Ripening-specific stigmasterol increase in tomato fruit is associated with increased sterol C-22 desaturase (CYP710A11) gene expression

Journal of Agricultural and Food Chemistry

Volumn 56, Issue 10, 2008, Pages 3828-3835

  Whitaker, Bruce D ^a   Gapper, Nigel E ^b  

^a AGRICULTURAL RESEARCH SERVICE   (United States)

^b Boyce Thompson Institute for Plant Research   (United States)

Author keywords

Fruit ripening; Gene expression; Nonripening mutants; Phytosterols; Solanum lycopersicum; Sterol 22 desaturase; Tomato

Indexed keywords

COMPLEMENTARY DNA; CYTOCHROME P450; MESSENGER RNA; PHYTOSTEROL; SITOSTEROL; SITOSTEROL DERIVATIVE; STIGMASTEROL;

AMINO ACID SEQUENCE; ARTICLE; CHEMISTRY; ENZYMOLOGY; FRUIT; GENE EXPRESSION; GENETICS; GROWTH, DEVELOPMENT AND AGING; METABOLISM; NUCLEOTIDE SEQUENCE; TOMATO;

AMINO ACID SEQUENCE; BASE SEQUENCE; CYTOCHROME P-450 ENZYME SYSTEM; DNA, COMPLEMENTARY; FRUIT; GENE EXPRESSION; LYCOPERSICON ESCULENTUM; PHYTOSTEROLS; RNA, MESSENGER; SITOSTEROLS; STIGMASTEROL;

LYCOPERSICON ESCULENTUM; SOLANUM;

EID: 45549098134     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf7037983     Document Type: Article

References (33)

1. Chow, E. T. S.; Jen, J. J. Phytosterol biosynthesis in ripening tomatoes. J. Food Sci. 1978, 43, 1424-1426.
2. Duperon, R.; Thiersault, M.; Duperon, P. High level of glycosylated sterols in species of Solanum and sterol changes during the development of the tomato. Phytochemistry 1983, 23, 743-746.
3. Whitaker, B. D. Changes in the steryl lipid content and composition of tomato fruit during ripening. Phytochemistry 1988, 27, 3411-3416.
4. Patterson, G. W. Phylogenetic distribution of sterols. In Isopentenoids and Other Natural Products: Evolution and Function; Nes, W. D., Ed.; American Chemical Society: Washington, DC, 1994; pp 90-108.
5. Volkman, J. K. Sterols in microorganisms. Appl. Microbiol. Biotechnol. 2003, 60, 495-506.
6. Skaggs, B. A.; Alexander, J. F.; Pierson, C. A.; Schweitzer, K. S.; Chun, K. T.; Koegel, C.; Barbuch, R.; Bard, M. Cloning and characterization of the Saccharomyces cerevisiae C-22 sterol desaturase gene, encoding a second cytochrome P-450 involved in ergosterol biosynthesis. Gene 1996, 169, 105-109.
7. 22-desaturation in ergosterol biosynthesis of yeast. Biochem. Biophys. Res. Commun. 1981, 103, 272-277.
8. 22-desaturase. FEBS Lett. 1995, 377, 217-220.
9. 22-desaturase, and inhibition by azole antifungal agents. J. Biol. Chem. 1997, 272, 9986-9988.
10. Morikawa, T.; Mizutani, M.; Aoki, N.; Watanabe, B.; Saga, H.; Saito, S.; Oikawa, A.; Suzuki, H.; Sakurai, N.; Shibata, D.; Wadano, A.; Sakata, K.; Ohta, D. Cytochrome P450 CYP710A encodes the sterol C-22 desaturase in Arabidopsis and tomato. Plant Cell 2006, 18, 1008-1022.
11. Whitaker, B. D. Changes in lipids of tomato fruit stored at chilling and non-chilling temperatures. Phytochemistry 1991, 30, 757-761.
12. Whitaker, B. D.; Wang, C. Y. Effect of paclobutrazol and chilling on leaf membrane lipids in cucumber seedlings. Physiol. Plant. 1987, 70, 404-411.
13. 3. Physiol. Plant. 1990, 80, 286-293.
14. Whitaker, B. D. Growth conditions and ripening influence plastid and microsomal membrane lipid composition in bell pepper fruit. J. Am. Soc. Hortic. Sci. 1991, 116, 528-533.
15. Breinhölder, P.; Mosca, L.; Lindner, W. Concept of sequential analysis of free and conjugated phytosterols in different plant matrices. J. Chromatogr., B 2002, 777, 67-82.
16. Gapper, N. E.; Bai, J.; Whitaker, B. D. Inhibition of ethylene-induced α-farnesene synthase gene PcAFS1 expression in 'd'Anjou' pears with 1-MCP reduces synthesis and oxidation of α-farnesene and delays development of superficial scald. Postharvest Biol. Technol. 2006, 41, 225-233.
17. Chomczynski, P. One hour downward capillary transfer for blotting DNA and RNA. Anal. Biochem. 1992, 201, 134-139.
18. Church, G. M.; Gilbert, W. Genome sequencing. Proc. Natl. Acad. Sci. U.S.A. 1984, 81, 1991-1995.
19. Holmberg, N.; Harper, M.; Gibbard, C. L.; Wallace, A. D.; Clayton, J. C.; Rawlins, S.; Hellyer, A.; Safford, R. Sterol C-24 methyl transferase type 1 controls the flux of carbon into sterol biosynthesis in tobacco seed. Plant Physiol. 2002, 130, 303-311.
20. Schaeffer, A.; Bronner, R.; Benveniste, P.; Schaller, H. The ratio of campesterol to sitosterol which modulates growth in Arabidopsis is controlled by sterol methyltransferase 2-1. Plant J. 2001, 25, 605-616.
21. Wojciechowski, Z. A. Biochemistry of phytosterol conjugates. In Physiology and Biochemistry of Sterols; Patterson, G. W., Nes, W. D., Eds.; American Oil Chemists' Society: Champaign, IL, 1991; pp 361-395.
22. Moreau, R. A.; Hicks, K. B.; Whitaker, B. D. Phytosterols, phytostanols, and their conjugates in foods: structural diversity, quantitative analysis, and health-promoting uses. Prog. Lipid Res. 2002, 41, 457-500.
23. Sharma, L. K.; Madina, B. R.; Chaturvedi, P.; Sangwan, R. S.; Tuli, R. Molecular cloning and characterization of one member of 3β-hydroxy sterol glucosyltransferase gene family in Withania somnifera. Arch. Biochem. Biophys. 2007, 460, 48-55.
24. Benveniste, P. Biosynthesis and accumulation of sterols. Annu. Rev. Plant Biol. 2004, 55, 429-457.
25. Gondet, L.; Bronner, R.; Benveniste, P. Regulation of sterol content in membranes by subcellular compartmentation of steryl esters accumulation in a sterol overproduction tobacco mutant. Plant Physiol. 1994, 105, 509-518.
26. Dyas, L.; Goad, L. J. Steryl fatty acyl esters in plants. Phytochemistry 1993, 34, 17-29.
27. Banaœs, A.; Carlsson, A. S.; Huang, B.; Lenman, M.; Banaœs, W.; Lee, M.; Noirel, A.; Benveniste, P.; Schaller, H.; Bouvier-Navé, P.; Stymne, S. Cellular sterol ester synthesis in plants is performed by an enzyme (phospholipid:sterol acyltransferase) different from the yeast and mammalian acyl-CoA:sterol acyltransferases. J. Biol. Chem. 2005, 280, 34626-34634.
28. Arnqvist, L.; Persson, M.; Jonsson, L.; Dutta, P. C.; Sitbon, F. Overexpression of CYP710A1 and CYP710A4 in transgenic Arabidopsis plants increases the level of stigmasterol at the expense of sitosterol. Planta 2008, 227, 309-317.
29. Whitaker, B. D. Lipid changes in mature-green tomatoes during ripening, during chilling, and after rewarming subsequent to chilling. J. Am. Soc. Hortic. Sci. 1994, 119, 994-999.
30. Schaller, H. New aspects of sterol biosynthesis in growth and development of higher plants. Plant Physiol. Biochem. 2004, 42, 465-476.
31. Mongrand, S.; Morel, J.; Laroche, J.; Claverol, S.; Carde, J.-P.; Hartmann, M.-A.; Bonneu, M.; Simon-Plas, F.; Lessire, R.; Bessoule, J.-J. Lipid rafts in higher plant cells. J. Biol. Chem. 2004, 279, 36277-36286.
32. Schuler, I.; Milon, A.; Nakatani, Y.; Ourisson, G.; Albrecht, A. M.; Benveniste, P.; Hartmann, M. A. Differential effects of plant sterols on water permeability and on acyl chain ordering of soybean phosphatidycholine bilayers. Proc. Natl. Acad. Sci. U.S.A. 1991, 88, 6926-6930.
33. Xu, X.; Bittman, R.; Duportail, G.; Heissler, D.; Vilcheze, C.; London, E. Effect of the structure of natural sterols and sphingolipids on the formation of ordered sterol/sphingolipid domains (rafts). J. Biol. Chem. 2001, 276, 33540-33546.