메뉴 건너뛰기




Volumn 54, Issue 5, 2013, Pages 740-749

Combinatorial biosynthesis of legume natural and rare triterpenoids in engineered yeast

Author keywords

4 epi hederagenin; Combinatorial biosynthesis; CYP72A; Cytochrome P450 monooxygenase; Gypsogenic acid; Medicago truncatula; Soyasapogenol B

Indexed keywords

CYTOCHROME P450 OXYGENASE; DRUG DERIVATIVE; GYPSOGENIC ACID; HEDERAGENIN; OLEANOLIC ACID; SAPONIN; SOYASAPOGENOL B; TRITERPENE;

EID: 84877983328     PISSN: 00320781     EISSN: 14719053     Source Type: Journal    
DOI: 10.1093/pcp/pct015     Document Type: Article
Times cited : (123)

References (66)
  • 1
    • 15544364507 scopus 로고    scopus 로고
    • Genomics-based selection and functional characterization of triterpene glycosyltransferases from the model legume Medicago truncatula
    • Achnine, L., Huhman, D.V., Farag, M.A., Sumner, L.W., Blount, J.W. and Dixon, R.A. (2005) Genomics-based selection and functional characterization of triterpene glycosyltransferases from the model legume Medicago truncatula. Plant J. 41: 875-887.
    • (2005) Plant J. , vol.41 , pp. 875-887
    • Achnine, L.1    Huhman, D.V.2    Farag, M.A.3    Sumner, L.W.4    Blount, J.W.5    Dixon, R.A.6
  • 2
    • 0642362816 scopus 로고    scopus 로고
    • Novel triterpenoid glycosides and triterpenoid acid from the root extract of Acanthus montanus (Acanthaceae)
    • Anam, E.M. (1997) Novel triterpenoid glycosides and triterpenoid acid from the root extract of Acanthus montanus (Acanthaceae). Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem 36B: 901-904.
    • (1997) Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem , vol.36 B , pp. 901-904
    • Anam, E.M.1
  • 3
    • 34250113104 scopus 로고
    • Triterpene glycosides of Climacoptera transoxana. IV. Structures of copterosides G and H
    • Annaev, C. and Abubakirov, N.K. (1984) Triterpene glycosides of Climacoptera transoxana. IV. Structures of copterosides G and H. Chem. Nat. Compd. 20: 56-60.
    • (1984) Chem. Nat. Compd. , vol.20 , pp. 56-60
    • Annaev, C.1    Abubakirov, N.K.2
  • 4
    • 79952900480 scopus 로고    scopus 로고
    • Molecular activities, biosynthesis and evolution of triterpenoid saponins
    • Augustin, J.M., Kuzina, V., Andersen, S.B. and Bak, S. (2011) Molecular activities, biosynthesis and evolution of triterpenoid saponins. Phytochemistry 72: 435-457.
    • (2011) Phytochemistry , vol.72 , pp. 435-457
    • Augustin, J.M.1    Kuzina, V.2    Andersen, S.B.3    Bak, S.4
  • 6
    • 0001606751 scopus 로고
    • Molluscicidal sap-onins from Swartzia simplex
    • Borel, C., Gupta, M.P. and Hostettmann, K. (1987) Molluscicidal sap-onins from Swartzia simplex. Phytochemistry 26: 2685-2689.
    • (1987) Phytochemistry , vol.26 , pp. 2685-2689
    • Borel, C.1    Gupta, M.P.2    Hostettmann, K.3
  • 7
    • 34250459282 scopus 로고
    • Triterpene glycosides from Saponaria officinalis
    • Bukharov, V. and Shcherbak, S. (1969) Triterpene glycosides from Saponaria officinalis. Chem. Nat. Compd. 5: 324-326.
    • (1969) Chem. Nat. Compd. , vol.5 , pp. 324-326
    • Bukharov, V.1    Shcherbak, S.2
  • 8
    • 34250442157 scopus 로고
    • Triterpene glycosides of Dia-nthus deltoides II. Structure of dianthoside C
    • Bukharov, V. and Shcherbak, S. (1971) Triterpene glycosides of Dia-nthus deltoides II. Structure of dianthoside C. Chem. Nat. Compd. 7: 399-402.
    • (1971) Chem. Nat. Compd. , vol.7 , pp. 399-402
    • Bukharov, V.1    Shcherbak, S.2
  • 9
    • 0001591499 scopus 로고
    • Gas chro-matography-mass spectrometry of oleanane-and ursane-type tri-terpenes-application to Chenopodium quinoa triterpenes
    • Burnouf-Radosevich, M., Delfel, N.E. and England, R. (1985) Gas chro-matography-mass spectrometry of oleanane-and ursane-type tri-terpenes-application to Chenopodium quinoa triterpenes. Phytochemistry 24: 2063-2066.
    • (1985) Phytochemistry , vol.24 , pp. 2063-2066
    • Burnouf-Radosevich, M.1    Delfel, N.E.2    England, R.3
  • 11
    • 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., Popceddu, 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    Popceddu, A.6
  • 12
    • 0002317514 scopus 로고    scopus 로고
    • Natural products: Secondary metabolites
    • Edited by Buchanan, B.B., Gruissem, W. and Jones, R.L American Society of Plant Physiologists, Rockville, MD
    • Croteau, R., Kutchan, T.M. and Lewis, N.G. (2000) Natural products: secondary metabolites. In Biochemistry and Molecular Biology of Plants. Edited by Buchanan, B.B., Gruissem, W. and Jones, R.L. pp. 1250-1318. American Society of Plant Physiologists, Rockville, MD.
    • (2000) Biochemistry and Molecular Biology of Plants , pp. 1250-1318
    • Croteau, R.1    Kutchan, T.M.2    Lewis, N.G.3
  • 14
    • 84858385799 scopus 로고    scopus 로고
    • Combinatorial genetic transformation of cereals and the creation of metabolic libraries for the carotenoid pathway
    • Farre, G., Naqvi, S., Sanahuja, G., Bai, C., Zorrilla-Lopez, U., Rivera, S.M. et al. (2012) Combinatorial genetic transformation of cereals and the creation of metabolic libraries for the carotenoid pathway. Methods Mol. Biol. 847: 419-435.
    • (2012) Methods Mol. Biol. , vol.847 , pp. 419-435
    • Farre, G.1    Naqvi, S.2    Sanahuja, G.3    Bai, C.4    Zorrilla-Lopez, U.5    Rivera, S.M.6
  • 15
    • 42549088178 scopus 로고    scopus 로고
    • Metabolic diversification-independent assembly of operon-like gene clusters in different plants
    • Field, B. and Osbourn, A.E. (2008) Metabolic diversification-independent assembly of operon-like gene clusters in different plants. Science 320: 543-547.
    • (2008) Science , vol.320 , pp. 543-547
    • Field, B.1    Osbourn, A.E.2
  • 16
    • 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
  • 17
    • 84866286406 scopus 로고    scopus 로고
    • Directed evolution of carot-enoid synthases for the production of unnatural carotenoids
    • Furubayashi, M. and Umeno, D. (2012) Directed evolution of carot-enoid synthases for the production of unnatural carotenoids. Methods Mol. Biol. 892: 245-253.
    • (2012) Methods Mol. Biol. , vol.892 , pp. 245-253
    • Furubayashi, M.1    Umeno, D.2
  • 18
    • 84866386264 scopus 로고    scopus 로고
    • Cytochrome P450 CYP716A53v2 catalyzes the formation of proto-panaxatriol 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 proto-panaxatriol 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
  • 19
    • 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
  • 21
    • 0032399269 scopus 로고    scopus 로고
    • Cloning and characterization of the Arabidopsis thaliana lupeol synthase gene
    • Herrera, J.B., Bartel, B., Wilson, W.K. and Matsuda, S.P. (1998) Cloning and characterization of the Arabidopsis thaliana lupeol synthase gene. Phytochemistry 49: 1905-1911.
    • (1998) Phytochemistry , vol.49 , pp. 1905-1911
    • Herrera, J.B.1    Bartel, B.2    Wilson, W.K.3    Matsuda, S.P.4
  • 22
    • 0015780948 scopus 로고
    • Constituents of Sani-culoideae. 17. Saponins in Astrantia major
    • Hiller, K., Woitke, H.D. and Lehmann, G. (1973) Constituents of Sani-culoideae. 17. Saponins in Astrantia major. Pharmazie 28: 391-397.
    • (1973) Pharmazie , vol.28 , pp. 391-397
    • Hiller, K.1    Woitke, H.D.2    Lehmann, G.3
  • 23
    • 84870295411 scopus 로고    scopus 로고
    • Cambridge University Press, Cambridge
    • Hostettmann, K. and Marston, A. (2005) Saponins Cambridge University Press, Cambridge.
    • (2005) Saponins
    • Hostettmann, K.1    Marston, A.2
  • 24
    • 67449090078 scopus 로고    scopus 로고
    • Chemical constituents from Hedyotis diffusa
    • Huang, W., Li, Y. and Jiang, J. (2009) Chemical constituents from Hedyotis diffusa. Zhongguo Zhongyao Zazhi 34: 712-714.
    • (2009) Zhongguo Zhongyao Zazhi , vol.34 , pp. 712-714
    • Huang, W.1    Li, Y.2    Jiang, J.3
  • 25
    • 15444367665 scopus 로고    scopus 로고
    • Quantification of saponins in aerial and subterranean tissues of Medicago trunca-tula
    • Huhman, D.V., Berhow, M.A. and Sumner, L.W. (2005) Quantification of saponins in aerial and subterranean tissues of Medicago trunca-tula. J. Agric. Food Chem. 53: 1914-1920.
    • (2005) J. Agric. Food Chem. , vol.53 , pp. 1914-1920
    • Huhman, D.V.1    Berhow, M.A.2    Sumner, L.W.3
  • 26
    • 0037138280 scopus 로고    scopus 로고
    • Metabolic profiling of sap-onins in Medicago sativa and Medicago truncatula using HPLC coupled to an electrospray ion-trap mass spectrometer
    • Huhman, D.V. and Sumner, L.W. (2002) Metabolic profiling of sap-onins in Medicago sativa and Medicago truncatula using HPLC coupled to an electrospray ion-trap mass spectrometer. Phytochemistry 59: 347-360.
    • (2002) Phytochemistry , vol.59 , pp. 347-360
    • Huhman, D.V.1    Sumner, L.W.2
  • 27
  • 28
    • 0034490132 scopus 로고    scopus 로고
    • Indole alkaloid biosynthesis in Catharanthus roseus: New enzyme activities and identification of cytochrome P450 CYP72A1 as secologanin synthase
    • Irmler, S., Schroder, G., St-Pierre, B., Crouch, N.P., Hotze, M., Schmidt, J. et al. (2000) Indole alkaloid biosynthesis in Catharanthus roseus: new enzyme activities and identification of cytochrome P450 CYP72A1 as secologanin synthase. Plant J. 24: 797-804.
    • (2000) Plant J. , vol.24 , pp. 797-804
    • Irmler, S.1    Schroder, G.2    St-Pierre, B.3    Crouch, N.P.4    Hotze, M.5    Schmidt, J.6
  • 29
    • 0037356157 scopus 로고    scopus 로고
    • Molecular cloning and characterization of triterpene synthases from Medicago truncatula and Lotus japonicus
    • Iturbe-Ormaetxe, I., Haralampidis, K., Papadopoulou, K. and Osbourn, A.E. (2003) Molecular cloning and characterization of triterpene synthases from Medicago truncatula and Lotus japonicus. Plant Mol. Biol. 51: 731-743.
    • (2003) Plant Mol. Biol. , vol.51 , pp. 731-743
    • Iturbe-Ormaetxe, I.1    Haralampidis, K.2    Papadopoulou, K.3    Osbourn, A.E.4
  • 30
    • 23844504930 scopus 로고    scopus 로고
    • Limnophilaspiroketone, a highly oxygenated phenolic derivative from Limnophila geoffrayi
    • Jang, D.S., Su, B.N., Pawlus, A.D., Jones, W.P., Kleps, R.A., Bunyapraphatsara, N. et al. (2005) Limnophilaspiroketone, a highly oxygenated phenolic derivative from Limnophila geoffrayi. J. Nat. Prod. 68: 1134-1136.
    • (2005) J. Nat. Prod. , vol.68 , pp. 1134-1136
    • Jang, D.S.1    Su, B.N.2    Pawlus, A.D.3    Jones, W.P.4    Kleps, R.A.5    Bunyapraphatsara, N.6
  • 31
    • 0020567543 scopus 로고
    • Saponin and sapogenol. XXXII. Chemical constituents of the seeds of Vigna angu-laris (Willd.) Ohwi et Ohashi. (2). Azukisaponins I, II, III, and IV
    • Kitagawa, I., Wang, H., Saito, M. and Yoshikawa, M. (1983) Saponin and sapogenol. XXXII. Chemical constituents of the seeds of Vigna angu-laris (Willd.) Ohwi et Ohashi. (2). Azukisaponins I, II, III, and IV. Chem. Pharm. Bull 31: 674-682.
    • (1983) Chem. Pharm. Bull , vol.31 , pp. 674-682
    • Kitagawa, I.1    Wang, H.2    Saito, M.3    Yoshikawa, M.4
  • 32
    • 34250576777 scopus 로고
    • Triterpenoid saponins. Communication 9. Structure of gypsoside
    • Kochetkov, N.K., Khorlin, A.Y. and Ovodov, Y.S. (1964) Triterpenoid saponins. Communication 9. Structure of gypsoside. Russ. Chem. Bull. 13: 1345-1353.
    • (1964) Russ. Chem. Bull. , vol.13 , pp. 1345-1353
    • Kochetkov, N.K.1    Khorlin, A.Y.2    Ovodov, Y.S.3
  • 33
    • 84861208439 scopus 로고    scopus 로고
    • B-Amyrin oxidation by oat CYP51H10 expressed heterologously in yeast cells: The first example of CYP51-dependent metabolism other than the 14-demethylation of sterol precursors
    • Kunii, M., Kitahama, Y., Fukushima, E.O., Seki, H., Muranaka, T., Yoshida, Y. et al. (2012) b-Amyrin oxidation by oat CYP51H10 expressed heterologously in yeast cells: the first example of CYP51-dependent metabolism other than the 14-demethylation of sterol precursors. Biol. Pharm. Bull. 35: 801-804.
    • (2012) Biol. Pharm. Bull. , vol.35 , pp. 801-804
    • Kunii, M.1    Kitahama, Y.2    Fukushima, E.O.3    Seki, H.4    Muranaka, T.5    Yoshida, Y.6
  • 34
    • 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
  • 36
    • 0029064652 scopus 로고
    • Rational design of aromatic polyketide natural products by recombinant assembly of enzymatic subunits
    • McDaniel, R., Ebert-Khosla, S., Hopwood, D.A. and Khosla, C. (1995) Rational design of aromatic polyketide natural products by recombinant assembly of enzymatic subunits. Nature 375: 549-554.
    • (1995) Nature , vol.375 , pp. 549-554
    • McDaniel, R.1    Ebert-Khosla, S.2    Hopwood, D.A.3    Khosla, C.4
  • 37
    • 0033515090 scopus 로고    scopus 로고
    • Multiple genetic modifications of the erythro-mycin polyketide synthase to produce a library of novel 'unnatural' natural products
    • McDaniel, R., Thamchaipenet, A., Gustafsson, C., Fu, H., Betlach, M. and Ashley, G. (1999) Multiple genetic modifications of the erythro-mycin polyketide synthase to produce a library of novel 'unnatural' natural products. Proc. Natl Acad. Sci. USA 96: 1846-1851.
    • (1999) Proc. Natl Acad. Sci. USA , vol.96 , pp. 1846-1851
    • McDaniel, R.1    Thamchaipenet, A.2    Gustafsson, C.3    Fu, H.4    Betlach, M.5    Ashley, G.6
  • 38
    • 34247267753 scopus 로고    scopus 로고
    • Saponin biosynthesis in Saponaria vaccaria. cDNAs encoding b-amyrin synthase and a triterpene carboxylic acid glucosyltrans-ferase
    • Meesapyodsuk, D., Balsevich, J., Reed, D.W. and Covello, P.S. (2007) Saponin biosynthesis in Saponaria vaccaria. cDNAs encoding b-amyrin synthase and a triterpene carboxylic acid glucosyltrans-ferase. Plant Physiol 143: 959-969.
    • (2007) Plant Physiol , vol.143 , pp. 959-969
    • Meesapyodsuk, D.1    Balsevich, J.2    Reed, D.W.3    Covello, P.S.4
  • 39
    • 0032701890 scopus 로고    scopus 로고
    • Studies on the constituents of Scutellaria species XX. Constituents of roots of Scutellaria strigillosa Hemsl
    • Miyaichi, Y., Ishii, K., Kuno, T. and Tomimori, T. (1999) Studies on the constituents of Scutellaria species XX. Constituents of roots of Scutellaria strigillosa Hemsl. Nat. Med. (Tokyo) 53: 237-241.
    • (1999) Nat. Med. (Tokyo) , vol.53 , pp. 237-241
    • Miyaichi, Y.1    Ishii, K.2    Kuno, T.3    Tomimori, T.4
  • 40
    • 0001031993 scopus 로고    scopus 로고
    • Molecular cloning and functional expression of triterpene synthases from pea (Pisum sativum) new alpha-amyrin-producing enzyme is a multifunctional triterpene synthase
    • Morita, M., Shibuya, M., Kushiro, T., Masuda, K. and Ebizuka, Y. (2000) Molecular cloning and functional expression of triterpene synthases from pea (Pisum sativum) new alpha-amyrin-producing enzyme is a multifunctional triterpene synthase. Eur. J. Biochem. 267: 3453-3460.
    • (2000) Eur. J. Biochem. , vol.267 , pp. 3453-3460
    • Morita, M.1    Shibuya, M.2    Kushiro, T.3    Masuda, K.4    Ebizuka, Y.5
  • 41
    • 42549107196 scopus 로고    scopus 로고
    • Sad3 and sad4 are required for saponin biosynthesis and root development in oat
    • Mylona, P., Owatworakit, A., Papadopoulou, K., Jenner, H., Qin, B., Findlay, K. et al. (2008) Sad3 and sad4 are required for saponin biosynthesis and root development in oat. Plant Cell 20: 201-212.
    • (2008) Plant Cell , vol.20 , pp. 201-212
    • Mylona, P.1    Owatworakit, A.2    Papadopoulou, K.3    Jenner, H.4    Qin, B.5    Findlay, K.6
  • 42
    • 77953200019 scopus 로고    scopus 로고
    • Genomic and co-expression analyses predict multiple genes involvedintriterpene sap-onin biosynthesis in Medicago truncatula
    • Naoumkina, M.A., Modolo, L.V., Huhman, D.V., Urbanczyk-Wochniak, E., Tang, Y., Sumner, L.W. et al. (2010) Genomic and co-expression analyses predict multiple genes involvedintriterpene sap-onin biosynthesis in Medicago truncatula. Plant Cell 22: 850-866.
    • (2010) Plant Cell , vol.22 , pp. 850-866
    • Naoumkina, M.A.1    Modolo, L.V.2    Huhman, D.V.3    Urbanczyk-Wochniak, E.4    Tang, Y.5    Sumner, L.W.6
  • 43
    • 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
  • 44
    • 0021222958 scopus 로고
    • Structures of dianosides G, H and I, triterpenoid saponins of Dianthus superbus var. long-icalycinus herbs
    • Oshima, Y., Ohsawa, T. and Hikino, H. (1984a) Structures of dianosides G, H and I, triterpenoid saponins of Dianthus superbus var. long-icalycinus herbs. Planta Med 50: 254-258.
    • (1984) Planta Med , vol.50 , pp. 254-258
    • Oshima, Y.1    Ohsawa, T.2    Hikino, H.3
  • 45
    • 0021356915 scopus 로고
    • Structures of dianosides A and B, analgesic principles of Dianthus superbus var. longicalycinus herbs1
    • Oshima, Y., Ohsawa, T., Oikawa, K., Konno, C. and Hikino, H. (1984b) Structures of dianosides A and B, analgesic principles of Dianthus superbus var. longicalycinus herbs1. Planta Med 50: 40-43.
    • (1984) Planta Med , vol.50 , pp. 40-43
    • Oshima, Y.1    Ohsawa, T.2    Oikawa, K.3    Konno, C.4    Hikino, H.5
  • 47
    • 78650711107 scopus 로고    scopus 로고
    • Variation in saponin content during the growing season of spotted medic [Medicago arabica (L.) Huds.]
    • Pecetti, L., Biazzi, E. and Tava., A. (2010) Variation in saponin content during the growing season of spotted medic [Medicago arabica (L.) Huds.]. J. Sci. Food Agric. 90: 2405-2410.
    • (2010) J. Sci. Food Agric. , vol.90 , pp. 2405-2410
    • Pecetti, L.1    Biazzi, E.2    Tava, A.3
  • 48
    • 81355135430 scopus 로고    scopus 로고
    • Combinatorial biosynthesis in plants: A (p)review on its potential and future exploitation
    • Pollier, J., Moses, T. and Goossens, A. (2011) Combinatorial biosynthesis in plants: a (p)review on its potential and future exploitation. Nat. Prod. Rep. 28: 1897-1916.
    • (2011) Nat. Prod. Rep. , vol.28 , pp. 1897-1916
    • Pollier, J.1    Moses, T.2    Goossens, A.3
  • 49
    • 2542634233 scopus 로고    scopus 로고
    • A gene cluster for secondary metabolism in oat: Implications for the evolution of metabolic diversity in plants
    • Qi, X., Bakht, S., Leggett, M., Maxwell, C., Melton, R. and Osbourn, A. (2004) A gene cluster for secondary metabolism in oat: implications for the evolution of metabolic diversity in plants. Proc. Natl Acad. Sci. USA 101: 8233-8238.
    • (2004) Proc. Natl Acad. Sci. USA , vol.101 , pp. 8233-8238
    • Qi, X.1    Bakht, S.2    Leggett, M.3    Maxwell, C.4    Melton, R.5    Osbourn, A.6
  • 50
    • 33845497658 scopus 로고    scopus 로고
    • A different function for a member of an ancient and highly conserved cytochrome P450 family: From essential sterols to plant defense
    • Qi, X., Bakht, S., Qin, B., Leggett, M., Hemmings, A., Mellon, F. et al. (2006) A different function for a member of an ancient and highly conserved cytochrome P450 family: from essential sterols to plant defense. Proc. Natl Acad. Sci. USA 103: 18848-18853.
    • (2006) Proc. Natl Acad. Sci. USA , vol.103 , pp. 18848-18853
    • Qi, X.1    Bakht, S.2    Qin, B.3    Leggett, M.4    Hemmings, A.5    Mellon, F.6
  • 52
    • 29244486464 scopus 로고    scopus 로고
    • Functional and structural analysis of genes encoding oxidos-qualene cyclases of Lotus japonicus
    • Sawai, S., Shindo, T., Sato, S., Kaneko, T., Tabata, S., Ayabe, S. et al. (2006) Functional and structural analysis of genes encoding oxidos-qualene cyclases of Lotus japonicus. Plant Sci. 170: 247-257.
    • (2006) Plant Sci. , vol.170 , pp. 247-257
    • Sawai, S.1    Shindo, T.2    Sato, S.3    Kaneko, T.4    Tabata, S.5    Ayabe, S.6
  • 53
    • 52949093520 scopus 로고    scopus 로고
    • Licorice b-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 b-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
  • 54
    • 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
  • 55
    • 33644949950 scopus 로고    scopus 로고
    • Identification of b-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 b-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
  • 56
    • 0001569677 scopus 로고
    • 3b, 24-Dihydroxyolean-12-en-28-oic acid, a pentacyclic triterpene acid from Lantana indica
    • Singh, S.K., Tripathi, V.J. and Singh, R.H. (1990) 3b, 24-Dihydroxyolean-12-en-28-oic acid, a pentacyclic triterpene acid from Lantana indica. Phytochemistry 29: 3360-3362.
    • (1990) Phytochemistry , vol.29 , pp. 3360-3362
    • Singh, S.K.1    Tripathi, V.J.2    Singh, R.H.3
  • 57
    • 4344587843 scopus 로고    scopus 로고
    • Biological activities and distribution of plant saponins
    • Sparg, S.G., Light, M.E. and van Staden, J. (2004) Biological activities and distribution of plant saponins. J. Ethnopharmacol. 94: 219-243.
    • (2004) J. Ethnopharmacol. , vol.94 , pp. 219-243
    • Sparg, S.G.1    Light, M.E.2    Van Staden, J.3
  • 58
    • 0036959970 scopus 로고    scopus 로고
    • A genomics approach to the early stages of triterpene saponin biosynthesis in Medicago truncatula
    • Suzuki, H., Achnine, L., Xu, R., Matsuda, S.P. and Dixon, R.A. (2002) A genomics approach to the early stages of triterpene saponin biosynthesis in Medicago truncatula. Plant J. 32: 1033-1048.
    • (2002) Plant J. , vol.32 , pp. 1033-1048
    • Suzuki, H.1    Achnine, L.2    Xu, R.3    Matsuda, S.P.4    Dixon, R.A.5
  • 59
    • 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
  • 60
    • 19344369476 scopus 로고    scopus 로고
    • Engineered biosynthesis of regioselectively modified aromatic polyketides using bimodular polyketide synthases
    • Tang, Y., Lee, T.S. and Khosla, C. (2004) Engineered biosynthesis of regioselectively modified aromatic polyketides using bimodular polyketide synthases. PLoS Biol. 2: 227-238.
    • (2004) PLoS Biol. , vol.2 , pp. 227-238
    • Tang, Y.1    Lee, T.S.2    Khosla, C.3
  • 61
    • 0037978128 scopus 로고    scopus 로고
    • A C35 carotenoid biosynthetic pathway
    • Umeno, D. and Arnold, F.H. (2003) A C35 carotenoid biosynthetic pathway. Appl. Environ. Microbiol. 69: 3573-3579.
    • (2003) Appl. Environ. Microbiol. , vol.69 , pp. 3573-3579
    • Umeno, D.1    Arnold, F.H.2
  • 62
    • 0031981426 scopus 로고    scopus 로고
    • Antifungal activity of triterpenoids from Lantana indica root
    • Verma, D.K., Tripathi, V.J., Rana, B.K. and Taneja, V. (1998) Antifungal activity of triterpenoids from Lantana indica root. Fitoterapia 69: 188-189.
    • (1998) Fitoterapia , vol.69 , pp. 188-189
    • Verma, D.K.1    Tripathi, V.J.2    Rana, B.K.3    Taneja, V.4
  • 63
    • 84877933736 scopus 로고    scopus 로고
    • Chemical constituents of mangrove plant Excoecaria agallocha L
    • 967
    • Wang, J., Dong, M., Zhang, W., Shen, X. and Guo, Y. (2006) Chemical constituents of mangrove plant Excoecaria agallocha L. Tianran Chanwu Yanjiu Yu Kaifa 18: 945-947, 967.
    • (2006) Tianran Chanwu Yanjiu Yu Kaifa , vol.18 , pp. 945-947
    • Wang, J.1    Dong, M.2    Zhang, W.3    Shen, X.4    Guo, Y.5
  • 64
    • 2942651279 scopus 로고    scopus 로고
    • Studies on chemical constituents from Potentilla multifida L
    • Xue, P., Qiao, L., Liang, H. and Zhao, Y. (2004) Studies on chemical constituents from Potentilla multifida L. Beijing Daxue Xuebao, Yixueban 36: 21-23.
    • (2004) Beijing Daxue Xuebao, Yixueban , vol.36 , pp. 21-23
    • Xue, P.1    Qiao, L.2    Liang, H.3    Zhao, Y.4
  • 66
    • 62849084758 scopus 로고    scopus 로고
    • Combinatorial expression of bacterial whole mevalonate pathway for the production of b-carotene in E. coli
    • Yoon, S.H., Lee, S.H., Das, A., Ryu, H.K., Jang, H.J., Kim, J.Y. et al. (2009) Combinatorial expression of bacterial whole mevalonate pathway for the production of b-carotene in E. coli. J. Biotechnol. 140: 218-226.
    • (2009) J. Biotechnol. , vol.140 , pp. 218-226
    • Yoon, S.H.1    Lee, S.H.2    Das, A.3    Ryu, H.K.4    Jang, H.J.5    Kim, J.Y.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.