메뉴 건너뛰기




Volumn 53, Issue 9, 2012, Pages 1535-1545

Cytochrome P450 CYP716A53v2 catalyzes the formation of protopanaxatriol from protopanaxadiol during ginsenoside biosynthesis in panax ginseng

Author keywords

CYP716A53v2; Cytochrome P450; Ginsenoside; Protopanaxadiol; Protopanaxatriol

Indexed keywords

COMPLEMENTARY DNA; CYTOCHROME P450; GINSENOSIDE; MESSENGER RNA; PROTOPANAXADIOL; PROTOPANAXATRIOL; SAPOGENIN; VEGETABLE PROTEIN;

EID: 84866386264     PISSN: 00320781     EISSN: 14719053     Source Type: Journal    
DOI: 10.1093/pcp/pcs106     Document Type: Article
Times cited : (208)

References (42)
  • 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. (2010) Medicago truncatula CYP716A12 is a multifunctional oxidase involved in the biosynthesis of hemolytic saponins. Plant Cell 23: 3070-3081.
    • (2010) 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
    • 12844289137 scopus 로고    scopus 로고
    • Analysis of transcripts in methyl jasmonate-treated ginseng hairy roots to identify genes involved in the biosynthesis of ginseno-sides and other secondary metabolites
    • 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 ginseno-sides and other secondary metabolites. Plant Cell Rep. 23: 557-566.
    • (2005) Plant Cell Rep. , vol.23 , pp. 557-566
    • Choi, D.W.1    Jung, J.D.2    Ha, Y.I.3    Park, H.W.4    In, D.S.5    Chung, H.J.6
  • 5
    • 0041336976 scopus 로고    scopus 로고
    • Anti-hyperglycemic effects of ginseng: Comparison between root and berry
    • 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.
    • (2003) Phytomedicine , vol.10 , pp. 600-605
    • Dey, L.1    Xie, J.T.2    Wang, A.3    Wu, J.4    Maleckar, S.A.5    Yuan, C.S.6
  • 6
    • 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.
    • (2002) Ann. Pharmacother. , vol.36 , pp. 375-379
    • Ellis, J.M.1    Reddy, P.2
  • 7
    • 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
  • 8
    • 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
  • 9
    • 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
  • 10
    • 0026520785 scopus 로고
    • Jasmonic acid is a signal transducer in elicitor-induced plant cell cultures
    • Gundlach, H., Müller, M.J., Kutchan, T.M. and Zenk, M.H. (1992) Jasmonic acid is a signal transducer in elicitor-induced plant cell cultures. Proc. Natl Acad. Sci. USA 89: 2389-2393.
    • (1992) Proc. Natl Acad. Sci. USA , vol.89 , pp. 2389-2393
    • Gundlach, H.1    Müller, M.J.2    Kutchan, T.M.3    Zenk, M.H.4
  • 11
    • 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
  • 12
    • 33845712221 scopus 로고    scopus 로고
    • Expression and RNA interference-induced silencing of the dammar-enediol synthase gene in Panax ginseng
    • 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 dammar-enediol synthase gene in Panax ginseng. Plant Cell Physiol. 47: 1653-1662.
    • (2006) Plant Cell Physiol. , vol.47 , pp. 1653-1662
    • Han, J.Y.1    Kwon, Y.S.2    Yang, D.C.3    Jung, Y.R.4    Choi, Y.E.5
  • 13
    • 0004108162 scopus 로고
    • Chemistry and Pharmacology of Natural Products Cambridge University Press, Cambridge
    • Hostettmann, K.A. and Marston, A. (1995) Saponins. Chemistry and Pharmacology of Natural Products Cambridge University Press, Cambridge.
    • (1995) Saponins
    • Hostettmann, K.A.1    Marston, A.2
  • 14
    • 17844400526 scopus 로고    scopus 로고
    • Aglycone proto-panaxadiol, a ginseng saponin, inhibits P-glycoprotein and sensitizes chemotherapy drugs on multidrug resistant cancer cells. ASCO Annual Meeting Proceedings (Post-Meeting Edition)
    • Jia, W., Yan, H., Bu, X., Liu, G. and Zhao, Y. (2004) Aglycone proto-panaxadiol, a ginseng saponin, inhibits P-glycoprotein and sensitizes chemotherapy drugs on multidrug resistant cancer cells. ASCO Annual Meeting Proceedings (Post-Meeting Edition). J. Clin. Oncol. 22(Suppl.), 9663.
    • (2004) J. Clin. Oncol. , vol.22 , Issue.SUPPL. , pp. 9663
    • Jia, W.1    Yan, H.2    Bu, X.3    Liu, G.4    Zhao, Y.5
  • 16
    • 70349573509 scopus 로고    scopus 로고
    • Ginsenoside content of berries and roots of three typical Korean ginseng (Panax ginseng) cultivars
    • Kim, Y.K., Yoo, D.S., Xu, H., Park, N.I., Kim, H.H., Choi, J.E. et al. (2009) Ginsenoside content of berries and roots of three typical Korean ginseng (Panax ginseng) cultivars. Nat. Prod. Commun. 4: 903-906.
    • (2009) Nat. Prod. Commun. , vol.4 , pp. 903-906
    • Kim, Y.K.1    Yoo, D.S.2    Xu, H.3    Park, N.I.4    Kim, H.H.5    Choi, J.E.6
  • 17
    • 0030613753 scopus 로고    scopus 로고
    • 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
    • Kribii, R., Arró, M., Del Arco, A., González, 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.
    • (1997) Eur. J. Biochem. , vol.249 , pp. 61-69
    • Kribii, R.1    Arró, M.2    Del Arco, A.3    González, V.4    Balcells, L.5    Delourme, D.6
  • 18
    • 0032529028 scopus 로고    scopus 로고
    • B-Amyrin synthase: Cloning of oxidosqualene cyclase that catalyzes the formation of the most popular triterpene among higher plants
    • Kushiro, T., Shibuya, M. and Ebizuka, Y. (1998) b-Amyrin synthase: cloning of oxidosqualene cyclase that catalyzes the formation of the most popular triterpene among higher plants. Eur. J. Biochem. 256: 238-244.
    • (1998) Eur. J. Biochem. , vol.256 , pp. 238-244
    • Kushiro, T.1    Shibuya, M.2    Ebizuka, Y.3
  • 19
    • 79956353743 scopus 로고    scopus 로고
    • Modulation of triterpene saponin production: In vitro cultures, elicitation, and metabolic engineering
    • Lambert, E., Faizal, A. and Geelen, D. (2011) Modulation of triterpene saponin production: in vitro cultures, elicitation, and metabolic engineering. Appl. Biochem. Biotechnol. 164: 220-237.
    • (2011) Appl. Biochem. Biotechnol. , vol.164 , pp. 220-237
    • Lambert, E.1    Faizal, A.2    Geelen, D.3
  • 20
    • 33646734515 scopus 로고    scopus 로고
    • Ginsenoside 20(S)-protopanaxadiol inhibits the proliferation and invasion of human fibrosarcoma HT1080 cells
    • Li, G., Wang, Z., Sun, Y., Liu, K. and Wang, Z. (2006) Ginsenoside 20(S)-protopanaxadiol inhibits the proliferation and invasion of human fibrosarcoma HT1080 cells. Basic Clin. Pharm. Toxicol. 98: 588-592.
    • (2006) Basic Clin. Pharm. Toxicol. , vol.98 , pp. 588-592
    • Li, G.1    Wang, Z.2    Sun, Y.3    Liu, K.4    Wang, Z.5
  • 21
    • 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
  • 22
    • 77249097864 scopus 로고    scopus 로고
    • Identification and characterisation of CYP75A31, a new flavonoid 3′5′-hydroxylase, isolated from Solanum lycopersicum
    • Olsen, K.M., Hehn, A., Jugdé, H., Slimestad, R., Larbat, R., Bourgaud, F. et al. (2010) Identification and characterisation of CYP75A31, a new flavonoid 3′5′-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    Jugdé, H.3    Slimestad, R.4    Larbat, R.5    Bourgaud, F.6
  • 23
    • 0030450319 scopus 로고    scopus 로고
    • Preformed antimicrobial compounds and plant defense against fungal attack
    • Osbourn, A.E. (1996) Preformed antimicrobial compounds and plant defense against fungal attack. Plant Cell 8: 1821-1831.
    • (1996) Plant Cell , vol.8 , pp. 1821-1831
    • Osbourn, A.E.1
  • 24
    • 0030203863 scopus 로고    scopus 로고
    • TreeView: An application to display phylogenetic trees on personal computers
    • Page, R.D. (1996) TreeView: an application to display phylogenetic trees on personal computers. Comput. Appl. Biosci. 12: 357-358.
    • (1996) Comput. Appl. Biosci. , vol.12 , pp. 357-358
    • Page, R.D.1
  • 25
    • 2442452643 scopus 로고    scopus 로고
    • Ginsenosides 20(S)-protopanax-adiol and Rh2 reduce cell proliferation and increase sub-G1 cells in two cultured intestinal cell lines (Int-407 and Caco-2)
    • Popovich, D.G. and Kitts, D.D. (2004) Ginsenosides 20(S)-protopanax-adiol and Rh2 reduce cell proliferation and increase sub-G1 cells in two cultured intestinal cell lines (Int-407 and Caco-2). Can. J. Physiol. Pharmacol. 82: 183-190.
    • (2004) Can. J. Physiol. Pharmacol. , vol.82 , pp. 183-190
    • Popovich, D.G.1    Kitts, D.D.2
  • 26
    • 0001733185 scopus 로고    scopus 로고
    • Plant cytochrome P450 monooxygenases
    • Schuler, M. (1996) Plant cytochrome P450 monooxygenases. Crit. Rev. Plant Sci. 15: 235-284.
    • (1996) Crit. Rev. Plant Sci. , vol.15 , pp. 235-284
    • Schuler, M.1
  • 27
    • 52949093520 scopus 로고    scopus 로고
    • Licorice beta-amyrin 11-oxidase, a cytochrome P450 with a key role in the biosynthesis of the triterpene sweetener glycyrrhizin
    • Seki, H., Ohyama, K., Sawai, S., Mizutani, M., Ohnishi, T., Sudo, H. et al. (2008) Licorice beta-amyrin 11-oxidase, a cytochrome P450 with a key role in the biosynthesis of the triterpene sweetener glycyrrhizin. Proc. Natl. Acad. Sci. USA 105: 14204-14209.
    • (2008) Proc. Natl. Acad. Sci. USA , vol.105 , pp. 14204-14209
    • Seki, H.1    Ohyama, K.2    Sawai, S.3    Mizutani, M.4    Ohnishi, T.5    Sudo, H.6
  • 28
    • 84855180697 scopus 로고    scopus 로고
    • Triterpene functional genomics in licorice for identification of CYP72A154 involved in the biosynthesis of glycyrrhizin
    • Seki, H., Sawai, S., Ohyama, K., Mizutani, M., Ohnishi, T., Sudo, H. et al. (2011) Triterpene functional genomics in licorice for identification of CYP72A154 involved in the biosynthesis of glycyrrhizin. Plant Cell 23: 4112-4123.
    • (2011) Plant Cell , vol.23 , pp. 4112-4123
    • Seki, H.1    Sawai, S.2    Ohyama, K.3    Mizutani, M.4    Ohnishi, T.5    Sudo, H.6
  • 29
    • 33846195802 scopus 로고    scopus 로고
    • Investigation of ginsenosides in different parts and ages of Panax ginseng
    • Shi, W., Wang, Y., Li, J., Zhang, H. and Ding, L. (2007) Investigation of ginsenosides in different parts and ages of Panax ginseng. Food Chem. 102: 664-668.
    • (2007) Food Chem. , vol.102 , pp. 664-668
    • Shi, W.1    Wang, Y.2    Li, J.3    Zhang, H.4    Ding, L.5
  • 30
    • 0002263520 scopus 로고
    • Saponins with biological and pharmacological activity
    • Edited by Wagner, H. and Wolff, P. Springer-Verlag, New York
    • Shibata, S. (1977) Saponins with biological and pharmacological activity. In New Natural Products and Plant Drugs with Pharmacological or Therapeutical Activity. Edited by Wagner, H. and Wolff, P. pp. 177-196. Springer-Verlag, New York.
    • (1977) New Natural Products and Plant Drugs with Pharmacological or Therapeutical Activity , pp. 177-196
    • Shibata, S.1
  • 31
    • 0035653529 scopus 로고    scopus 로고
    • Chemistry and cancer preventing activities of ginseng aponins and some related triterpenoid compounds
    • Shibata, S. (2001) Chemistry and cancer preventing activities of ginseng aponins 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
    • 33748809553 scopus 로고    scopus 로고
    • Dammar-enediol-II synthase, the first dedicated enzyme for ginsenoside biosynthesis, in Panax ginseng
    • Tansakul, P., Shibuya, M., Kushiro, T. and Ebizuka, Y. (2006) Dammar-enediol-II synthase, the first dedicated enzyme for ginsenoside biosynthesis, in Panax ginseng. FEBS Lett. 580: 5143-5149.
    • (2006) FEBS Lett. , vol.580 , pp. 5143-5149
    • Tansakul, P.1    Shibuya, M.2    Kushiro, T.3    Ebizuka, Y.4
  • 34
    • 0027968068 scopus 로고
    • CLUSTAL W: Improving the sensitivity of progressive multiple sequence alignment through sequence weighting, position-specific gap penalties and weight matrix choice
    • Thompson, J.D., Higgins, D.G. and Gibson, T.J. (1994) CLUSTAL W: improving the sensitivity of progressive multiple sequence alignment through sequence weighting, position-specific gap penalties and weight matrix choice. Nucleic Acids Res. 22: 4673-4680.
    • (1994) Nucleic Acids Res. , vol.22 , pp. 4673-4680
    • Thompson, J.D.1    Higgins, D.G.2    Gibson, T.J.3
  • 35
    • 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
    • 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 NADPH-cytochrome P450 reductases with P450 CYP73A5. J. Biol. Chem. 272: 19176-19186.
    • (1997) J. Biol. Chem. , vol.272 , pp. 19176-19186
    • Urban, P.1    Mignotte, C.2    Kazmaier, M.3    Delorme, F.4    Pompon, D.5
  • 36
    • 0032830802 scopus 로고    scopus 로고
    • The efficacy of ginseng. A systematic review of randomised clinical trials
    • Vogler, B.K., Pittler, M.H. and Ernst, E. (1999) The efficacy of ginseng. A systematic review of randomised clinical trials. Eur. J. Clin. Pharmacol. 55: 567-575.
    • (1999) Eur. J. Clin. Pharmacol. , vol.55 , pp. 567-575
    • Vogler, B.K.1    Pittler, M.H.2    Ernst, E.3
  • 37
    • 33645759774 scopus 로고    scopus 로고
    • Saponins composition in American ginseng leaf and berry assayed by high-performance liquid chromatography
    • Wang, C.Z., Wu, J.A., Mcentee, E. and Yuan, C.S. (2006) Saponins composition in American ginseng leaf and berry assayed by high-performance liquid chromatography. J. Agric. Food Chem. 54: 2261-2266.
    • (2006) J. Agric. Food Chem. , vol.54 , pp. 2261-2266
    • Wang, C.Z.1    Wu, J.A.2    McEntee, E.3    Yuan, C.S.4
  • 38
    • 0030256137 scopus 로고    scopus 로고
    • Phylogeny and biogeography of Panax L. (the ginseng genus, Araliaceae): Inferences from ITS sequences of nuclear ribosomal DNA
    • Wen, J. and Zimmer, E.A. (1996) Phylogeny and biogeography of Panax L. (the ginseng genus, Araliaceae): inferences from ITS sequences of nuclear ribosomal DNA. Mol. Phylogenet. Evol. 6: 167-177.
    • (1996) Mol. Phylogenet. Evol. , vol.6 , pp. 167-177
    • Wen, J.1    Zimmer, E.A.2
  • 39
    • 77955428907 scopus 로고    scopus 로고
    • Production of plant bioactive triterpenoid saponins: Elicitation strategies and target genes to improve yields
    • Yendo, A.C.A., de Costa, F., Gosmann, G. and Fett-Neto, A.G. (2010) Production of plant bioactive triterpenoid saponins: elicitation strategies and target genes to improve yields. Mol. Biotechnol. 46: 94-104.
    • (2010) Mol. Biotechnol. , vol.46 , pp. 94-104
    • Yendo, A.C.A.1    De Costa, F.2    Gosmann, G.3    Fett-Neto, A.G.4
  • 40
    • 0036723052 scopus 로고    scopus 로고
    • Jasmonic acid improves ginsenoside accumulation in adventitious root culture of Panax ginseng C.A. Meyer
    • Yu, K.W., Gao, W., Hahn, E.J. and Paek, K.Y. (2002) Jasmonic acid improves ginsenoside accumulation in adventitious root culture of Panax ginseng C.A. Meyer. Biochem. Eng. J. 11: 211-215.
    • (2002) Biochem. Eng. J. , vol.11 , pp. 211-215
    • Yu, K.W.1    Gao, W.2    Hahn, E.J.3    Paek, K.Y.4
  • 41
    • 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
  • 42
    • 3543028679 scopus 로고    scopus 로고
    • Comparative study on triterpene saponins of ginseng drugs
    • 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.
    • (2004) Planta Med. , vol.70 , pp. 666-677
    • Zhu, S.1    Zou, K.2    Fushimi, H.3    Cai, S.4    Komatsu, K.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.