메뉴 건너뛰기




Volumn 68, Issue 3, 2007, Pages 335-341

Administering cultured Taxus cells with early precursors reveals bifurcations in the taxoid biosynthetic pathway

Author keywords

Taxaceae; Taxadienol acetylation; Taxol; Taxus cuspidata; Taxus media; Taxuyunnanine C; Yew

Indexed keywords

TAXOID;

EID: 33846188515     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2006.10.019     Document Type: Article
Times cited : (25)

References (24)
  • 2
    • 4444236702 scopus 로고    scopus 로고
    • Regioselectivity of taxoid-O-acetyltransferases: heterologous expression and characterization of a new taxadien-5α-O-acetyltransferase
    • Chau M., Walker K., Long R., and Croteau R. Regioselectivity of taxoid-O-acetyltransferases: heterologous expression and characterization of a new taxadien-5α-O-acetyltransferase. Arch. Biochem. Biophys. 430 (2004) 237-246
    • (2004) Arch. Biochem. Biophys. , vol.430 , pp. 237-246
    • Chau, M.1    Walker, K.2    Long, R.3    Croteau, R.4
  • 4
    • 85127711105 scopus 로고
    • Biosynthesis of taxol
    • Suffness M. (Ed), CRC Press, Boca Raton, FL, USA
    • Floss H.G., and Mocek U. Biosynthesis of taxol. In: Suffness M. (Ed). Taxol - Science and Applications (1995), CRC Press, Boca Raton, FL, USA 191-208
    • (1995) Taxol - Science and Applications , pp. 191-208
    • Floss, H.G.1    Mocek, U.2
  • 5
    • 0347019541 scopus 로고    scopus 로고
    • Facile orthoester formation in a model compound of the taxol oxetane: are biologically active epoxy esters, orthoesters and oxetanyl esters latent electrophiles?
    • Giner J.-L., and Faraldos J.A. Facile orthoester formation in a model compound of the taxol oxetane: are biologically active epoxy esters, orthoesters and oxetanyl esters latent electrophiles?. Helv. Chim. Acta 86 (2003) 3613-3622
    • (2003) Helv. Chim. Acta , vol.86 , pp. 3613-3622
    • Giner, J.-L.1    Faraldos, J.A.2
  • 7
    • 0030154837 scopus 로고    scopus 로고
    • Cytochrome P450-catalyzed hydroxylation of taxa-4(20),11(12)-diene to taxa-4(5),11(12)-dien-5α-ol: the first oxygenation step in Taxol biosynthesis
    • Hefner J., Rubenstein S.M., Ketchum R.E.B., Gibson D.M., Williams R.M., and Croteau R. Cytochrome P450-catalyzed hydroxylation of taxa-4(20),11(12)-diene to taxa-4(5),11(12)-dien-5α-ol: the first oxygenation step in Taxol biosynthesis. Chem. Biol. 3 (1996) 479-489
    • (1996) Chem. Biol. , vol.3 , pp. 479-489
    • Hefner, J.1    Rubenstein, S.M.2    Ketchum, R.E.B.3    Gibson, D.M.4    Williams, R.M.5    Croteau, R.6
  • 8
    • 0037067339 scopus 로고    scopus 로고
    • Studies on Taxol biosynthesis. Preparation of taxa-4(20),11(12)-dien-5α-acetoxy-10β-ol by deoxygenation of a taxadiene tetraacetate obtained from Japanese yew
    • Horiguchi T., Rithner C.D., Croteau R., and Williams R.M. Studies on Taxol biosynthesis. Preparation of taxa-4(20),11(12)-dien-5α-acetoxy-10β-ol by deoxygenation of a taxadiene tetraacetate obtained from Japanese yew. J. Org. Chem. 67 (2002) 4901-4903
    • (2002) J. Org. Chem. , vol.67 , pp. 4901-4903
    • Horiguchi, T.1    Rithner, C.D.2    Croteau, R.3    Williams, R.M.4
  • 9
    • 27544462926 scopus 로고    scopus 로고
    • Taxoids occuring in the genus Taxus
    • Itokawa H., and Lee K.-H. (Eds), Taylor & Francis, London, UK
    • Itokawa H. Taxoids occuring in the genus Taxus. In: Itokawa H., and Lee K.-H. (Eds). Taxus - The Genus Taxus (2003), Taylor & Francis, London, UK 35-78
    • (2003) Taxus - The Genus Taxus , pp. 35-78
    • Itokawa, H.1
  • 10
    • 2642518854 scopus 로고    scopus 로고
    • Cytochrome P450 taxadiene 5α-hydroxylase, a mechanistically unusual monooxygenase catalyzing the first oxygenation step of Taxol biosynthesis
    • Jennewein S., Long R.M., Williams R.M., and Croteau R. Cytochrome P450 taxadiene 5α-hydroxylase, a mechanistically unusual monooxygenase catalyzing the first oxygenation step of Taxol biosynthesis. Chem. Biol. 11 (2004) 379-387
    • (2004) Chem. Biol. , vol.11 , pp. 379-387
    • Jennewein, S.1    Long, R.M.2    Williams, R.M.3    Croteau, R.4
  • 11
    • 0035923612 scopus 로고    scopus 로고
    • Taxol biosynthesis: taxane 13α-hydroxylase is a cytochrome P450-dependent monooxygenase
    • Jennewein S., Rithner C.D., Williams R.M., and Croteau R. Taxol biosynthesis: taxane 13α-hydroxylase is a cytochrome P450-dependent monooxygenase. Proc. Natl. Acad. Sci. USA 98 (2001) 13595-13600
    • (2001) Proc. Natl. Acad. Sci. USA , vol.98 , pp. 13595-13600
    • Jennewein, S.1    Rithner, C.D.2    Williams, R.M.3    Croteau, R.4
  • 12
    • 0242669969 scopus 로고    scopus 로고
    • Taxoid metabolism: taxoid 14β-hydroxylase is a cytochrome P450-dependent monooxygenase
    • Jennewein S., Rithner C.D., Williams R.M., and Croteau R. Taxoid metabolism: taxoid 14β-hydroxylase is a cytochrome P450-dependent monooxygenase. Arch. Biochem. Biophys. 413 (2003) 262-270
    • (2003) Arch. Biochem. Biophys. , vol.413 , pp. 262-270
    • Jennewein, S.1    Rithner, C.D.2    Williams, R.M.3    Croteau, R.4
  • 13
    • 33845457895 scopus 로고    scopus 로고
    • The taxoid metabolome and the elucidation of the paclitaxel biosynthetic pathway in cell suspension cultures of Taxus
    • Saito K., Dixon R., and Willmetzer L. (Eds), Springer, Heidelberg
    • Ketchum R.E.B., and Croteau R.B. The taxoid metabolome and the elucidation of the paclitaxel biosynthetic pathway in cell suspension cultures of Taxus. In: Saito K., Dixon R., and Willmetzer L. (Eds). Biotechnology in Agriculture and Forestry vol. 57 (2006), Springer, Heidelberg 291-309
    • (2006) Biotechnology in Agriculture and Forestry , vol.57 , pp. 291-309
    • Ketchum, R.E.B.1    Croteau, R.B.2
  • 14
    • 0033524365 scopus 로고    scopus 로고
    • The kinetics of taxoid accumulation in cell suspension cultures of Taxus following elicitation with methyl jasmonate
    • Ketchum R.E.B., Gibson D.M., Croteau R.B., and Shuler M.L. The kinetics of taxoid accumulation in cell suspension cultures of Taxus following elicitation with methyl jasmonate. Biotechnol. Bioeng. 62 (1999) 97-105
    • (1999) Biotechnol. Bioeng. , vol.62 , pp. 97-105
    • Ketchum, R.E.B.1    Gibson, D.M.2    Croteau, R.B.3    Shuler, M.L.4
  • 15
    • 0345701916 scopus 로고    scopus 로고
    • Taxus metabolomics: methyl jasmonate preferentially induces production of taxoids oxygenated at C-13 in Taxus media cell cultures
    • Ketchum R.E.B., Rithner C.D., Qiu D., Kim Y.S., Williams R.M., and Croteau R.B. Taxus metabolomics: methyl jasmonate preferentially induces production of taxoids oxygenated at C-13 in Taxus media cell cultures. Phytochemistry 62 (2003) 901-909
    • (2003) Phytochemistry , vol.62 , pp. 901-909
    • Ketchum, R.E.B.1    Rithner, C.D.2    Qiu, D.3    Kim, Y.S.4    Williams, R.M.5    Croteau, R.B.6
  • 16
    • 27544461348 scopus 로고    scopus 로고
    • The commercial cultivation of Taxus species and production of taxoids
    • Itokawa H., and Lee K.-H. (Eds), Taylor & Francis, London, UK
    • Kikuchi Y., and Yatagai M. The commercial cultivation of Taxus species and production of taxoids. In: Itokawa H., and Lee K.-H. (Eds). Taxus - The Genus Taxus (2003), Taylor & Francis, London, UK 151-178
    • (2003) Taxus - The Genus Taxus , pp. 151-178
    • Kikuchi, Y.1    Yatagai, M.2
  • 17
    • 0028964563 scopus 로고
    • Cyclization of geranylgeranyl diphosphate to taxa-4(5),11(12)-diene is the committed step of Taxol biosynthesis in Pacific yew
    • Koepp A.E., Hezari M., Zajicek J., Stofer Vogel B., LaFever R.E., Lewis N.G., and Croteau R. Cyclization of geranylgeranyl diphosphate to taxa-4(5),11(12)-diene is the committed step of Taxol biosynthesis in Pacific yew. J. Biol. Chem. 270 (1995) 8686-8690
    • (1995) J. Biol. Chem. , vol.270 , pp. 8686-8690
    • Koepp, A.E.1    Hezari, M.2    Zajicek, J.3    Stofer Vogel, B.4    LaFever, R.E.5    Lewis, N.G.6    Croteau, R.7
  • 18
    • 27244462261 scopus 로고    scopus 로고
    • Taxol biosynthesis: differential transformation of taxadien-5α-ol and its acetate ester by cytochrome P450 hydroxylases from Taxus suspension cells
    • Lovy Wheeler A., Long R.M., Ketchum R.E.B., Rithner C.D., Williams R.M., and Croteau R. Taxol biosynthesis: differential transformation of taxadien-5α-ol and its acetate ester by cytochrome P450 hydroxylases from Taxus suspension cells. Arch. Biochem. Biophys. 390 (2001) 265-278
    • (2001) Arch. Biochem. Biophys. , vol.390 , pp. 265-278
    • Lovy Wheeler, A.1    Long, R.M.2    Ketchum, R.E.B.3    Rithner, C.D.4    Williams, R.M.5    Croteau, R.6
  • 19
    • 0023812476 scopus 로고
    • Taxus (yews) - a highly toxic plant
    • Odgen L. Taxus (yews) - a highly toxic plant. Vet. Hum. Toxicol. 30 (1988) 563-564
    • (1988) Vet. Hum. Toxicol. , vol.30 , pp. 563-564
    • Odgen, L.1
  • 20
    • 0034032917 scopus 로고    scopus 로고
    • Synthesis of stable and radioisotopomers of taxa-4(5),11(12)-diene, taxa-4(20),11(12)-diene and taxa-4(20),11(12)-dien-5α-ol, early intermediates in taxol biosynthesis
    • Rubenstein S.M., Vazquez A., Sanz-Cervera J.F., and Williams R.M. Synthesis of stable and radioisotopomers of taxa-4(5),11(12)-diene, taxa-4(20),11(12)-diene and taxa-4(20),11(12)-dien-5α-ol, early intermediates in taxol biosynthesis. J. Labelled Compds. Radiopharm. 43 (2000) 481-491
    • (2000) J. Labelled Compds. Radiopharm. , vol.43 , pp. 481-491
    • Rubenstein, S.M.1    Vazquez, A.2    Sanz-Cervera, J.F.3    Williams, R.M.4
  • 21
    • 0035852639 scopus 로고    scopus 로고
    • Molecular cloning of a cytochrome P450 taxane 10β-hydroxylase cDNA from Taxus and functional expression in yeast
    • Schoendorf A., Rithner C.D., Williams R.M., and Croteau R. Molecular cloning of a cytochrome P450 taxane 10β-hydroxylase cDNA from Taxus and functional expression in yeast. Proc. Natl. Acad. Sci. USA 98 (2001) 1501-1506
    • (2001) Proc. Natl. Acad. Sci. USA , vol.98 , pp. 1501-1506
    • Schoendorf, A.1    Rithner, C.D.2    Williams, R.M.3    Croteau, R.4
  • 22
    • 27544446748 scopus 로고    scopus 로고
    • Plant tissue culture of taxoids
    • Itokawa H., and Lee K.-H. (Eds), Taylor & Francis, London, UK
    • Takeya K. Plant tissue culture of taxoids. In: Itokawa H., and Lee K.-H. (Eds). Taxus - The Genus Taxus (2003), Taylor & Francis, London, UK 134-150
    • (2003) Taxus - The Genus Taxus , pp. 134-150
    • Takeya, K.1
  • 23
    • 0036789932 scopus 로고    scopus 로고
    • Molecular cloning and heterologous expression of the C-13 phenylpropanoid side chain-CoA acyltransferase that functions in Taxol biosynthesis
    • Walker K., Fujisaki S., Long R., and Croteau R. Molecular cloning and heterologous expression of the C-13 phenylpropanoid side chain-CoA acyltransferase that functions in Taxol biosynthesis. Proc. Natl. Acad. Sci. USA 99 (2002) 12715-12720
    • (2002) Proc. Natl. Acad. Sci. USA , vol.99 , pp. 12715-12720
    • Walker, K.1    Fujisaki, S.2    Long, R.3    Croteau, R.4
  • 24
    • 0033560575 scopus 로고    scopus 로고
    • Partial purification and characterization of acetyl coenzyme A:taxa-4(20),11(12)-dien-5α-ol-O-acetyl transferase that catalyzes the first acylation step of Taxol biosynthesis
    • Walker K., Ketchum R.E.B., Hezari M., Gatfield D., Goleniowski M., Barthol A., and Croteau R. Partial purification and characterization of acetyl coenzyme A:taxa-4(20),11(12)-dien-5α-ol-O-acetyl transferase that catalyzes the first acylation step of Taxol biosynthesis. Arch. Biochem. Biophys. 364 (1999) 273-279
    • (1999) Arch. Biochem. Biophys. , vol.364 , pp. 273-279
    • Walker, K.1    Ketchum, R.E.B.2    Hezari, M.3    Gatfield, D.4    Goleniowski, M.5    Barthol, A.6    Croteau, R.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.