Biochemical characteristics of a novel vegetative tissue geraniol acetyltransferase from a monoterpene oil grass (Palmarosa, Cymbopogon martinii var. Motia) leaf

Plant Science

Volumn 203-204, Issue , 2013, Pages 63-73

  Sharma, Pankaj K ^a,b   Sangwan, Neelam S ^a   Bose, Subir K ^a   Sangwan, Rajender S ^a  

^a CSIR CENTRAL INSTITUTE OF MEDICINAL AND AROMATIC PLANTS   (India)

^b BIRLA INSTITUTE OF TECHNOLOGY AND SCIENCE   (India)

Author keywords

Acetyltransferase; Acyclic monoterpenol; Aroma grasses; Essential oil esters; Geraniol

Indexed keywords

ACYLTRANSFERASE; ESSENTIAL OIL; ESTER; GERANIOL; TERPENE; VEGETABLE OIL; VEGETABLE PROTEIN;

ANTIBODY SPECIFICITY; ARTICLE; CHEMISTRY; CYMBOPOGON; ENZYME SPECIFICITY; ENZYMOLOGY; ISOLATION AND PURIFICATION; KINETICS; MASS SPECTROMETRY; METABOLISM; PH; PLANT LEAF; PROTEOMICS; TEMPERATURE;

ACETYLTRANSFERASES; CYMBOPOGON; ESTERS; HYDROGEN-ION CONCENTRATION; KINETICS; MONOTERPENES; OILS, VOLATILE; ORGAN SPECIFICITY; PLANT LEAVES; PLANT OILS; PLANT PROTEINS; PROTEOMICS; SPECTROMETRY, MASS, MATRIX-ASSISTED LASER DESORPTION-IONIZATION; SUBSTRATE SPECIFICITY; TEMPERATURE; TERPENES;

EID: 84873173313     PISSN: 01689452     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.plantsci.2012.12.013     Document Type: Article

References (42)

1. Beekwilder J., Alvarez-Huerta M., Neef E., Verstappen F.W.A., Bouwmeester H.J., Aharoni A. Functional characterization of enzymes forming volatile esters from strawberry and banana. Plant Physiol. 2004, 135:1865-1878.
2. Dudareva N., Pichersky E., Gershenzon J. Biochemistry of plant volatiles. Plant Physiol. 2004, 135:1893-1902.
3. Chen F., Ro D.-K., Petri J., Gershenzon J., Bohlmann J., Pichersky E., Tholl D. Characterization of root-specific Arabidopsis terpene synthase responsible for the formation of the volatile monoterpene 1,8-cineole. Plant Physiol. 2004, 135:1956-1966.
4. Sharma S., Sangwan N.S., Sangwan R.S. Developmental process of essential oil glandular trichome collapsing in menthol mint (Mentha arvensis). Curr. Sci. 2003, 84:461-465.
5. Lewinsohn E., Dudai N., Tadmor Y., Katzir I., Ravid U., Putievsky E., Joel D.M. Histochemical localization of citral accumulation in lemongrass leaves (Cymbopogon citrata DC. Stapf., Poaceae). Ann. Bot. 1998, 81:35-39.
6. D'Auria J.C. Acyltransferases in plants: a good time to be BAHD. Curr. Opin. Plant Biol. 2006, 9:331-340.
7. Defilippi B.G., Kader A.A., Dandekar A.M. Apple aroma: alcohol acyltransferase, a rate limiting step for ester biosynthesis, is regulated by ethylene. Plant Sci. 2005, 168:1199-1210.
8. Shalit M., Guterman I., Volpin H., Bar E., Tamari T., Menda N., Adam Z., Zamir D., Vainstein A., Weiss D., Pichersky E., Lewinsohn E. Volatile ester formation in roses. Identification of an acetyl-coenzyme A. geraniol/citronellol acetyltransferase in developing rose petals. Plant Physiol. 2003, 131:1868-1876.
9. Sharma P.K., Sangwan N.S., Sangwan R.S. Trichloroacetic acid-facilitated coenzyme A-SH-stabilization-based end-point spectrophotometric 5, 5'-dithiobis-2-nitrobenzoic acid assay for plant terpene alcohol acetyltransferases. Anal. Biochem. 2005, 346:176-178.
10. Mattiacci L., Rocca B.A., Scascighini N., D'Alessandro M., Hern A., Dorn S. Systemically induced plant volatiles emitted at the time of " danger" . J. Chem. Ecol. 2001, 27:2233-2252.
11. D'Auria J.C., Chen F., Pichersky F.E. Characterization of an acyltransferase capable of synthesizing benzylbenzoate and other volatile esters in flowers and damaged leaves of Clarkia breweri. Plant Physiol. 2002, 130:466-476.
12. Tuominen L.K., Johnson V.E., Tsai C.J. Differential phylogenetic expansions in BAHD acyltransferases across five angiosperm taxa and evidence of divergent expression among Populus paralogues. BMC Genom. 2011, 12:236-252.
13. Power R., Kurz W.G.W., De Luca V. Purification and characterization of acetyl Coenzyme A: deacetylvindoline 4-O-acetyltransferase from Catharanthus roseus. Arch. Biochem. Biophys. 1990, 279:370-376.
14. Walker K., Ketchum R.E.B., Hezari M., Gatfield D., Goleniowski M., Barthol A., Croteau R. Partial purification and characterization of acetyl Coenzyme A: taxa-4 (20), 11 (12) dien-5α-ol O-acetyl transferase that catalyzes the first acylation step of taxol biosynthesis. Arch. Biochem. Biophys. 1999, 364:273-279.
15. Grothe T., Lenz R., Kutchan T.M. Molecular characterization of the salutaridinol 7-O-acetyltransferase involved in morphine biosynthesis in opium poppy Papaver somniferum. J. Biol. Chem. 2001, 276:30717-30723.
16. Bayer A., Ma X., Stockigt J. Acetyl transfer in natural product biosynthesis - functional cloning and molecular analysis of vinorine synthase. Bioorg. Med. Chem. 2004, 12:2787-2795.
17. D'Auria J.C., Pichersky E., Schaub A., Hansel A., Gershenzon J. Characterization of a BAHD acyltransferase responsible for producing the green leaf volatile (Z)-3-hexen-1-yl acetate in Arabidopsis thaliana. Plant J. 2007, 49:194-207.
18. Croteau R., Hooper C.L. Acetylation of (-)-menthol by a soluble enzyme preparation from peppermint (Mentha piperita) leaves. Plant Physiol. 1978, 61:737-742.
19. Ma X., Koepke J., Panjikar S., Fritzsch G., Stockigt J. Crystal structure of vinorine synthase, the first representative of the BAHD superfamily. J. Biol. Chem. 2005, 280:13576-13583.
20. Unno H., Ichimaida F., Suzuki H., Takahashi S., Tanaka T., Saito A., Nishino T., Kusunoki M., Nakayama T. Structural and mutational studies of anthocyanin malonyltransferases establish the features of BAHD enzyme catalysis. J. Biol. Chem. 2007, 282:15812-15822.
21. Souleyre E.J., Greenwood D.R., Friel E.N., Karunairetnam S., Newcomb R.D. An alcohol acyl transferase from apple (cv. Royal Gala), MpAAT1, produces esters involved in apple fruit flavor. FEBS J. 2005, 272:3132-3144.
22. Li D., Xu Y., Xu G., Gu L., Li D., Shu H. Molecular cloning and expression of a gene encoding alcohol acyltransferase (MdAAT2) from apple (cv. Golden Delicious). Phytochemistry 2006, 67:658-667.
23. Sangwan R.S., Sangwan N.S., Luthra R. Metabolism of acyclic monoterpenes: partial purification and properties of geraniol dehydrogenase from lemongrass (Cymbopogon flexuosus). J. Plant Physiol. 1993, 142:129-134.
24. Sangwan N.S., Sangwan R.S., Luthra R., Thakur R.R.S. Geraniol dehydrogenase: a determinant of essential oil quality in lemongrass. Planta Med. 1993, 59:168-170.
25. Sangwan N.S., Farooqi A.H.A., Sangwan R.S. Effect of drought stress on growth and essential oil metabolism in lemongrass. New Phytol. 1994, 128:173-179.
26. Sangwan R.S., Sangwan N.S. Metabolic and molecular analysis of chemotypic diversity in Cymbopogons. Cymbopogon: The Aromatic Grass Monograph 2000, 223-247. Central Institute of Medicinal and Aromatic Plants, Lucknow, India. A.K. Kukreja, G.D. Bagchi, S. Kumar, J.R. Sharma, S. Dwivedi (Eds.).
27. Sangwan N.S., Sharma P.K., Sangwan R.S. Geranyl acetate esterase is commonly present but linalyl acetate esterase occurrence is highly limited in plant. Flav. Frag. J. 2007, 22:173-177.
28. Bamforth C.W., Kanauchi M. Use of novel assays to indicate that O-esters and S-esters are produced by the same enzyme in brewing yeast. FEMS Microbiol. Lett. 2003, 228:111-113.
29. Doucet J.P., Trifaro J.M. A discontinuous and highly porous sodium dodecyl-sulfate-polyacrylamide slab gel system of high resolution. Anal. Biochem. 1988, 168:265-271.
30. Gottlob-McHugh S.G., Sangwan R.S., Blakeley S.D., Vanlerberghe G.C., Ko K., Turpin D.H., Plaxton W.C., Miki B.L., Dennis D.T. Normal growth of transgenic tobacco plants in the absence of cytosolic pyruvate kinase. Plant Physiol. 1992, 100:820-825.
31. Lowry O.H., Rosebrough N.J., Farr A.L., Randall R.J. Protein measurement with Folin-Phenol reagent. J. Biol. Chem. 1951, 193:265-275.
32. Dudareva N., D'Auria J.C., Nam K., Raguso R.A., Pichersky E., Nam K.H. Acetyl-CoA: benzylalcohol acetyltransferase - an enzyme involved in floral scent production in Clarkia breweri. Plant J. 1998, 14:297-304.
33. Yahyaoui F.E.L., Wongs-Aree C., Latche A., Hackett R., Grierson D. J. C. Molecular and biochemical characteristics of a gene encoding an alcohol acetyltransferase involved in the generation of aroma volatile esters during melon ripening. Eur. J. Biochem. 2002, 269:2359-2366.
34. Ueda Y., Fujishita N., Chachin K. Presence of alcohol acetyltransferase in melons (Cucumis melo L.). Postharvest Biol. Technol. 1997, 10:121-126.
35. Roh H., Jeong C.W., Fujioka S., Kim Y.K., Lee S., Ahn J.H., Choi Y.D., Lee J.S. Genetic evidence for the reduction of brassinosteroid levels by a BAHD acyltransferase-like protein in Arabidopsis. Plant Physiol. 2012, 159:696-709.
36. Yu X.H., Gou J.Y., Liu C.J. BAHD superfamily of acyl-CoA dependent acyltransferases in Populus and Arabidopsis: bioinformatics and gene expression. Plant Mol. Biol. 2009, 70:421-442.
37. Aharoni A., Keizer L.C.P., Bouwmeester H.J., Sun Z., Alvarez-Huerta M., Verhoeven H.A., Blaas J., van Houwelingen A.M.M.L., Devos R.C.H., van der Voet R.C.H.H. Identification of the SAAT gene involved in strawberry flavour biogenesis by use of DNA microarrays. Plant Cell 2000, 12:647-661.
38. Bar-Even A., Noor E., Savir Y., Liebermeister W., Davidi D., Tawfik D.S. R Milo, the moderately efficient enzyme: evolutionary and physicochemical trends shaping enzyme parameters. Biochemistry 2011, 50:4402-4410.
39. Guterman I., Masci T., Chen X., Negre F., Pichersky E., Dudareva N., Weiss D., Vainstein A. Generation of phenylpropanoid pathway-derived volatiles in transgenic plants: rose alcohol acetyltransferase produces phenylethyl acetate and benzyl acetate in petunia flowers. Plant Mol. Biol. 2006, 60:555-563.
40. Pichersky E., Gang D.R. Genetics and biochemistry of secondary metabolites in plants: an evolutionary perspective. Trends Plant Sci. 2000, 5:439-445.
41. Sangwan R.S., Sangwan N.S., Sharma P.K., Chaurasiya N.D., Mishra S.K., Tyagi B.R., Srivastava A.K. Carbonate extraction process for the metabolic, isozymic and proteomic profiling of rose-scented geranium (Pelargonium sp.), a hyper-acidic plant. Phytochem. Anal. 2008, 19:104-115.
42. Henke E., Pleiss J., Bornscheuer U.T. Activity of lipases and esterases towards tertiary alcohols: insights into structure-function relationships. Angew. Che. Intl. Ed. 2002, 41:3211-3213.