Identification and functional characterization of a new sunflower germacrene A synthase (HaGAS3)

Natural Product Communications

Volumn 5, Issue 5, 2010, Pages 709-715

  Göpfert, Jens ^a   Bülow, Anna Katharina ^a   Spring, Otmar ^a  

^a UNIVERSITY OF HOHENHEIM   (Germany)

Author keywords

Asteraceae; Germacrene A synthase; Glandular trichome; Helianthus annuus; In vivo functional characterization; Saccharomyces cerevisiae; Sesquiterpene synthase

Indexed keywords

COMPLEMENTARY DNA; ENZYME; GERMACRENE A SYNTHASE; UNCLASSIFIED DRUG;

ARTICLE; GAS CHROMATOGRAPHY; IN VITRO STUDY; MASS SPECTROMETRY; NONHUMAN; PLANT ROOT; POLYMERASE CHAIN REACTION; PROTEIN EXPRESSION; REVERSE TRANSCRIPTION POLYMERASE CHAIN REACTION; SUNFLOWER; TRICHOME; YEAST;

ASTERACEAE; HELIANTHUS; HELIANTHUS ANNUUS; SACCHAROMYCES CEREVISIAE;

EID: 77954114751     PISSN: 1934578X     EISSN: 15559475     Source Type: Journal    
DOI: 10.1177/1934578x1000500507     Document Type: Article

References (28)

1. Göpfert J, MacNevin G, Ro DK, Spring O. (2009) Identification, functional characterization and developmental regulation of sesquiterpene synthases from sunflower capitate glandular trichomes. BMC Plant Biology, 9, 86.
2. Schuh G, Heiden AC, Hoffmann T, Kahl J, Rockel P, Rudolph J, Wildt J. (1997) Emissions of volatile organic compounds from sunflower and beech: Dependence on temperature and light intensity. Journal of Atmospheric Chemistry, 27, 291-318. (Pubitemid 27477748)
3. Bennett MH, Mansfield JW, Lewis MJ, Beale MH. (2002) Cloning and expression of sesquiterpene synthase genes from lettuce (Lactuca sativa L.). Phytochemistry, 60, 255-261.
4. Sessa RA, Bennett MH, Lewis MJ, Mansfield JW, Beale MH. (2000) Metabolite profiling of sesquiterpene lactones from Lactuca species: Major latex components are novel oxalate and sulfate conjugates of lactucin and its derivatives. Journal of Biological Chemistry, 275, 26877-26884.
5. Spring O. (2000) Chemotaxonomy based on metabolites from glandular trichomes. In: Plant Trichomes, Vol. 31, 31 edn. Hallahan DL, Gray JC, (Eds). San Diego, Academic Press, 153-169.
6. Spring O, Rodon U, Macias FA. (1992) Sesquiterpenes from noncapitate glandular trichomes of Helianthus annuus. Phytochemistry, 31, 1541-1544.
7. Göpfert J, Conrad J, Spring O. (2006) 5-Deoxynevadensin, a novel flavone in sunflower and aspects of biosynthesis during trichome development. Natural Product Communications, 1, 935-940.
8. Chen F, Tholl D, D'Auria JC, Farooq A, Pichersky E, Gershenzon J. (2003) Biosynthesis and emission of terpenoid volatiles from Arabidopsis flowers. Plant Cell, 15, 481-494.
9. Kessler A, Baldwin IT. (2001) Defensive function of herbivore-induced plant volatile emissions in nature. Science, 291, 2141-2144. (Pubitemid 32224443)
10. Chou JC, Mullin CA. (1993) Distribution and antifeedant associations of sesquiterpene lactones in cultivated sunflower (Helianthus annuus L.) on western corn rootworm (Diabrotica virgifera virgifera LeConte). Journal of Chemical Ecology, 19, 1439-1452.
11. Mullin CA, Alfatafta AA, Harman JL, Everett SL, Serino AA. (1991) Feeding and toxic effects of floral sesquiterpene lactones, diterpenes, and phenolics from sunflower (Helianthus annuus L.) on western corn rootworm. Journal of Agricultural and Food Chemistry, 39, 2293-2299.
12. Mori K, Matsushima Y. (1995) Synthesis of mono- and sesquiterpenoids; XXIV: (-)-Homogynolide A, an insect antifeedant isolated from Homogyne alpina. Synthesis, 7, 845-850.
13. Picman AK. (1986) Biological activities of sesquiterpene lactones. Biochemical Systematics and Ecology, 14, 255-281.
14. Spring O. (1991) Trichome microsampling of sesquiterpene lactones for the use of systematic studies. Recent Advances in Phytochemistry, 25, 319-345.
15. Spring O, Albert K, Gradmann W. (1981) Annuithrin, a new biologically active germacranolide from Helianthus annuus. Phytochemistry, 20, 1883-1885.
16. McCaskill D, Croteau R. (1995) Monoterpene and sesquiterpene biosynthesis in glandular trichomes of peppermint (Mentha x piperita) rely exclusively on plastid-derived isopentenyl diphosphate. Planta, 197, 49-56.
17. Göpfert JC, Heil N, Spring O, Conrad J. (2005) Cytological development and sesquiterpene lactone secretion in capitate glandular trichomes of sunflower. Plant Biology, 7, 148-155.
18. Bertea CM, Voster A, Verstappen FWA, Maffei M, Beekwilder J, Bouwmeester HJ. (2006) Isoprenoid biosynthesis in Artemisia annua: Cloning and heterologous expression of a germacrene A synthase from a glandular trichome cDNA library. Archives of Biochemistry and Biophysics, 448, 3-12.
19. Bouwmeester HJ, Kodde J, Verstappen FWA, Altug IG, De Kraker JW, Wallaart TE. (2002) Isolation and characterization of two germacrene A synthase cDNA clones from chicory. Plant Physiology, 129, 134-144.
20. Kim MY, Chang YJ, Bang MH, Baek NI, Jin J, Lee CH, Kim SU. (2005) cDNA isolation and characterization of (+)-germacrene A synthase from Ixeris dentata form. albiflora Hara. Journal of Plant Biology, 48, 178-186. (Pubitemid 40995805)
21. Ro DK, Quellet M, Paradise EM, Burd H, Eng D, Paddon C, Newman JD, Keasling JD. (2008) Induction of multiple pleiotropic drug resistance genes in yeast engineered to produce the anti-malarial drug precursor, artemisinic acid. BMC Biotechnology, 8, 83
22. Ro DK, Paradise EM, Quellet M, Fisher KJ, Newman KL, Ndungu JM, Ho KA, Eachus RA, Ham TS, Kirby J, Chang MCY, Withers ST, Shiba Y, Sarpong R, Keasling JD. (2006) Production of the antimalarial drug precursor artemisinic acid in engineered yeast. Nature, 440, 940-943.
23. Gietz RD, Woods RA. (2002) Transformation of yeast by lithium acetate/single-stranded carrier DNA/polyethylene glycol method. Methods in Enzymology, 350, 87-96.
24. De Kraker JW, Franssen MCR, De Groot A, König WA, Bouwmeester HJ. (1998) (+)-Germacrene A biosynthesis - The committed step in the biosynthesis of bitter sesquiterpene lactones in chicory. Plant Physiology, 117, 1381-1392. (Pubitemid 128652911)
25. de Kraker J-W, Franssen MCR, Dalm MCF, de Groot A, Bouwmeester HJ. (2001) Biosynthesis of germacrene A carboxylic acid in chicory roots. Demonstration of a cytochrome P450 (+)-germacrene A hydroxylase and NADP+-dependent sesquiterpenoid dehydrogenase(s) involved in sesquiterpene lactone biosynthesis. Plant Physiology, 125, 1930-1940.
26. Gershenzon J, Maffei M, Croteau R. (1989) Biochemical and histochemical localization of monoterpene biosynthesis in the glandular trichomes of spearmint (Mentha spicata). Plant Physiology, 89, 1351-1357.
27. David R, Carde JP. (1964) Coloration différentielle des inclusions lipidiques et terpéniques des pseudophylles du Pin maritime au moyen du réactif Nadi. Compte-Rendu de l'Academie des Sciences de Paris, 258, 1338-1340.
28. Ro DK, Ehlting J, Keeling CI, Lin R, Mattheus N, Bohlmann J. (2006) Microarray expression profiling and functional characterization of AtTPS genes: duplicated Arabidopsis thaliana sesquiterpene synthase genes At4g13280 and At4g13300 encode root-specific and wound-inducible (Z)-gamma-bisabolene synthases. Archives of Biochemistry and Biophysics, 448, 104-116.