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Volumn , Issue , 2013, Pages 425-438

Cardenolide aglycone formation in digitalis

Author keywords

Biosynthesis; Cardenolides; Cardiac glycosides; Cytochrome P450; Digitalis; Enone reductase; Gene expression; Hydroxysteroid dehydrogenase; Isoplexis; Molecular cloning; Oxidoreductase; Phylogeny; Plantaginaceae; SDR; Short chain dehydrogenase reductase family

Indexed keywords


EID: 84897667616     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1007/978-1-4614-4063-5_29     Document Type: Chapter
Times cited : (18)

References (79)
  • 2
    • 77955429038 scopus 로고    scopus 로고
    • Highly conserved progesterone 5ß-reductase genes (P5ßR) from 5ß-cardenolide-free and 5ß-cardenolide-producing angiosperms
    • Bauer P, Munkert J, Brydziun M, Burda E, Müller-Uri F, Gröger H, Muller YA, Kreis W (2010) Highly conserved progesterone 5ß-reductase genes (P5ßR) from 5ß-cardenolide-free and 5ß-cardenolide-producing angiosperms. Phytochemistry 71:1495-1505
    • (2010) Phytochemistry , vol.71 , pp. 1495-1505
    • Bauer, P.1    Munkert, J.2    Brydziun, M.3    Burda, E.4    Müller-Uri, F.5    Gröger, H.6    Muller, Y.A.7    Kreis, W.8
  • 3
    • 0037126640 scopus 로고    scopus 로고
    • Structure of bacterial 3ß/17ß-hydroxysteroid dehydrogenase at 1.2 A resolution: A model for multiple steroid recognition
    • Benach J, Filling C, Oppermann UCT, Roversi P, Bricogne G, Berndt K, Jörnvall H, Ladenstein R (2002) Structure of bacterial 3ß/17ß-hydroxysteroid dehydrogenase at 1.2 A resolution: a model for multiple steroid recognition. Biochemistry 41:14659-14668
    • (2002) Biochemistry , vol.41 , pp. 14659-14668
    • Benach, J.1    Filling, C.2    Oppermann, U.3    Roversi, P.4    Bricogne, G.5    Berndt, K.6    Jörnvall, Ladenstein, H.7
  • 4
    • 0003393885 scopus 로고
    • Recent studies on steroid isomerase from Pseudomonas testosteroni and Pseudomonas putida
    • Benisek WF, Ogez JR, Smith SB (1980) Recent studies on steroid isomerase from Pseudomonas testosteroni and Pseudomonas putida. Ann N Y Acad Sci 346:115-130
    • (1980) Ann N Y Acad Sci , vol.346 , pp. 115-130
    • Benisek, W.F.1    Ogez, J.R.2    Smith, S.B.3
  • 5
    • 6344253300 scopus 로고    scopus 로고
    • Molecular phylogeny of the genera Digitalis L. And Isoplexis (Lindley) Loudon (Veronicaceae) based on ITS- and trnL-F sequences
    • Bräuchler C, Meinberg H, Heubl G (2004) Molecular phylogeny of the genera Digitalis L. and Isoplexis (Lindley) Loudon (Veronicaceae) based on ITS- and trnL-F sequences. Plant Sys Evol 248:111-128
    • (2004) Plant Sys Evol , vol.248 , pp. 111-128
    • Bräuchler, C.1    Meinberg, H.2    Heubl, G.3
  • 6
    • 72149111396 scopus 로고    scopus 로고
    • Recombinant A4,5-steroid 5ß-reductases as biocatalysts for the reduction of activated C=C double bonds in monocyclic and acrylic molecules
    • Burda E, Krausser M, Fischer G, Hummel W, Müller-Uri F, Kreis W, Gröger H (2009) Recombinant A4,5-steroid 5ß-reductases as biocatalysts for the reduction of activated C=C double bonds in monocyclic and acrylic molecules. Adv Synth Catal 351:2787-2790
    • (2009) Adv Synth Catal , vol.351 , pp. 2787-2790
    • Burda, E.1    Krausser, M.2    Fischer, G.3    Hummel, W.4    Müller-Uri, F.5    Kreis, W.6    Gröger, H.7
  • 7
    • 0010595616 scopus 로고
    • Biosynthesis of plant sterols -IV. An investigation of a possible mode of 14ß-hydrox-ylation in digitoxigenin
    • Caspi E, Lewis DO (1968) Biosynthesis of plant sterols -IV. An investigation of a possible mode of 14ß-hydrox-ylation in digitoxigenin. Phytochemistry 7:683-691
    • (1968) Phytochemistry , vol.7 , pp. 683-691
    • Caspi, E.1    Lewis, D.O.2
  • 8
    • 34548198278 scopus 로고
    • The 14ß-hydrox-ylation in the biosynthesis of cardenolides in Digitalis purpurea The role of 3ß-hydroxy-5ß-pregn-8(14)-en-20-one
    • Deluca ME, Seldes AM, Gros EG (1987) The 14ß-hydrox-ylation in the biosynthesis of cardenolides in Digitalis purpurea The role of 3ß-hydroxy-5ß-pregn-8(14)-en-20-one. Z Naturforsch 42c:77-78
    • (1987) Z Naturforsch , vol.42c , pp. 77-78
    • Deluca, M.E.1    Seldes, A.M.2    Gros, E.G.3
  • 9
    • 9844261234 scopus 로고
    • Biosynthesis of digitoxin in Digitalis purpurea
    • Deluca ME, Seldes AM, Gros EG (1989) Biosynthesis of digitoxin in Digitalis purpurea. Phytochemistry28:109-111
    • (1989) Phytochemistry , vol.28 , pp. 109-111
    • Deluca, M.E.1    Seldes, A.M.2    Gros, E.G.3
  • 10
    • 33645734921 scopus 로고    scopus 로고
    • Crystallization and preliminary crystallographic analysis of selenomethionine-labelled progesterone 5ß-reductase from Digitalis lanata Ehrh
    • Egerer-Sieber C, Herl V, Müller-Uri F, Kreis W, Muller YA (2006) Crystallization and preliminary crystallographic analysis of selenomethionine-labelled progesterone 5ß-reductase from Digitalis lanata Ehrh. Acta Cryst F62:186-188
    • (2006) Acta Cryst , vol.F62 , pp. 186-188
    • Egerer-Sieber, C.1    Herl, V.2    Müller-Uri, F.3    Kreis, W.4    Muller, Y.A.5
  • 11
    • 0032589562 scopus 로고    scopus 로고
    • A5-3ß-hydroxysteroid dehydrogenase from Digitalis lanata Ehrh. - A multifunctional enzyme in steroid metabolism?
    • Finsterbusch A, Lindemann P, Grimm R, Eckerskorn C, Luckner M (1999) A5-3ß-hydroxysteroid dehydrogenase from Digitalis lanata Ehrh. - a multifunctional enzyme in steroid metabolism? Planta 209:479-486
    • (1999) Planta , vol.209 , pp. 479-486
    • Finsterbusch, A.1    Lindemann, P.2    Grimm, R.3    Eckerskorn, C.4    Luckner, M.5
  • 12
    • 0014792103 scopus 로고
    • Biotransformation of digitoxin by suspension callus culture of Digitalis purpurea
    • Furuya T, Hirotani M, Shinohara T (1970)Biotransformation of digitoxin by suspension callus culture of Digitalis purpurea. Chem Pharm Bull18:1080-1081
    • (1970) Chem Pharm Bull , vol.18 , pp. 1080-1081
    • Furuya, T.1    Hirotani, M.2    Shinohara, T.3
  • 13
    • 0028031729 scopus 로고
    • I n vitro reconstitution of a functional peripheral-type benzodiazepine receptor from mouse Leydig tumor cells
    • Garnier M, Dimchev AB, Boujrad N, Price JM, Must NA, Papagopoulos V (1994) I n vitro reconstitution of a functional peripheral-type benzodiazepine receptor from mouse Leydig tumor cells. Mol Pharmacol45:201-211
    • (1994) Mol Pharmacol , vol.45 , pp. 201-211
    • Garnier, M.1    Dimchev, A.B.2    Boujrad, N.3    Price, J.M.4    Must, N.A.5    Papagopoulos, V.6
  • 14
    • 0027959740 scopus 로고
    • Purification, characterization and partial peptide microsequencing of progesterone 5ß-reductase from shoot cultures of Digitalis purpurea
    • Gärtner DE, Keilholz W, Seitz HU (1994) Purification, characterization and partial peptide microsequencing of progesterone 5ß-reductase from shoot cultures of Digitalis purpurea.Eur J Biochem 225:1125-1132
    • (1994) Eur J Biochem , vol.225 , pp. 1125-1132
    • Gärtner, D.E.1    Keilholz, W.2    Seitz, H.U.3
  • 15
    • 84990768001 scopus 로고
    • Enzyme activities in cardenolide-accumulating, mixotrophic shoot cultures of Digitalis purpurea L
    • Gärtner DE, Seitz HU (1993) Enzyme activities in cardenolide-accumulating, mixotrophic shoot cultures of Digitalis purpurea L. J Plant Physiol 141:269-275
    • (1993) J Plant Physiol , vol.141 , pp. 269-275
    • Gärtner, D.E.1    Seitz, H.U.2
  • 16
    • 0025153490 scopus 로고
    • A stereospecific enzyme of the putative biosynthetic pathway of carde-nolides. Characterization of a progesterone 5ß-reductase from leaves of Digitalis purpurea L
    • Gärtner DE, Wendroth S, Seitz HU (1990) A stereospecific enzyme of the putative biosynthetic pathway of carde-nolides. Characterization of a progesterone 5ß-reductase from leaves of Digitalis purpurea L. FEBS Lett 271:239-242
    • (1990) FEBS Lett , vol.271 , pp. 239-242
    • Gärtner, D.E.1    Wendroth, S.2    Seitz, H.U.3
  • 17
    • 33847292886 scopus 로고    scopus 로고
    • Plant progesterone 5ß-reductase is not homologous to the animal enzyme. Molecular evolutionary characterization of P5ßR from Digitalis purpurea. Phytochemistry 68:853-864 Gregory H, Leete E (1969) Progesterone: Its possible role in the biosynthesis of cardenolides in Digitalis lanata. Chemistry and Industry, London
    • Gavidia I, Tarrio R, Rodriguez-Trelles F, Perez-Bermudez P, Seitz HU (2007) Plant progesterone 5ß-reductase is not homologous to the animal enzyme. Molecular evolutionary characterization of P5ßR from Digitalis purpurea. Phytochemistry 68:853-864 Gregory H, Leete E (1969) Progesterone: its possible role in the biosynthesis of cardenolides in Digitalis lanata. Chemistry and Industry, London, UK, 30: 1242-1243
    • (2007) UK , vol.30 , pp. 1242-1243
    • Gavidia, I.1    Tarrio, R.2    Rodriguez-Trelles, F.3    Perez-Bermudez, P.4    Seitz, H.U.5
  • 18
    • 84949018324 scopus 로고    scopus 로고
    • Dissertation, Universität Erlangen-Nürnberg
    • Grigat R (2005) Die Progesteron-5a-Reduktase. Dissertation, Universität Erlangen-Nürnberg
    • (2005) Die Progesteron-5A-Reduktase
    • Grigat, R.1
  • 19
    • 0002459463 scopus 로고
    • Biosynthesis of plant steroid
    • Gros EG, Leete E (1965) Biosynthesis of plant steroids. J Am Chem Soc 87:3479-3484
    • (1965) J am Chem So , vol.8 , pp. 3479-4348
    • Gro, E.1    Leet, E.2
  • 20
    • 13744255893 scopus 로고    scopus 로고
    • Plant metabolic diversity: A regulatory perspectiv
    • Grotewold E (2005) Plant metabolic diversity: a regulatory perspective. Trends Plant Sci 10:1-6
    • (2005) Trends Plant Sc , vol.1
    • Grotewol, E.1
  • 21
    • 0020553177 scopus 로고
    • Effects of mineral salts, initial pH and precursors on digitoxin formation by shoot-forming cultures of Digitalis purpurea L. Grown in liquid media
    • Hagimori M, Matsumoto T, Obi Y (1983) Effects of mineral salts, initial pH and precursors on digitoxin formation by shoot-forming cultures of Digitalis purpurea L. grown in liquid media. Agric Biol Chem47:565-571
    • (1983) Agric Biol Chem , vol.47 , pp. 565-571
    • Hagimori, M.1    Matsumoto, T.2    Obi, Y.3
  • 22
    • 36549024989 scopus 로고    scopus 로고
    • From waste products to ecochemicals: Fifty years research of plant secondary metabolism
    • Hartmann T (2007) From waste products to ecochemicals: Fifty years research of plant secondary metabolism. Phytochemistry 68:2831-2846
    • (2007) Phytochemistry , vol.68 , pp. 2831-2846
    • Hartmann, T.1
  • 23
    • 0030794759 scopus 로고    scopus 로고
    • Effects of various pregnanes and two 23-nor-5-cholenic acids on cardenolide accumulation in cell and organ cultures of Digitalis lanata
    • Haussmann W, Kreis W, Stuhlemmer U, Reinhard E(1997) Effects of various pregnanes and two 23-nor-5-cholenic acids on cardenolide accumulation in cell and organ cultures of Digitalis lanata. Planta Med 63: 446-453
    • (1997) Planta Med , vol.63 , pp. 446-453
    • Haussmann, W.1    Kreis, W.2    Stuhlemmer, U.3    Reinhard, E.4
  • 24
    • 0017834255 scopus 로고
    • Sterols in cell cultures of Digitalis lanata
    • Helmbold H, Voelter W, Reinhard E (1978) Sterols in cell cultures of Digitalis lanata. Planta Med 33: 185-187
    • (1978) Planta Med , vol.33 , pp. 185-187
    • Helmbold, H.1    Voelter, W.2    Reinhard, E.3
  • 25
    • 33750387646 scopus 로고    scopus 로고
    • Molecular cloning and expression of progesterone 5ß-reductase (5ß-POR) from Isoplexis canar-iensis
    • Herl V, Fischer G, Bötsch R, Müller-Uri F, Kreis W (2006a) Molecular cloning and expression of progesterone 5ß-reductase (5ß-POR) from Isoplexis canar-iensis.Planta Med 72:1163-1165
    • (2006) Planta Med , vol.72 , pp. 1163-1165
    • Herl, V.1    Fischer, G.2    Bötsch, R.3    Müller-Uri, F.4    Kreis, W.5
  • 26
    • 30344460658 scopus 로고    scopus 로고
    • Molecular cloning and heterologous expression of progesterone 5ß-reductase from Digitalis lanata Ehrh
    • Herl V, Fischer G, Müller-Uri F, Kreis W (2006b)Molecular cloning and heterologous expression of progesterone 5ß-reductase from Digitalis lanata Ehrh. Phytochemistry 67:225-231
    • (2006) Phytochemistry , vol.67 , pp. 225-231
    • Herl, V.1    Fischer, G.2    Müller-Uri, F.3    Kreis, W.4
  • 27
    • 34447540345 scopus 로고    scopus 로고
    • D5-3ß-Hydroxysteroid dehydrogenase (3ßHSD) from Digitalis lanata Ehrh. Heterologous expression and characterisation of the recombinant enzyme
    • Herl V, Frankenstein J, Meitinger N, Müller-Uri F, Kreis W (2007) D5-3ß-Hydroxysteroid dehydrogenase (3ßHSD) from Digitalis lanata Ehrh. Heterologous expression and characterisation of the recombinant enzyme. Planta Med 73:704-710
    • (2007) Planta Med , vol.73 , pp. 704-710
    • Herl, V.1    Frankenstein, J.2    Meitinger, N.3    Müller-Uri, F.4    Kreis, W.5
  • 28
    • 41849085212 scopus 로고    scopus 로고
    • Using progesterone 5ß-reductase, a gene encoding a key enzyme in the cardenolide biosynthesis, to infer the phylogeny of the genus Digitalis
    • Herl V, Albach DC, Müller-Uri F, Bräuchler C, Heubl G, Kreis W (2008) Using progesterone 5ß-reductase, a gene encoding a key enzyme in the cardenolide biosynthesis, to infer the phylogeny of the genus Digitalis. Plant Syst Evol 271:65-78
    • (2008) Plant Syst Evol , vol.271 , pp. 65-78
    • Herl, V.1    Albach, D.C.2    Müller-Uri, F.3    Bräuchler, C.4    Heubl, G.5    Kreis, W.6
  • 29
    • 62949202356 scopus 로고    scopus 로고
    • The VEP1 gene (At4g24220) encodes a short-chain dehydrogenase/reductase with 3-oxo-A4,5-steroid 5ß-reductase activity in Arabidopsis thaliana L
    • Herl V, Fischer G, Reva VA, Stiebritz M, Müller-Uri F, Muller Y, Kreis W (2009) The VEP1 gene (At4g24220) encodes a short-chain dehydrogenase/reductase with 3-oxo-A4,5-steroid 5ß-reductase activity in Arabidopsis thaliana L. Biochimie 91:517-525
    • (2009) Biochimie , vol.91 , pp. 517-525
    • Herl, V.1    Fischer, G.2    Reva, V.A.3    Stiebritz, M.4    Müller-Uri, F.5    Muller, Y.6    Kreis, W.7
  • 32
    • 84955722771 scopus 로고
    • Cloning, nucleotide sequence, and overexpression of the gene coding for A5-3-ketosteroid isomerase from Pseudomonas putida biotype B
    • 5-3-ketosteroid isomerase from Pseudomonas putida biotype B. J Bacteriol 21: 6673-6676
    • (1994) J Bacteriol , vol.21 , pp. 6673-6676
    • Kim, S.W.1    Kim, C.Y.2    Benisek, W.F.3    Choi, K.Y.4
  • 34
    • 0031830211 scopus 로고    scopus 로고
    • Cardenolide biosynthesis in foxglove
    • Kreis W, Hensel A, Stuhlemmer U (1998) Cardenolide biosynthesis in foxglove. Planta Med 64:491-499
    • (1998) Planta Med , vol.64 , pp. 491-499
    • Kreis, W.1    Hensel, A.2    Stuhlemmer, U.3
  • 35
    • 84948971366 scopus 로고    scopus 로고
    • Biochemistry of sterols, cardiac glycosides, brassinosteroids, phytoecdys-teroids, and steroid saponins
    • Wink M, CRC Press, Sheffiled
    • Kreis W, Müller-Uri F (2010) Biochemistry of sterols, cardiac glycosides, brassinosteroids, phytoecdys-teroids, and steroid saponins. In: Wink M (ed) Biochemistry of Plant Secondary Metabolism, vol 40. CRC Press, Sheffiled, pp 304-363
    • (2010) Biochemistry of Plant Secondary Metabolism , vol.40 , pp. 304-363
    • Kreis, W.1    Müller-Uri, F.2
  • 36
    • 36549052079 scopus 로고    scopus 로고
    • Synthesis of a putative substrate for malonyl-coenzymeA:21-hydroxypregnane 21-O-malonyltransferase and development of an HPLC method for the quantification of the enzyme reaction
    • Kuate SP, Padua RM, Poumale HMP, Kreis W(2007) Synthesis of a putative substrate for malonyl-coenzymeA:21-hydroxypregnane 21-O-malonyltransferase and development of an HPLC method for the quantification of the enzyme reaction. J Chromatogr B 860:195-201
    • (2007) J Chromatogr B , vol.860 , pp. 195-201
    • Kuate, S.P.1    Padua, R.M.2    Poumale, H.3    Kreis, W.4
  • 37
    • 38349164512 scopus 로고    scopus 로고
    • Purification and characterization of malonyl-coen-zymeA: 21-hydroxypregnane 21-O-malonyltransferase (Dp21MaT) from leaves of Digitalis purpurea L
    • Kuate SP, Padua RM, Eisenbeiss WF, Kreis W (2008)Purification and characterization of malonyl-coen-zymeA: 21-hydroxypregnane 21-O-malonyltransferase (Dp21MaT) from leaves of Digitalis purpurea L. Phytochemistry 69:619-626
    • (2008) Phytochemistry , vol.69 , pp. 619-626
    • Kuate, S.P.1    Padua, R.M.2    Eisenbeiss, W.F.3    Kreis, W.4
  • 38
    • 0030798210 scopus 로고    scopus 로고
    • Biosynthesis of pregnane derivatives in somatic embryos of Digitalis lanata
    • Lindemann P, Luckner M (1997) Biosynthesis of pregnane derivatives in somatic embryos of Digitalis lanata.Phytochemistry 46:507-513
    • (1997) Phytochemistry , vol.46 , pp. 507-513
    • Lindemann, P.1    Luckner, M.2
  • 39
    • 30344433148 scopus 로고    scopus 로고
    • Partial cloning of a A5-3ß-hydroxysteroid dehydrogenase from Digitalis lanata
    • Okamoto M, Ishimura Y, Nawata H, XXIV, Frontiers Science Series. Universal Academy Press, Tokyo
    • 5-3ß-hydroxysteroid dehydrogenase from Digitalis lanata.In: Okamoto M, Ishimura Y, Nawata H (eds) Molecular Steroidogenesis, proceedings Yamada Conference LII, vol 29 - XXIV, Frontiers Science Series. Universal Academy Press, Tokyo, pp 333-334
    • (2000) Tokyo , vol.29 , pp. 333-334
    • Lindemann, P.1    Finsterbusch, A.2    Pangert, A.3    Luckner, M.4
  • 41
    • 0010746278 scopus 로고
    • Biosynthesis of the butenolide ring of cardenolides in Digitalis purpurea
    • Maier MS, Seldes AM, Gros EG (1986) Biosynthesis of the butenolide ring of cardenolides in Digitalis purpurea. Phytochemistry 25:1327-1329
    • (1986) Phytochemistry , vol.25 , pp. 1327-1329
    • Maier, M.S.1    Seldes, A.M.2    Gros, E.G.3
  • 43
    • 0034067398 scopus 로고    scopus 로고
    • Isolation and characterization of two acyl-CoA-binding proteins from proembryogenic masses of Digitalis lanata Ehrh
    • Metzner M, Ruecknagel KP, Knudsen J, Kuellertz G, Mueller-Uri F, Diettrich B (2000) Isolation and characterization of two acyl-CoA-binding proteins from proembryogenic masses of Digitalis lanata Ehrh. Planta 210:683-685
    • (2000) Planta , vol.210 , pp. 683-685
    • Metzner, M.1    Ruecknagel, K.P.2    Knudsen, J.3    Kuellertz, G.4    Mueller-Uri, F.5    Diettrich, B.6
  • 44
    • 0030903617 scopus 로고    scopus 로고
    • Influence of precursors and inhibitors of the sterol pathway on sterol and cardenolide metabolism in Digitalis lanata Ehrh
    • Milek F, Reinhard E, Kreis W (1997) Influence of precursors and inhibitors of the sterol pathway on sterol and cardenolide metabolism in Digitalis lanata Ehrh. Plant Physiol Biochem 35:111-121
    • (1997) Plant Physiol Biochem , vol.35 , pp. 111-121
    • Milek, F.1    Reinhard, E.2    Kreis, W.3
  • 45
    • 80051547940 scopus 로고    scopus 로고
    • Progesterone 5ß-reductase ofErysimum crepidifolium: Cdna-cloning, expression in Escherichia coli, and reduction of enones with the recombinant protein
    • Munkert J, Bauer P, Burda E, Müller-Uri F, Kreis W (2011)Progesterone 5ß-reductase ofErysimum crepidifolium: cDNA-cloning, expression in Escherichia coli, and reduction of enones with the recombinant protein. Phytochemistry 72:1710-1717
    • (2011) Phytochemistry , vol.72 , pp. 1710-1717
    • Munkert, J.1    Bauer, P.2    Burda, E.3    Müller-Uri, F.4    Kreis, W.5
  • 46
    • 0028954446 scopus 로고
    • Steroid 21-hydroxylase deficiency (Congenital adrenal hyperplasia)
    • New MI (1995) Steroid 21-hydroxylase deficiency (congenital adrenal hyperplasia). Am J Med 98:2S-8S
    • (1995) Am J Med , vol.98
    • New, M.I.1
  • 47
    • 70549106047 scopus 로고    scopus 로고
    • Insights into the function and evolution of P450s in plant steroid metabolism
    • Ohnishi T, Yokota T, Mizutani M (2009) Insights into the function and evolution of P450s in plant steroid metabolism. Phytochemistry 70:1918-1929
    • (2009) Phytochemistry , vol.70 , pp. 1918-1929
    • Ohnishi, T.1    Yokota, T.2    Mizutani, M.3
  • 48
    • 0031021249 scopus 로고    scopus 로고
    • Active site directed mutagenesis of 3ß/17ß-hydroxys-teroid dehydrogenase establishes differential effects on short-chain dehydrogenase/reductase reactions
    • Oppermann UCT, Filling C, Berndt KD et al (1997)Active site directed mutagenesis of 3ß/17ß-hydroxys-teroid dehydrogenase establishes differential effects on short-chain dehydrogenase/reductase reactions. Biochemistry 36:34-40
    • (1997) Biochemistry , vol.36 , pp. 34-40
    • Oppermann, U.1    Filling, C.2    Berndt, K.D.3
  • 49
    • 0029973223 scopus 로고    scopus 로고
    • Characterization of a 3ß-hydroxysteroid dehydrogenase/carbonyl reductase from the gram-negative bacterium Comamonas testosteroni
    • Oppermann UCT, Maser E (1996) Characterization of a 3ß-hydroxysteroid dehydrogenase/carbonyl reductase from the gram-negative bacterium Comamonas testosteroni.Eur J Biochem 241:744-749
    • (1996) Eur J Biochem , vol.241 , pp. 744-749
    • Oppermann, U.1    Maser, E.2
  • 50
    • 39549120415 scopus 로고    scopus 로고
    • A simple chemical method for synthesizing malonyl hemiesters of 21-hydroxy-pregnanes, potential intermediates in cardenolide biosynthesis
    • Padua RM, Waibel R, Kuate SP, Schebitz PK, Hahn S, Gmeiner P, Kreis W (2008) A simple chemical method for synthesizing malonyl hemiesters of 21-hydroxy-pregnanes, potential intermediates in cardenolide biosynthesis. Steroids 73:458-465
    • (2008) Steroids , vol.73 , pp. 458-465
    • Padua, R.M.1    Waibel, R.2    Kuate, S.P.3    Schebitz, P.K.4    Hahn, S.5    Gmeiner, P.6    Kreis, W.7
  • 53
    • 0029026911 scopus 로고
    • Role of the peripheral-type benzodiazepine receptor and the polypeptide diazepam binding inhibitor in steroidogenesis
    • Papadopolous V, Brown AS (1995) Role of the peripheral-type benzodiazepine receptor and the polypeptide diazepam binding inhibitor in steroidogenesis. J Steroid Biochem Mol Biol 53:103-110
    • (1995) J Steroid Biochem Mol Biol , vol.53 , pp. 103-110
    • Papadopolous, V.1    Brown, A.S.2
  • 56
    • 0022398177 scopus 로고
    • Cytochrome P-450-dependent digitoxin 12ß- hydroxylase from cell cultures of Digitalis lanata
    • Petersen M, Seitz HU (1985) Cytochrome P-450-dependent digitoxin 12ß- hydroxylase from cell cultures of Digitalis lanata.FEBS Lett 188:11-14
    • (1985) FEBS Lett , vol.188 , pp. 11-14
    • Petersen, M.1    Seitz, H.U.2
  • 57
    • 0344872876 scopus 로고
    • Characterization and localization of digitoxin 12ß-hydroxylase from cell cultures of Digitalis lanata Ehrh
    • Petersen M, Seitz HU, Reinhard E (1988) Characterization and localization of digitoxin 12ß-hydroxylase from cell cultures of Digitalis lanata Ehrh. Z Naturforsch43c: 199-206
    • (1988) Z Naturforsch , vol.43c , pp. 199-206
    • Petersen, M.1    Seitz, H.U.2    Reinhard, E.3
  • 58
    • 70449301848 scopus 로고
    • Mevalonic acid as a precursor in the biogenesis of digitoxigenin
    • Ramstad E, Beal JL (1960) Mevalonic acid as a precursor in the biogenesis of digitoxigenin. J Pharm Pharmacol12:552-556
    • (1960) J Pharm Pharmacol , vol.12 , pp. 552-556
    • Ramstad, E.1    Beal, J.L.2
  • 59
    • 0006861090 scopus 로고
    • Biotransformation of plant tissue cultures
    • (ed) Tissue Culture and Plant Science. Academic, London
    • Reinhard E (1974) Biotransformation of plant tissue cultures. In: Street HD (ed) Tissue Culture and Plant Science. Academic, London, pp 443-459
    • (1974) Street HD , pp. 443-459
    • Reinhard, E.1
  • 60
    • 20444474228 scopus 로고    scopus 로고
    • Monoterpene metabolism. Cloning, expression, and characterization of (-)-isopiperitenol/(-)-carveol dehydrogenase of peppermint and spearmint
    • Ringer KL, Davis EM, Croteau R (2005) Monoterpene metabolism. Cloning, expression, and characterization of (-)-isopiperitenol/(-)-carveol dehydrogenase of peppermint and spearmint. Plant Physiol 137: 863-872
    • (2005) Plant Physiol , vol.137 , pp. 863-872
    • Ringer, K.L.1    Davis, E.M.2    Croteau, R.3
  • 61
    • 0141790402 scopus 로고    scopus 로고
    • Monoterpene double-bond reductases of the (-)-menthol biosynthetic pathway: Isolation and characterization of cDNAs encoding (-)-isopiperitenone reductase and (+)-pulegone reductase of peppermint
    • Ringer KL, McConkey ME, Davis EM, Rushing GW, Croteau R (2003) Monoterpene double-bond reductases of the (-)-menthol biosynthetic pathway: isolation and characterization of cDNAs encoding (-)-isopiperitenone reductase and (+)-pulegone reductase of peppermint. Arch Biochem Biophys418:80-92
    • (2003) Arch Biochem Biophys , vol.418 , pp. 80-92
    • Ringer, K.L.1    McConkey, M.E.2    Davis, E.M.3    Rushing, G.W.4    Croteau, R.5
  • 62
    • 3242742852 scopus 로고    scopus 로고
    • Seasonal cardenolide production and Dop5 gene expression in natural populations of Digitalis obscura
    • Roca-Perez L, Boluda R, Gavidia I, Perez-Bermudez P (2004) Seasonal cardenolide production and Dop5 gene expression in natural populations of Digitalis obscura.Phytochemistry 65:1869-1878
    • (2004) Phytochemistry , vol.65 , pp. 1869-1878
    • Roca-Perez, L.1    Boluda, R.2    Gavidia, I.3    Perez-Bermudez, P.4
  • 63
    • 71049156278 scopus 로고    scopus 로고
    • Norcolanic acids as substrates for recombinant 3ß-hydroxysteroid dehydrogenase and progesterone 5ß-reductase, enzymes of the 5ß-cardenolide biosynthesis
    • Schebitz P, Nothdurft L, Hensel A, Müller-Uri F, Kreis W(2010) Norcolanic acids as substrates for recombinant 3ß-hydroxysteroid dehydrogenase and progesterone 5ß-reductase, enzymes of the 5ß-cardenolide biosynthesis. Tetrahedron Lett 51:367-370
    • (2010) Tetrahedron Lett , vol.51 , pp. 367-370
    • Schebitz, P.1    Nothdurft, L.2    Hensel, A.3    Müller-Uri, F.4    Kreis, W.5
  • 64
    • 0039819972 scopus 로고
    • A5-3ß-Hydroxysteroid dehydrogenase/A5-A4-ketosteroid isomerase (3ß- HSD), a possible enzyme of cardiac glycoside biosynthesis, in cell cultures and plants of Digitalis lanata Ehrh
    • Seidel S, Kreis W, Reinhard E (1990) A5-3ß-Hydroxysteroid dehydrogenase/A5-A4-ketosteroid isomerase (3ß- HSD), a possible enzyme of cardiac glycoside biosynthesis, in cell cultures and plants of Digitalis lanata Ehrh. Plant Cell Rep 8:621-624
    • (1990) Plant Cell Rep , vol.8 , pp. 621-624
    • Seidel, S.1    Kreis, W.2    Reinhard, E.3
  • 65
    • 0009788203 scopus 로고
    • Enzymes in cardenolide-accumulating shoot cultures of Digitalis purpurea L
    • Seitz HU, Gärtner DE (1994) Enzymes in cardenolide-accumulating shoot cultures of Digitalis purpurea L. Plant Cell Tissue Organ Cult 38:337-344
    • (1994) Plant Cell Tissue Organ Cult , vol.38 , pp. 337-344
    • Seitz, H.U.1    Gärtner, D.E.2
  • 66
    • 33750365153 scopus 로고    scopus 로고
    • Expression of recombinant Digitalis lanata Ehrh. Cardenolide 16’-O-glucohydrolase in Cucumis sativus L. Hairy roots
    • Shi H-P, Lindemann P (2006) Expression of recombinant Digitalis lanata Ehrh. Cardenolide 16’-O-glucohydrolase in Cucumis sativus L. hairy roots. Plant Cell Rep25:1193-1198
    • (2006) Plant Cell Rep , vol.25 , pp. 1193-1198
    • Shi, H.-P.1    Lindemann, P.2
  • 67
    • 0029916434 scopus 로고    scopus 로고
    • Does malonyl coenzyme A: Hydroxypregnane 21-hydroxy malonyltransferase catalyze the first step in butenolide ring formation?
    • Stuhlemmer U, Kreis W (1996a) Does malonyl coenzyme A: hydroxypregnane 21-hydroxy malonyltransferase catalyze the first step in butenolide ring formation?Tetrahedron Lett 37:2221-2224
    • (1996) Tetrahedron Lett , vol.37 , pp. 2221-2224
    • Stuhlemmer, U.1    Kreis, W.2
  • 68
    • 0039819973 scopus 로고    scopus 로고
    • Cardenolide formation and activity of pregnane-modifying enzymes in cell suspension cultures, shoot cultures and leaves of Digitalis lanata
    • Stuhlemmer U, Kreis W (1996b) Cardenolide formation and activity of pregnane-modifying enzymes in cell suspension cultures, shoot cultures and leaves of Digitalis lanata.Plant Physiol Biochem 34:85-91
    • (1996) Plant Physiol Biochem , vol.34 , pp. 85-91
    • Stuhlemmer, U.1    Kreis, W.2
  • 69
    • 0027732268 scopus 로고
    • Cardiac glycosides in partly submerged shoots of Digitalis lanata
    • Stuhlemmer U, Kreis W, Eisenbeiss M, Reinhard E (1993)Cardiac glycosides in partly submerged shoots of Digitalis lanata.Planta Med 56:539-545
    • (1993) Planta Med , vol.56 , pp. 539-545
    • Stuhlemmer, U.1    Kreis, W.2    Eisenbeiss, M.3    Reinhard, E.4
  • 70
    • 47749101233 scopus 로고    scopus 로고
    • The crystal structure of progesterone 5ß-reductase from Digitalis lanata defines a novel class of short-chain dehydrogenases/reductases
    • Thorn A, Egerer-Sieber C, Jäger CM, Herl V, Müller-Uri F, Kreis W, Muller Y (2007) The crystal structure of progesterone 5ß-reductase from Digitalis lanata defines a novel class of short-chain dehydrogenases/reductases. J Biol Chem 283:17260-17269
    • (2007) J Biol Chem , vol.283 , pp. 17260-17269
    • Thorn, A.1    Egerer-Sieber, C.2    Jäger, C.M.3    Herl, V.4    Müller-Uri, F.5    Kreis, W.6    Muller, Y.7
  • 72
    • 84955649059 scopus 로고
    • Advances in the chemistry of antibiotics substances from higher plants: Pharmacognosy and phytochemistry. In: Proceeding of the 1st International Congress
    • Tschesche R (1970) Advances in the chemistry of antibiotics substances from higher plants: Pharmacognosy and phytochemistry. In: Proceeding of the 1st International Congress, Munich
    • (1970) Munich
    • Tschesche, R.1
  • 73
    • 0039819974 scopus 로고
    • Zur Biogenese der Cardenolid-und Bufadienolidglykoside
    • Tschesche R (1971) Zur Biogenese der Cardenolid-und Bufadienolidglykoside. Planta Med Suppl 4: 34-39
    • (1971) Planta Med Suppl , vol.4 , pp. 34-39
    • Tschesche, R.1
  • 74
    • 0012977301 scopus 로고
    • Neue Beiträge zur Biogenese der Cardenolide in Digitalis lanata
    • Tschesche R, Hombach R, Scholten H, Peters M (1970)Neue Beiträge zur Biogenese der Cardenolide in Digitalis lanata.Phytochemistry 9:1505-1515
    • (1970) Phytochemistry , vol.9 , pp. 1505-1515
    • Tschesche, R.1    Hombach, R.2    Scholten, H.3    Peters, M.4
  • 75
    • 34548200100 scopus 로고
    • Beiträge zur biochemischen 14ß-Hydroxylierung von C21-Steroiden zu Cardenoliden
    • Tschesche R, Kleff U (1973) Beiträge zur biochemischen 14ß-Hydroxylierung von C21-Steroiden zu Cardenoliden. Phytochemistry 12:2375-2380
    • (1973) Phytochemistry , vol.12 , pp. 2375-2380
    • Tschesche, R.1    Kleff, U.2
  • 76
    • 84916766587 scopus 로고
    • Cardenolid-Biosynthese aus Pregnenolonglucosid
    • Tschesche R, Lilienweiss G (1964) Cardenolid-Biosynthese aus Pregnenolonglucosid. Z Naturforsch 19b:265-266
    • (1964) Z Naturforsch , vol.19b , pp. 265-266
    • Tschesche, R.1    Lilienweiss, G.2
  • 77
    • 0025494839 scopus 로고
    • 3ß-Hydroxysteroid oxi-doreductase in suspension cultures of Digitalis lanata Ehrh
    • Warneck HM, Seitz HU (1990) 3ß-Hydroxysteroid oxi-doreductase in suspension cultures of Digitalis lanata Ehrh. Z Naturforsch 45c:963-972
    • (1990) Z Naturforsch , vol.45c , pp. 963-972
    • Warneck, H.M.1    Seitz, H.U.2
  • 78
    • 0025138334 scopus 로고
    • Characterization and localization of progesterone 5a-reductase from cell cultures of foxglove (Digitalis lanata Ehrh.)
    • Wendroth S, Seitz HU (1990) Characterization and localization of progesterone 5a-reductase from cell cultures of foxglove (Digitalis lanata Ehrh.). Biochem J 266:41-46
    • (1990) Biochem J , vol.266 , pp. 41-46
    • Wendroth, S.1    Seitz, H.U.2
  • 79
    • 0035918142 scopus 로고    scopus 로고
    • Secoisolariciresinol dehydrogenase purification, cloning, and functional expression. Implications for human health protection
    • Xia Z-Q, Costa MA, Pélissier HC, Davin LB, Lewis NG (2001) Secoisolariciresinol dehydrogenase purification, cloning, and functional expression. Implications for human health protection. J Biol Chem 276: 12614-12623
    • (2001) J Biol Chem , vol.276 , pp. 12614-12623
    • Xia, Z.-Q.1    Costa, M.A.2    Pélissier, H.C.3    Davin, L.B.4    Lewis, N.G.5


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