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Volumn 54, Issue 12, 2013, Pages 2034-2046

The involvement of β-amyrin 28-oxidase (cyp716a52v2) in oleanane-type ginsenoside biosynthesis in panax ginseng

Author keywords

CYP716A52v2; Cyt P450; Ginsenoside; Ginsenoside Ro; Oleanolic acid

Indexed keywords

CHIKUSETSU SAPONIN; CYTOCHROME P450; DRUG DERIVATIVE; GINSENOSIDE; OLEANANE; OLEANOLIC ACID; VEGETABLE PROTEIN;

EID: 84890471488     PISSN: 00320781     EISSN: 14719053     Source Type: Journal    
DOI: 10.1093/pcp/pct141     Document Type: Article
Times cited : (130)

References (40)
  • 1
    • 0033787978 scopus 로고    scopus 로고
    • Medicinal plants and phytomedicines Linking plant biochemistry and physiology to human health
    • Briskin, D.P. (2000) Medicinal plants and phytomedicines. Linking plant biochemistry and physiology to human health. Plant Physiol. 124: 507-514.
    • (2000) Plant Physiol. , vol.124 , pp. 507-514
    • Briskin, D.P.1
  • 2
    • 84905538254 scopus 로고    scopus 로고
    • Medicago truncatula CYP716A12 is a multifunctional oxidase involved in the biosynthesis of hemolytic saponins
    • Carelli, M., Biazzi, E., Panara, F., Tava, A., Scaramelli, L., Porceddu, A. et al. (2011) Medicago truncatula CYP716A12 is a multifunctional oxidase involved in the biosynthesis of hemolytic saponins. Plant Cell 23: 3070-3081.
    • (2011) Plant Cell , vol.23 , pp. 3070-3081
    • Carelli, M.1    Biazzi, E.2    Panara, F.3    Tava, A.4    Scaramelli, L.5    Porceddu, A.6
  • 3
    • 0034772873 scopus 로고    scopus 로고
    • Rapid and efficient Agrobacterium-mediated transformation of Panax ginseng by plasmolyzing pre-treatment of cotyledons
    • DOI 10.1007/s002990100377
    • Choi, Y.E., Yang, D.C., Kusano, T. and Sano, H. (2001) Rapid and efficient Agrobacterium-mediated genetic transformation by plasmolyzing pretreatment of cotyledons in Panax ginseng. Plant Cell Rep. 20: 616-621. (Pubitemid 32996942)
    • (2001) Plant Cell Reports , vol.20 , Issue.7 , pp. 616-621
    • Choi, Y.E.1    Yang, D.C.2    Kusano, T.3    Sano, H.4
  • 4
    • 12844289137 scopus 로고    scopus 로고
    • Analysis of transcripts in methyl jasmonate-treated ginseng hairy roots to identify genes involved in the biosynthesis of ginsenosides and other secondary metabolites
    • DOI 10.1007/s00299-004-0845-4
    • Choi, D.W., Jung, J.D., Ha, Y.I., Park, H.W., In, D.S., Chung, H.J. et al. (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. (Pubitemid 40167481)
    • (2005) Plant Cell Reports , vol.23 , Issue.8 , pp. 557-566
    • Choi, D.-W.1    Jung, J.2    Ha, Y.I.3    Park, H.-W.4    In, D.S.5    Chung, H.-J.6    Liu, J.R.7
  • 6
    • 0041336976 scopus 로고    scopus 로고
    • Anti-hyperglycemic effects of ginseng: Comparison between root and berry
    • DOI 10.1078/094471103322331908
    • Dey, L., Xie, J.T., Wang, A., Wu, J., Maleckar, S.A. and Yuan, C.S. (2003) Anti-hyperglycemic effects of ginseng: comparison between root and berry. Phytomedicine 10: 600-605. (Pubitemid 37092688)
    • (2003) Phytomedicine , vol.10 , Issue.6-7 , pp. 600-605
    • Dey, L.1    Xie, J.T.2    Wang, A.3    Wu, J.4    Maleckar, S.A.5    Yuan, C.-S.6
  • 7
    • 0036195109 scopus 로고    scopus 로고
    • Effects of Panax ginseng on quality of life
    • Ellis, J.M. and Reddy, P. (2002) Effects of Panax ginseng on quality of life. Ann. Pharmacother. 36: 375-379. (Pubitemid 34205305)
    • (2002) Annals of Pharmacotherapy , vol.36 , Issue.3 , pp. 375-379
    • Ellis, J.M.1    Reddy, P.2
  • 8
    • 0000461280 scopus 로고
    • Confidence limits on phylogenies: An approach using the bootstrap
    • Felsenstein, J. (1985) Confidence limits on phylogenies: an approach using the bootstrap. Evolution 39: 783-791.
    • (1985) Evolution , vol.39 , pp. 783-791
    • Felsenstein, J.1
  • 9
    • 83255176933 scopus 로고    scopus 로고
    • CYP716A subfamily members are multifunctional oxidases in triterpenoid biosynthesis
    • Fukushima, E.O., Seki, H., Ohyama, K., Ono, E., Umemoto, N., Mizutani, M. et al. (2011) CYP716A subfamily members are multifunctional oxidases in triterpenoid biosynthesis. Plant Cell Physiol. 52: 2050-2061.
    • (2011) Plant Cell Physiol. , vol.52 , pp. 2050-2061
    • Fukushima, E.O.1    Seki, H.2    Ohyama, K.3    Ono, E.4    Umemoto, N.5    Mizutani, M.6
  • 10
    • 79956035290 scopus 로고    scopus 로고
    • Novel advances with plant saponins as natural insecticides to control pest
    • Geyter, E.D., Lambert, E., Geelen, D. and Smaggje, G. (2007) Novel advances with plant saponins as natural insecticides to control pest. Pest Technol. 1: 96-105.
    • (2007) Pest Technol. , vol.1 , pp. 96-105
    • Geyter, E.D.1    Lambert, E.2    Geelen, D.3    Smaggje, G.4
  • 11
    • 0026562884 scopus 로고
    • Improved method for high efficiency transformation of intact yeast cells
    • Gietz, D., St Jean, A., Woods, R.A. and Schiestl, R.H. (1992) Improved method for high efficiency transformation of intact yeast cells. Nucleic Acids Res. 20: 1425.
    • (1992) Nucleic Acids Res. , vol.20 , pp. 1425
    • Gietz, D.1    St Jean, A.2    Woods, R.A.3    Schiestl, R.H.4
  • 12
    • 84866386264 scopus 로고    scopus 로고
    • Cytochrome P450 CYP716A53v2 catalyzes the formation of protopanaxatriol from protopanaxadiol during ginsenoside biosynthesis in Panax ginseng
    • Han, J.Y., Hwang, H.S., Choi, S.W., Kim, H.J. and Choi, Y.E. (2012) Cytochrome P450 CYP716A53v2 catalyzes the formation of protopanaxatriol from protopanaxadiol during ginsenoside biosynthesis in Panax ginseng. Plant Cell Physiol. 53: 1535-1545.
    • (2012) Plant Cell Physiol. , vol.53 , pp. 1535-1545
    • Han, J.Y.1    Hwang, H.S.2    Choi, S.W.3    Kim, H.J.4    Choi, Y.E.5
  • 13
    • 83255165496 scopus 로고    scopus 로고
    • The cyt P450 enzyme CYP716A47 catalyzes the formation of protopanaxadiol from dammarenediol-II during ginsenoside biosynthesis in Panax ginseng
    • Han, J.Y., Kim, H.J., Kwon, Y.S. and Choi, Y.E. (2011) The cyt P450 enzyme CYP716A47 catalyzes the formation of protopanaxadiol from dammarenediol-II during ginsenoside biosynthesis in Panax ginseng. Plant Cell Physiol. 52: 2062-2073.
    • (2011) Plant Cell Physiol. , vol.52 , pp. 2062-2073
    • Han, J.Y.1    Kim, H.J.2    Kwon, Y.S.3    Choi, Y.E.4
  • 14
    • 33845712221 scopus 로고    scopus 로고
    • Expression and RNA interference-induced silencing of the dammarenediol synthase gene in Panax ginseng
    • DOI 10.1093/pcp/pcl032
    • Han, J.Y., Kwon, Y.S., Yang,D.C., Jung, Y.R. and Choi, Y.E. (2006) Expression and RNA interference-induced silencing of the dammarenediol synthase gene in Panax ginseng. Plant Cell Physiol. 47: 1653-1662. (Pubitemid 44968260)
    • (2006) Plant and Cell Physiology , vol.47 , Issue.12 , pp. 1653-1662
    • Han, J.Y.1    Kwon, Y.S.2    Yang, D.C.3    Jung, Y.R.4    Choi, Y.E.5
  • 17
    • 14944362411 scopus 로고    scopus 로고
    • Ginseng drugs - Molecular and chemical characteristics and possibility as antidementia drugs
    • Komatsu, K., Tohda, C. and Zhu, S. (2005) Ginseng drugs-molecular and chemical characteristics and possibility as antidementia drugs. Curr. Top. Nutraceut. R. 3: 47-64. (Pubitemid 40361144)
    • (2005) Current Topics in Nutraceutical Research , vol.3 , Issue.1 , pp. 47-64
    • Komatsu, K.1    Tohda, C.2    Zhu, S.3
  • 18
    • 85007975202 scopus 로고
    • Studies on the constituents of Panacis japonica rhizoma IV. The structure of chikusetsusaponin v
    • Kondo, N., Marumoto, Y. and Shoji, I. (1971) Studies on the constituents of Panacis japonica rhizoma. IV. The structure of chikusetsusaponin V. Chem. Pharm. Bull. 19: 1103-1107.
    • (1971) Chem. Pharm. Bull. , vol.19 , pp. 1103-1107
    • Kondo, N.1    Marumoto, Y.2    Shoji, I.3
  • 19
    • 0030613753 scopus 로고    scopus 로고
    • Cloning and characterization of the Arabinopsis thaliana SQS1 gene encoding squalene synthase involvement of the C-terminal region of the enzyme in the channeling of squalene through the sterol pathway
    • Kribii, R., Arro, M., Del Arco, A., Gonzalez, V., Balcells, L., Delourme, D. et al. (1997) Cloning and characterization of the Arabidopsis thaliana SQS1 gene encoding squalene synthase-involvement of the C-terminal region of the enzyme in the channeling of squalene through the sterol pathway. Eur. J. Biochem. 249: 61-69. (Pubitemid 27432596)
    • (1997) European Journal of Biochemistry , vol.249 , Issue.1 , pp. 61-69
    • Kribii, R.1    Arro, M.2    Del Arco, A.3    Gonzalez, V.4    Balcells, L.5    Delourme, D.6    Ferrer, A.7    Karst, F.8    Boronat, A.9
  • 20
    • 0017376144 scopus 로고
    • Pharmacological studies of Panacis Japonici Rhizoma. II
    • Lee, Y., Saito, H., Takagi, K., Shibata, S. and Shoji, J. (1977) Pharmacological studies of Panacis japonici rhizoma. II. Chem. Pharm. Bull. 25: 1391-1398. (Pubitemid 8127171)
    • (1977) Chemical and Pharmaceutical Bulletin , vol.25 , Issue.6 , pp. 1391-1398
    • Lee, Y.1    Saito, H.2    Takagi, K.3
  • 21
    • 0029567968 scopus 로고
    • Pharmacology of oleanolic acid and ursolic acid
    • DOI 10.1016/0378-8741(95)01310-5
    • Liu, J. (1995) Pharmacology of oleanolic acid and ursolic acid. J. Ethnopharmacol. 49: 57-68. (Pubitemid 26010740)
    • (1995) Journal of Ethnopharmacology , vol.49 , Issue.2 , pp. 57-68
    • Liu, J.1
  • 22
    • 0035710746 scopus 로고    scopus 로고
    • -ΔΔCT method
    • DOI 10.1006/meth.2001.1262
    • Livak, K.J. and Schmittgen, T.D. (2001) Analysis of relative gene expression data using realtime quantitative PCR and the 2-CT Method. Methods 25: 402-408. (Pubitemid 34164012)
    • (2001) Methods , vol.25 , Issue.4 , pp. 402-408
    • Livak, K.J.1    Schmittgen, T.D.2
  • 23
    • 79952110135 scopus 로고    scopus 로고
    • Medicinal history and ginsenosides composition of Panax ginseng rhizome, 'Rozu'
    • [in Japanese]
    • Matsuda, H., Murata, K., Takeshita, F., Takada, K., Samukawa, K. and Tani, T. (2010) Medicinal history and ginsenosides composition of Panax ginseng rhizome, 'Rozu'. Yakushigaku Zasshi 45: 40-48. [in Japanese].
    • (2010) Yakushigaku Zasshi , vol.45 , pp. 40-48
    • Matsuda, H.1    Murata, K.2    Takeshita, F.3    Takada, K.4    Samukawa, K.5    Tani, T.6
  • 25
    • 0026321979 scopus 로고
    • Anti-hepatitic activity of ginsenoside Ro
    • Matsuda, H., Samukawa, K.I. and Kubo, M. (1991) Anti-hepatitic activity of ginsenoside Ro. Planta Med. 57: 523-526.
    • (1991) Planta Med. , vol.57 , pp. 523-526
    • Matsuda, H.1    Samukawa, K.I.2    Kubo, M.3
  • 26
    • 73249132581 scopus 로고    scopus 로고
    • The cytochrome p450 homepage
    • Nelson, D.R. (2009) The cytochrome p450 homepage. Hum. Genomics 4: 59-65.
    • (2009) Hum. Genomics , vol.4 , pp. 59-65
    • Nelson, D.R.1
  • 27
    • 77249097864 scopus 로고    scopus 로고
    • Identification and characterisation of CYP75A31, a new flavonoid 3050-hydroxylase, isolated from Solanum lycopersicum
    • Olsen, K.M., Hehn, A., Jugde, H., Slimestad, R., Larbat, R., Bourgaud, F. et al. (2010) Identification and characterisation of CYP75A31, a new flavonoid 3050-hydroxylase, isolated from Solanum lycopersicum. BMC Plant Biol. 10: 21.
    • (2010) BMC Plant Biol. , vol.10 , pp. 21
    • Olsen, K.M.1    Hehn, A.2    Jugde, H.3    Slimestad, R.4    Larbat, R.5    Bourgaud, F.6
  • 28
    • 0030450319 scopus 로고    scopus 로고
    • Preformed antimicrobial compounds and plant defense against fungal attack
    • DOI 10.1105/tpc.8.10.1821
    • Osbourn, A.E. (1996) Preformed antimicrobial compounds and plant defense against fungal attack. Plant Cell 8: 1821-1831. (Pubitemid 27012407)
    • (1996) Plant Cell , vol.8 , Issue.10 , pp. 1821-1831
    • Osbourn, A.E.1
  • 29
    • 61449208761 scopus 로고    scopus 로고
    • Oleanolic acid activates Nrf2 and protects from acetaminophen hepatotoxicity via Nrf2-dependent and Nrf2-independent processes
    • Reisman, S.A., Aleksunes, L.M. and Klaassen, C.D. (2009) Oleanolic acid activates Nrf2 and protects from acetaminophen hepatotoxicity via Nrf2-dependent and Nrf2-independent processes. Biochem. Pharmacol. 77: 1273-1282.
    • (2009) Biochem. Pharmacol. , vol.77 , pp. 1273-1282
    • Reisman, S.A.1    Aleksunes, L.M.2    Klaassen, C.D.3
  • 30
    • 0028965624 scopus 로고
    • Simultaneous analysis of ginsenosides of various ginseng radix by HPLC
    • [in Japanese]
    • Samukawa, K., Yamashita, H., Matsuda, H. and Kubo, M. (1995) [Simultaneous analysis of ginsenosides of various ginseng radix by HPLC]. Yakushigaku Zasshi 195: 241-249. [in Japanese].
    • (1995) Yakushigaku Zasshi , vol.195 , pp. 241-249
    • Samukawa, K.1    Yamashita, H.2    Matsuda, H.3    Kubo, M.4
  • 31
    • 0035653529 scopus 로고    scopus 로고
    • Chemistry and cancer preventing activities of ginseng saponins and some related triterpenoid compounds
    • Shibata, S. (2001) Chemistry and cancer preventing activities of ginseng saponins and some related triterpenoid compounds. J. Korean Med. Sci. 16: S28-S37.
    • (2001) J. Korean Med. Sci. , vol.16
    • Shibata, S.1
  • 32
    • 33644949950 scopus 로고    scopus 로고
    • Identification of beta-amyrin and sophoradiol 24-hydroxylase by expressed sequence tag mining and functional expression assay
    • Shibuya, M., Hoshino, M., Katsube, Y., Hayashi, H., Kushiro, T. and Ebizuka, Y. (2006) Identification of beta-amyrin and sophoradiol 24-hydroxylase by expressed sequence tag mining and functional expression assay. FEBS J. 273: 948-959.
    • (2006) FEBS J. , vol.273 , pp. 948-959
    • Shibuya, M.1    Hoshino, M.2    Katsube, Y.3    Hayashi, H.4    Kushiro, T.5    Ebizuka, Y.6
  • 33
    • 79957613599 scopus 로고    scopus 로고
    • MEGA5: Molecular evolutionary genetics analysis using maximum likelihood, evolutionary distance, and maximum parsimony methods
    • Tamura, K., Peterson, D., Peterson, N., Stecher, G., Nei, M. and Kumar, S. (2011) MEGA5: molecular evolutionary genetics analysis using maximum likelihood, evolutionary distance, and maximum parsimony methods. Mol. Biol. Evol. 28: 2731-2739.
    • (2011) Mol. Biol. Evol. , vol.28 , pp. 2731-2739
    • Tamura, K.1    Peterson, D.2    Peterson, N.3    Stecher, G.4    Nei, M.5    Kumar, S.6
  • 34
    • 33748809553 scopus 로고    scopus 로고
    • Dammarenediol-II synthase, the first dedicated enzyme for ginsenoside biosynthesis, in Panax ginseng
    • DOI 10.1016/j.febslet.2006.08.044, PII S0014579306010209
    • Tansakul, P., Shibuya, M., Kushiro, T. and Ebizuka, Y. (2006) Dammarenediol-II synthase, the first dedicated enzyme for ginsenoside biosynthesis, in Panax ginseng. FEBS Lett. 580: 5143-5149. (Pubitemid 44415784)
    • (2006) FEBS Letters , vol.580 , Issue.22 , pp. 5143-5149
    • Tansakul, P.1    Shibuya, M.2    Kushiro, T.3    Ebizuka, Y.4
  • 35
    • 0031574072 scopus 로고    scopus 로고
    • The CLUSTAL X windows interface: Flexible strategies for multiple sequence alignment aided by quality analysis tools
    • DOI 10.1093/nar/25.24.4876
    • Thompson, J.D., Gibson, T.J., Plewniak, F., Jeanmougin, F. and Higgins, D.G. (1997) The CLUSTAL-X windows interface: flexible strategies for multiple sequence alignment aided by quality analysis tools. Nucleic Acids Res 25: 4876-4882. (Pubitemid 28022245)
    • (1997) Nucleic Acids Research , vol.25 , Issue.24 , pp. 4876-4882
    • Thompson, J.D.1    Gibson, T.J.2    Plewniak, F.3    Jeanmougin, F.4    Higgins, D.G.5
  • 36
    • 0030852872 scopus 로고    scopus 로고
    • Cloning, yeast expression, and characterization of the coupling of two distantly related Arabidopsis thaliana NADPH-cytochrome P450 reductases with P450 CYP73A5
    • DOI 10.1074/jbc.272.31.19176
    • Urban, P., Mignotte, C., Kazmaier, M., Delorme, F. and Pompon, D. (1997) Cloning, yeast expression, and characterization of the coupling of two distantly related Arabidopsis thaliana NADPHcytochrome P450 reductases with P450 CYP73A5. J. Biol. Chem. 272: 19176-19186. (Pubitemid 27337705)
    • (1997) Journal of Biological Chemistry , vol.272 , Issue.31 , pp. 19176-19186
    • Urban, P.1    Mignotte, C.2    Kazmaier, M.3    Delorme, F.4    Pompon, D.5
  • 39
    • 0035240033 scopus 로고    scopus 로고
    • Panax ginseng-A non-organ-specific cancer preventive?
    • Yun, T.K. (2001) Panax ginseng-a non-organ-specific cancer preventive? Lancet Oncol. 2: 49-55.
    • (2001) Lancet Oncol. , vol.2 , pp. 49-55
    • Yun, T.K.1
  • 40
    • 3543028679 scopus 로고    scopus 로고
    • Comparative study on triterpene saponins of ginseng drugs
    • DOI 10.1055/s-2004-827192
    • Zhu, S., Zou, K., Fushimi, H., Cai, S. and Komatsu, K. (2004) Comparative study on triterpene saponins of ginseng drugs. Planta Med. 70: 666-677. (Pubitemid 39013182)
    • (2004) Planta Medica , vol.70 , Issue.7 , pp. 666-677
    • Zhu, S.1    Zou, K.2    Fushimi, H.3    Cai, S.4    Komatsu, K.5


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