang, Y. I-TASSER server for protein 3D structure prediction. BMC Bioinformatics 9, 40 (2008).
    • (2008) BMC Bioinformatics , vol.9 , pp. 40
    • Zhang, Y.1
  • 39
    • 76149120388 scopus 로고    scopus 로고
    • AutoDock Vina: Improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading
    • Trott, O. & Olson, A. J. AutoDock Vina: improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading. J. Comput. Chem. 31, 455-461 (2010).
    • (2010) J. Comput. Chem. , vol.31 , pp. 455-461
    • Trott, O.1    Olson, A.J.2
  • 40
    • 4444221565 scopus 로고    scopus 로고
    • UCSF Chimera-A visualization system for exploratory research and analysis
    • Pettersen, E. F. et al. UCSF Chimera-A visualization system for exploratory research and analysis. J. Comput. Chem. 25, 1605-1612 (2004).
    • (2004) J. Comput. Chem. , vol.25 , pp. 1605-1612
    • Pettersen, E.F.1
  • 41
    • 58949085244 scopus 로고    scopus 로고
    • An efficient one-step site-directed deletion, insertion, single and multiple-site plasmid mutagenesis protocol
    • Liu, H. & Naismith, J. H. An efficient one-step site-directed deletion, insertion, single and multiple-site plasmid mutagenesis protocol. BMC Biotechnol. 8, 91 (2008).
    • (2008) BMC Biotechnol. , vol.8 , pp. 91
    • Liu, H.1    Naismith, J.H.2
  • 42
    • 8844224770 scopus 로고    scopus 로고
    • A single-vial analytical and quantitative gas chromatography-mass spectrometry assay for terpene synthases
    • O'Maille, P. E., Chappell, J. & Noel, J. P. A single-vial analytical and quantitative gas chromatography-mass spectrometry assay for terpene synthases. Anal. Biochem. 335, 210-217 (2004).
    • (2004) Anal. Biochem. , vol.335 , pp. 210-217
    • O'Maille, P.E.1    Chappell, J.2    Noel, J.P.3
  • 43
    • 0036801777 scopus 로고    scopus 로고
    • Antibacterial and antioxidant activities of Artemisia annua essential oil
    • Juteau, F., Masotti, V., Bessiere, J. M., Dherbomez, M. & Viano, J. Antibacterial and antioxidant activities of Artemisia annua essential oil. Fitoterapia 73, 532-535 (2002).
    • (2002) Fitoterapia , vol.73 , pp. 532-535
    • Juteau, F.1    Masotti, V.2    Bessiere, J.M.3    Dherbomez, M.4    Viano, J.5
  • 44
    • 42749096543 scopus 로고    scopus 로고
    • Screening of chemical composition, antimicrobial and antioxidant activities of Artemisia essential oils
    • Lopes-Lutz, D., Alviano, D. S., Alviano, C. S. & Kolodziejczyk, P. P. Screening of chemical composition, antimicrobial and antioxidant activities of Artemisia essential oils. Phytochemistry 69, 1732-1738 (2008).
    • (2008) Phytochemistry , vol.69 , pp. 1732-1738
    • Lopes-Lutz, D.1    Alviano, D.S.2    Alviano, C.S.3    Kolodziejczyk, P.P.4
  • 45
    • 33745728711 scopus 로고    scopus 로고
    • MET-IDEA: Data extraction tool for mass spectrometry-based metabolomics
    • Broeckling, C. D., Reddy, I. R., Duran, A. L., Zhao, X. & Sumner, L. W. MET-IDEA: data extraction tool for mass spectrometry-based metabolomics. Anal. Chem. 78, 4334-4341 (2006).
    • (2006) Anal. Chem. , vol.78 , pp. 4334-4341
    • Broeckling, C.D.1    Reddy, I.R.2    Duran, A.L.3    Zhao, X.4    Sumner, L.W.5
  • 46
    • 77949847432 scopus 로고    scopus 로고
    • A universal, fully automated high throughput screening assay for pyrophosphate and phosphate release from enzymatic reactions
    • Pegan, S. D., Tian, Y., Sershon, V. & Mesecar, A. D. A universal, fully automated high throughput screening assay for pyrophosphate and phosphate release from enzymatic reactions. Comb. Chem. High Throughput Screen 13, 27-38 (2010).
    • (2010) Comb. Chem. High Throughput Screen , vol.13 , pp. 27-38
    • Pegan, S.D.1    Tian, Y.2    Sershon, V.3    Mesecar, A.D.4
  • 47
    • 0035178855 scopus 로고    scopus 로고
    • A cross-section of the fitness landscape of dihydrofolate reductase
    • Aita, T., Iwakura, M. & Husimi, Y. A cross-section of the fitness landscape of dihydrofolate reductase. Protein Eng. 14, 633-638 (2001).
    • (2001) Protein Eng. , vol.14 , pp. 633-638
    • Aita, T.1    Iwakura, M.2    Husimi, Y.3
  • 48
    • 84870840869 scopus 로고    scopus 로고
    • FFPopSim: An efficient forward simulation package for the evolution of large populations
    • Zanini, F. & Neher, R. A. FFPopSim: an efficient forward simulation package for the evolution of large populations. Bioinformatics 28, 3332-3333 (2012).
    • (2012) Bioinformatics , vol.28 , pp. 3332-3333
    • Zanini, F.1    Neher, R.A.2
  • 49
    • 79952591147 scopus 로고    scopus 로고
    • A tangled web-interconnecting pathways to amorphadiene and the amorphene sesquiterpenes
    • Hong, Y. J. & Tantillo, D. J. A tangled web-interconnecting pathways to amorphadiene and the amorphene sesquiterpenes. Chem. Sci. 1, 609-614 (2010).
    • (2010) Chem. Sci. , vol.1 , pp. 609-614
    • Hong, Y.J.1    Tantillo, D.J.2


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