Protopanaxadiol 6-hydroxylase and its role in regulating the ginsenoside heterogeneity in panax notoginseng cells

Biotechnology and Bioengineering

Volumn 100, Issue 5, 2008, Pages 933-940

  Yue, Cai Jun ^a,b   Zhou, Xin ^a,c   Zhong, Jian Jiang ^a,c  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

^b HEILONGJIANG AUGUST FIRST LAND RECLAMATION UNIVERSITY   (China)

^c Shanghai Jiao Tong University   (China)

Author keywords

Ginsenoside heterogeneity; Panax notoginseng; Phenobarbital; Plant cell culture; Protopanaxadiol 6 hydroxylase; Secondary metabolite production

Indexed keywords

ABSORPTION; BIOCHEMICAL ENGINEERING; BIOCHEMISTRY; CARBON MONOXIDE; FOOD ADDITIVES; METABOLITES; MOLECULAR MECHANICS; MOLECULAR OXYGEN; NONMETALS; OXYGEN; PLANTS (BOTANY);

AGLYCONE; BIOLOGICAL ACTIVITIES; BLUE LIGHT; CYTOCHROME P-450; ENZYMATIC REACTIONS; GINSENG SAPONINS; GINSENOSIDE; GINSENOSIDE HETEROGENEITY; GINSENOSIDES; HYDROXYLASE; PANAX NOTOGINSENG; PHENOBARBITAL; PLANT CELL CULTURE; PLANT SECONDARY METABOLITES; PROTOPANAXADIOL 6-HYDROXYLASE; SECONDARY METABOLITE PRODUCTION; SHAKE FLASK CULTIVATIONS;

PHARMACODYNAMICS;

AGLYCONE; CARBON MONOXIDE; CYTOCHROME P450 INHIBITOR; GINSENOSIDE; OXYGEN; OXYGENASE; PHENOBARBITAL; PROTOPANAXADIOL; PROTOPANAXADIOL 6 HYDROXYLASE; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE; UNCLASSIFIED DRUG; CARBON DIOXIDE; MIXED FUNCTION OXIDASE; PROTOPANAXADIOL 6 HYDROXYLASE, PANAX NOTOGINSENG; PROTOPANAXADIOL 6-HYDROXYLASE, PANAX NOTOGINSENG; REDUCED NICOTINAMIDE ADENINE DINUCLEOTIDE PHOSPHATE FERRIHEMOPROTEIN REDUCTASE;

ABSORPTION; ARTICLE; BINDING AFFINITY; BIOSYNTHESIS; CELL CULTURE; ENZYME MECHANISM; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ILLUMINATION; MICROSOME; NONHUMAN; PANAX NOTOGINSENG; RESPIRATORY BURST; CYTOLOGY; METABOLISM; PHYSIOLOGY; SIGNAL TRANSDUCTION;

PANAX GINSENG; PANAX NOTOGINSENG;

CARBON DIOXIDE; CELLS, CULTURED; GINSENOSIDES; MICROSOMES; MIXED FUNCTION OXYGENASES; NADPH-FERRIHEMOPROTEIN REDUCTASE; PANAX NOTOGINSENG; SIGNAL TRANSDUCTION;

EID: 48449104743     PISSN: 00063592     EISSN: 10970290     Source Type: Journal    
DOI: 10.1002/bit.21829     Document Type: Article

References (27)

1. Bonfill M, Palazon J, Cusido RM, Pinol M, Morales C. 1996. Effect of auxin and phenobarbital on the ultrastructure and digitoxin content in Digitalis purpurea tissue culture. Can J Bot 74:378-382.
2. Cazalé AC, Rouet-Mayer MA, Barbier-Brygoo H, Mathieu Y, Laurière C. 1998. Oxidative burst and hypoosmotic stress in tobacco cell suspensions. Plant Physiol 116:659-669.
3. Choi DW, Jung J, Ha YI, Park HW, In DS, Chung HJ, Liu JR. 2005. Analysis of transcripts in methyl jasmonate-treated ginseng hairy roots to identify genes involved in the biosynthesis of ginsenosides and other secondary metabolites. Plant Cell Rep 23:557-566.
4. Contin A, Collu G, van der Heijden R, Verpoorte R. 1999. The effects of phenobarbital and ketoconazole on the alkaloid biosynthesis in Catharanthus roseus cell suspension cultures. Plant Physiol Biochem 37:139-144.
5. Haider G, Kislinger T, Kutchan TM. 1997. Barbiturate induced benzophenanthridine alkaloid formation proceeds by gene transcript accumulation in the California poppy. Biochem Biophys Res Commun 241:606-610.
6. Haralampidis K, Trojanowska M, Osbourn AE. 2002. Biosynthesis of triterpenoid saponins in plants. Adv Biochem Eng Biotechnol 75:31-49.
7. Hefner J, Rubenstein SM, Ketchum REB, Gibson DM, Williams RM, Croteau R. 1996. Cytochrome P450-catalyzed hydroxylation of taxa-4(5),11(12)-diene to taxa-4(20), 11(12)-dien-5α-ol: The first oxygenation step in taxol biosynthesis. Chem Biol 3:479-489.
8. Inoue K. 2005. Cytochrome P450 enzymes in biosyntheses of some plant secondary metabolites. Yakugaku Zasshi 125:31-49.
9. Jennewein S, Rithner CD, Williams RM, Croteau RB. 2001. Taxol biosynthesis: Taxane 13α-hydroxylase is a cytochrome P450-dependent monooxygenase. Proc Natl Acad Sci USA 98:13595-13600.
10. Jung JD, Park HW, Hahn Y, Hur CG, In DS, Chung HJ, Liu JR, Choi DW. 2003. Discovery of genes for ginsenoside biosynthesis by analysis of ginseng expressed sequence tags. Plant Cell Rep 22:224-230.
11. Karp F, Harris JL, Croteau R. 1987. Metabolism of monoterpenes: Demonstration of the hydroxylation of (+)-sabinene to (+)-cis-sabinol by an enzyme preparation from sage (Salvia officinalis) leaves. Arch Biochem Biophys 256:179-193.
12. Katano N, Yamamoto H, Iio R, Inoue K. 2001. 7-Deoxyloganin 7-hydroxylase in Lonicera japonica cell cultures. Phytochemistry 58:53-58.
13. Krochko JE, Abrams GD, Loewen MK, Abrams SR, Cutler AJ. 1998. (+)-Abscisic acid 8′-hydroxylase is a cytochrome P450 monooxygenase. Plant Physiol 118:849-860.
14. Kushiro T, Ohno Y, Shibuya M, Ebizuka Y. 1997. In vitro conversion of 2,3-oxidosqualene into dammarenediol by Panax ginseng microsomes. Biol Pharm Bull 20:292-294.
15. Omura T, Sato R. 1964. The carbon monoxide-binding pigment of liver microsomes, II. Solubilization, purification, and properties. J Biol Chem 239:2379-2385.
16. Reichhart D, Salauen JP, Benveniste I, Durst F. 1980. Time course of induction of cytochrome P-450, NADPH-cytochrome c reductase, and cinnamic acid hydroxylase by phenobarbital, ethanol, herbicides, and manganese in higher plant microsomes. Plant Physiol 66:600-604.
17. Schuler MA. 1996. Plant cytochrome P450 monooxygenases. Crit Rev Plant Sci 15:235-284.
18. Shibuya M, Hoshino M, Katsube Y, Hayashi H, Kushiro T, Ebizuka Y. 2006. Identification of β-amyrin and sophoradiol 24-hydroxylase by expressed sequence tag mining and functional expression assay. FEBS J 273:948-959.
19. Sticher O. 1998. Getting to the root of ginseng. Chemtech 28:26-32.
20. Wang W, Zhang ZY, Zhong JJ. 2005. Enhancement of ginsenoside biosynthesis in high-density cultivation of Panax notoginseng cells by various strategies of methyl jasmonate elicitation. Appl Microbiol Biotechnol 67:752-758.
21. Wheeler AL, Long RM, Ketchum REB, Rithner CD, Williams RM, Croteau R. 2001. Taxol biosynthesis: Differential transformations of taxadien-5α-ol and its acetate ester by cytochrome P450 hydroxylases from Taxus suspension cells. Arch Biochem Biophys 390:265-278.
22. 1 biosynthesis by Panax notoginseng cells. Biotechnol Bioeng 89:444-452.
23. Yue CJ, Zhong JJ. 2005b. Purification and characterization of UDPG:ginsenoside Rd glucosyltransferase from suspended cells of Panax notoginseng. Process Biochem 40:3742-3748.
24. Zheng GZ, Yang CR. 1994. Sanchi (Panax notoginseng): Biology and application. Beijing: Science Press (in Chinese).
25. Zhong JJ, Yue CJ. 2005. Plant cells: Secondary metabolite heterogeneity and its manipulation. Adv Biochem Eng Biotechnol 100:53-88.
26. Zhou LG, Wu JY. 2006. Development and application of medicinal plant tissue cultures for production of drugs and herbal medicinals in China. Nat Prod Rep 23:789-810.
27. Ziegler DM. 1988. Flavin-containing monooxygenases: Catalytic mechanism and substrate specificities. Drug Metab Rev 19:1-31.