메뉴 건너뛰기




Volumn 31, Issue , 2015, Pages 74-83

De novo production of the key branch point benzylisoquinoline alkaloid reticuline in yeast

Author keywords

Plant alkaloids; Synthetic biology; Yeast

Indexed keywords

ALKALOIDS; AMINO ACIDS; BIOCHEMISTRY; BIOSYNTHESIS; CHEMICAL COMPOUNDS; DRUG PRODUCTS; ENZYMES; MAMMALS; METABOLITES; MOLECULES; PLANTS (BOTANY);

EID: 84938063531     PISSN: 10967176     EISSN: 10967184     Source Type: Journal    
DOI: 10.1016/j.ymben.2015.06.010     Document Type: Article
Times cited : (100)

References (39)
  • 1
    • 35349022993 scopus 로고    scopus 로고
    • A suite of Gateway cloning vectors for high-throughput genetic analysis in Saccharomyces cerevisiae
    • Alberti S., Gitler A.D., Lindquist S. A suite of Gateway cloning vectors for high-throughput genetic analysis in Saccharomyces cerevisiae. Yeast 2007, 913-919. 10.1002/yea.
    • (2007) Yeast , pp. 913-919
    • Alberti, S.1    Gitler, A.D.2    Lindquist, S.3
  • 2
    • 0032579440 scopus 로고    scopus 로고
    • Designer deletion strains derived from Saccharomyces cerevisiae S288C: a useful set of strains and plasmids for PCR-mediated gene disruption and other applications
    • Brachmann C.B., Davies A., Cost G.J., Caputo E., Li J., Hieter P., Boeke J.D. Designer deletion strains derived from Saccharomyces cerevisiae S288C: a useful set of strains and plasmids for PCR-mediated gene disruption and other applications. Yeast 1998, 14:115-132. 10.1002/(SICI)1097-0061(19980130)14:2<115::AID-YEA204>3.0.CO;2-2.
    • (1998) Yeast , vol.14 , pp. 115-132
    • Brachmann, C.B.1    Davies, A.2    Cost, G.J.3    Caputo, E.4    Li, J.5    Hieter, P.6    Boeke, J.D.7
  • 3
    • 79952122319 scopus 로고    scopus 로고
    • Mutational analysis of catecholamine binding in tyrosine hydroxylase
    • Briggs G.D., Gordon S.L., Dickson P.W. Mutational analysis of catecholamine binding in tyrosine hydroxylase. Biochemistry 2011, 50:1545-1555. 10.1021/bi101455b.
    • (2011) Biochemistry , vol.50 , pp. 1545-1555
    • Briggs, G.D.1    Gordon, S.L.2    Dickson, P.W.3
  • 5
    • 84875265625 scopus 로고    scopus 로고
    • Metabolic engineering of muconic acid production in Saccharomyces cerevisiae
    • Curran K.A., Leavitt J.M., Karim A.S., Alper H.S. Metabolic engineering of muconic acid production in Saccharomyces cerevisiae. Metab. Eng. 2013, 15:55-66. 10.1016/j.ymben.2012.10.003.
    • (2013) Metab. Eng. , vol.15 , pp. 55-66
    • Curran, K.A.1    Leavitt, J.M.2    Karim, A.S.3    Alper, H.S.4
  • 6
    • 33745558560 scopus 로고    scopus 로고
    • A flexible loop in tyrosine hydroxylase controls coupling of amino acid hydroxylation to tetrahydropterin oxidation
    • Daubner S.C., McGinnis J.T., Gardner M., Kroboth S.L., Morris A.R., Fitzpatrick P.F. A flexible loop in tyrosine hydroxylase controls coupling of amino acid hydroxylation to tetrahydropterin oxidation. J. Mol. Biol. 2006, 359:299-307. 10.1016/j.jmb.2006.03.016.
    • (2006) J. Mol. Biol. , vol.359 , pp. 299-307
    • Daubner, S.C.1    McGinnis, J.T.2    Gardner, M.3    Kroboth, S.L.4    Morris, A.R.5    Fitzpatrick, P.F.6
  • 9
    • 84866699290 scopus 로고    scopus 로고
    • Simultaneous quantification of tetrahydrobiopterin, dihydrobiopterin, and biopterin by liquid chromatography coupled electrospray tandem mass spectrometry
    • Fismen L., Eide T., Djurhuus R., Svardal A.M. Simultaneous quantification of tetrahydrobiopterin, dihydrobiopterin, and biopterin by liquid chromatography coupled electrospray tandem mass spectrometry. Anal. Biochem. 2012, 430:163-170. 10.1016/j.ab.2012.08.019.
    • (2012) Anal. Biochem. , vol.430 , pp. 163-170
    • Fismen, L.1    Eide, T.2    Djurhuus, R.3    Svardal, A.M.4
  • 12
    • 0026761233 scopus 로고
    • Feedback-insensitive mutation of 3-deoxy-d-arabino-hepturosonate-7-phosphate synthase caused by a single nucleotide substitution of ARO4 structural gene in Saccharomyces cerevisiae
    • Fukuda K., Asano K., Ouchi K., Takasawa S. Feedback-insensitive mutation of 3-deoxy-d-arabino-hepturosonate-7-phosphate synthase caused by a single nucleotide substitution of ARO4 structural gene in Saccharomyces cerevisiae. J. Ferment. Bioeng. 1992, 74:117-119. 10.1016/0922-338X(92)80012-8.
    • (1992) J. Ferment. Bioeng. , vol.74 , pp. 117-119
    • Fukuda, K.1    Asano, K.2    Ouchi, K.3    Takasawa, S.4
  • 13
    • 0026041268 scopus 로고
    • A mutated ARO4 gene for feedback-resistant DAHP synthase which causes both o-fluoro-DL-phenylalanine resistance and beta-phenethyl-alcohol overproduction in Saccharomyces cerevisiae
    • Fukuda K., Watanabe M., Asano K., Ouchi K., Takasawa S. A mutated ARO4 gene for feedback-resistant DAHP synthase which causes both o-fluoro-DL-phenylalanine resistance and beta-phenethyl-alcohol overproduction in Saccharomyces cerevisiae. Curr. Genet. 1991, 20:453-456.
    • (1991) Curr. Genet. , vol.20 , pp. 453-456
    • Fukuda, K.1    Watanabe, M.2    Asano, K.3    Ouchi, K.4    Takasawa, S.5
  • 14
    • 0026692082 scopus 로고
    • Molecular breeding of a sake yeast with a mutated ARO4 gene which causes both resistance to o-fluoro-dl-phenylalanine and increased production of β-phenethyl alcohol
    • Fukuda K., Watanabe M., Asano K., Ouchi K., Takasawa S. Molecular breeding of a sake yeast with a mutated ARO4 gene which causes both resistance to o-fluoro-dl-phenylalanine and increased production of β-phenethyl alcohol. J. Ferment. Bioeng. 1992, 73:366-369. 10.1016/0922-338X(92)90280-8.
    • (1992) J. Ferment. Bioeng. , vol.73 , pp. 366-369
    • Fukuda, K.1    Watanabe, M.2    Asano, K.3    Ouchi, K.4    Takasawa, S.5
  • 15
    • 33644792045 scopus 로고    scopus 로고
    • Yeast transformation by the LiAc/SS carrier DNA/PEG method
    • Gietz R.D., Woods R.A. Yeast transformation by the LiAc/SS carrier DNA/PEG method. Methods Mol. Biol. 2006, 313:107-120.
    • (2006) Methods Mol. Biol. , vol.313 , pp. 107-120
    • Gietz, R.D.1    Woods, R.A.2
  • 16
    • 84878001183 scopus 로고    scopus 로고
    • Benzylisoquinoline alkaloid metabolism: a century of discovery and a brave new world
    • Hagel J.M., Facchini P.J. Benzylisoquinoline alkaloid metabolism: a century of discovery and a brave new world. Plant Cell Physiol. 2013, 54:647-672. 10.1093/pcp/pct020.
    • (2013) Plant Cell Physiol. , vol.54 , pp. 647-672
    • Hagel, J.M.1    Facchini, P.J.2
  • 17
    • 49949088247 scopus 로고    scopus 로고
    • Production of benzylisoquinoline alkaloids in Saccharomyces cerevisiae
    • Hawkins K., Smolke C. Production of benzylisoquinoline alkaloids in Saccharomyces cerevisiae. Nat. Chem. Biol. 2008, 4:564-573. 10.1038/nchembio.105.
    • (2008) Nat. Chem. Biol. , vol.4 , pp. 564-573
    • Hawkins, K.1    Smolke, C.2
  • 18
    • 0037095730 scopus 로고    scopus 로고
    • DNAworks: an automated method for designing oligonucleotides for PCR-based gene synthesis
    • Hoover D.M., Lubkowski J. DNAworks: an automated method for designing oligonucleotides for PCR-based gene synthesis. Nucleic Acids Res. 2002, 30:e43.
    • (2002) Nucleic Acids Res. , vol.30
    • Hoover, D.M.1    Lubkowski, J.2
  • 20
    • 33746310059 scopus 로고    scopus 로고
    • Apoptotic response of uveal melanoma cells upon treatment with chelidonine, sanguinarine and chelerythrine
    • Kemény-Beke A., Aradi J., Damjanovich J., Beck Z., Facskó A., Berta A., Bodnár A. Apoptotic response of uveal melanoma cells upon treatment with chelidonine, sanguinarine and chelerythrine. Cancer Lett. 2006, 237:67-75. 10.1016/j.canlet.2005.05.037.
    • (2006) Cancer Lett. , vol.237 , pp. 67-75
    • Kemény-Beke, A.1    Aradi, J.2    Damjanovich, J.3    Beck, Z.4    Facskó, A.5    Berta, A.6    Bodnár, A.7
  • 21
    • 0030017489 scopus 로고    scopus 로고
    • Intricate regulation of tyrosine hydroxylase activity and gene expression
    • Kumer S.C., Vrana K.E. Intricate regulation of tyrosine hydroxylase activity and gene expression. J. Neurochem. 1996, 67:443-462.
    • (1996) J. Neurochem. , vol.67 , pp. 443-462
    • Kumer, S.C.1    Vrana, K.E.2
  • 22
    • 0034672538 scopus 로고    scopus 로고
    • Development and validation of a semi-automated method for L-dopa and dopamine in rat plasma using electrospray LC/MS/MS
    • Li W., Rossi D.T., Fountain S.T. Development and validation of a semi-automated method for L-dopa and dopamine in rat plasma using electrospray LC/MS/MS. J. Pharm. Biomed. Anal. 2000, 24:325-333.
    • (2000) J. Pharm. Biomed. Anal. , vol.24 , pp. 325-333
    • Li, W.1    Rossi, D.T.2    Fountain, S.T.3
  • 23
    • 44749095048 scopus 로고    scopus 로고
    • Alleviation of feedback inhibition in Saccharomyces cerevisiae aromatic amino acid biosynthesis: quantification of metabolic impact
    • Luttik M.A.H., Vuralhan Z., Suir E., Braus G.H., Pronk J.T., Daran J.M. Alleviation of feedback inhibition in Saccharomyces cerevisiae aromatic amino acid biosynthesis: quantification of metabolic impact. Metab. Eng. 2008, 10:141-153. 10.1016/j.ymben.2008.02.002.
    • (2008) Metab. Eng. , vol.10 , pp. 141-153
    • Luttik, M.A.H.1    Vuralhan, Z.2    Suir, E.3    Braus, G.H.4    Pronk, J.T.5    Daran, J.M.6
  • 27
    • 0036310290 scopus 로고    scopus 로고
    • The mutation of two amino acid residues in the N-terminus of tyrosine hydroxylase (TH) dramatically enhances the catalytic activity in neuroendocrine AtT-20 cells
    • Nakashima A., Kaneko Y.S., Mori K., Fujiwara K., Tsugu T., Suzuki T., Nagatsu T., Ota A. The mutation of two amino acid residues in the N-terminus of tyrosine hydroxylase (TH) dramatically enhances the catalytic activity in neuroendocrine AtT-20 cells. J. Neurochem. 2002, 82:202-206.
    • (2002) J. Neurochem. , vol.82 , pp. 202-206
    • Nakashima, A.1    Kaneko, Y.S.2    Mori, K.3    Fujiwara, K.4    Tsugu, T.5    Suzuki, T.6    Nagatsu, T.7    Ota, A.8
  • 28
    • 34248386872 scopus 로고    scopus 로고
    • Antiviral and antimicrobial profiles of selected isoquinoline alkaloids from Fumaria and Corydalis species
    • Orhana I., Ozçelik B., Karaoğlu T., Sener B. Antiviral and antimicrobial profiles of selected isoquinoline alkaloids from Fumaria and Corydalis species. Z. Naturforsch. C 2007, 62:19-26.
    • (2007) Z. Naturforsch. C , vol.62 , pp. 19-26
    • Orhana, I.1    Ozçelik, B.2    Karaoğlu, T.3    Sener, B.4
  • 29
    • 0031784349 scopus 로고    scopus 로고
    • Mutational analysis of substrate inhibition in tyrosine hydroxylase
    • Quinsey N.S., Luong A.Q., Dickson P.W. Mutational analysis of substrate inhibition in tyrosine hydroxylase. J. Neurochem. 2002, 71:2132-2138. 10.1046/j.1471-4159.1998.71052132.x.
    • (2002) J. Neurochem. , vol.71 , pp. 2132-2138
    • Quinsey, N.S.1    Luong, A.Q.2    Dickson, P.W.3
  • 30
    • 84867446455 scopus 로고    scopus 로고
    • The Saccharomyces cerevisiae W303-K6001 cross-platform genome sequence: insights into ancestry and physiology of a laboratory mutt
    • Ralser M., Kuhl H., Ralser M., Werber M., Lehrach H., Breitenbach M., Timmermann B. The Saccharomyces cerevisiae W303-K6001 cross-platform genome sequence: insights into ancestry and physiology of a laboratory mutt. Open Biol. 2012, 2:120093. 10.1098/rsob.120093.
    • (2012) Open Biol. , vol.2
    • Ralser, M.1    Kuhl, H.2    Ralser, M.3    Werber, M.4    Lehrach, H.5    Breitenbach, M.6    Timmermann, B.7
  • 31
    • 0009453976 scopus 로고
    • Replacement of chromosome segments with altered DNA sequences constructed in vitro
    • Scherer S., Davis R.W. Replacement of chromosome segments with altered DNA sequences constructed in vitro. Proc. Natl. Acad. Sci. USA 1979, 76:4951-4955.
    • (1979) Proc. Natl. Acad. Sci. USA , vol.76 , pp. 4951-4955
    • Scherer, S.1    Davis, R.W.2
  • 32
    • 0024634963 scopus 로고
    • A single point mutation results in a constitutively activated and feedback-resistant chorismate mutase of Saccharomyces cerevisiae
    • Schmidheini T., Sperisen P., Paravicini G., Hütter R., Braus G. A single point mutation results in a constitutively activated and feedback-resistant chorismate mutase of Saccharomyces cerevisiae. J. Bacteriol. 1989, 171:1245-1253.
    • (1989) J. Bacteriol. , vol.171 , pp. 1245-1253
    • Schmidheini, T.1    Sperisen, P.2    Paravicini, G.3    Hütter, R.4    Braus, G.5
  • 33
    • 24344445346 scopus 로고    scopus 로고
    • Analysis of benzylisoquinoline-type alkaloids by electrospray tandem mass spectrometry and atmospheric pressure photoionization
    • Schmidt J., Raith K. Analysis of benzylisoquinoline-type alkaloids by electrospray tandem mass spectrometry and atmospheric pressure photoionization. Eur. J. Mass Spectrom. 2005, 11:325-333.
    • (2005) Eur. J. Mass Spectrom. , vol.11 , pp. 325-333
    • Schmidt, J.1    Raith, K.2
  • 34
    • 24344445346 scopus 로고    scopus 로고
    • Analysis of benzylisoquinoline-type alkaloids by electrospray tandem mass spectrometry and atmospheric pressure photoionization
    • Schmidt J., Raith K., Boettcher C., Zenk M.H. Analysis of benzylisoquinoline-type alkaloids by electrospray tandem mass spectrometry and atmospheric pressure photoionization. Eur. J. Mass Spectrom. 2005, 11:325-333. 10.1255/ejms.745.
    • (2005) Eur. J. Mass Spectrom. , vol.11 , pp. 325-333
    • Schmidt, J.1    Raith, K.2    Boettcher, C.3    Zenk, M.H.4
  • 35
    • 59649108349 scopus 로고    scopus 로고
    • DNA assembler, an in vivo genetic method for rapid construction of biochemical pathways
    • Shao Z., Zhao H., Zhao H. DNA assembler, an in vivo genetic method for rapid construction of biochemical pathways. Nucleic Acids Res. 2009, 37:e16. 10.1093/nar/gkn991.
    • (2009) Nucleic Acids Res. , vol.37
    • Shao, Z.1    Zhao, H.2    Zhao, H.3
  • 36
    • 84918544663 scopus 로고    scopus 로고
    • A system for multi-locus chromosomal integration and transformation-free selection marker rescue
    • Siddiqui M.S., Choksi A., Smolke C.D. A system for multi-locus chromosomal integration and transformation-free selection marker rescue. FEMS Yeast Res. 2014, 14:1171-1185. 10.1111/1567-1364.12210.
    • (2014) FEMS Yeast Res. , vol.14 , pp. 1171-1185
    • Siddiqui, M.S.1    Choksi, A.2    Smolke, C.D.3
  • 37
    • 84922067763 scopus 로고    scopus 로고
    • A microbial biomanufacturing platform for natural and semisynthetic opioids
    • Thodey K., Galanie S., Smolke C.D. A microbial biomanufacturing platform for natural and semisynthetic opioids. Nat. Chem. Biol. 2014, 10:837-844. 10.1038/nchembio.1613.
    • (2014) Nat. Chem. Biol. , vol.10 , pp. 837-844
    • Thodey, K.1    Galanie, S.2    Smolke, C.D.3
  • 38
    • 84930615040 scopus 로고    scopus 로고
    • Engineering strategies for the fermentative production of plant alkaloids in yeast
    • Trenchard I.J., Smolke C.D. Engineering strategies for the fermentative production of plant alkaloids in yeast. Metab. Eng. 2015, 30:96-104. 10.1016/j.ymben.2015.05.001.
    • (2015) Metab. Eng. , vol.30 , pp. 96-104
    • Trenchard, I.J.1    Smolke, C.D.2
  • 39
    • 1942438578 scopus 로고    scopus 로고
    • Spectrophotometric analysis of the protective effect of ascorbate against spontaneous oxidation of tetrahydrobiopterin in aqueous solution: kinetic characteristics and potentiation by catalase of ascorbate action
    • Valent S., Tóth M. Spectrophotometric analysis of the protective effect of ascorbate against spontaneous oxidation of tetrahydrobiopterin in aqueous solution: kinetic characteristics and potentiation by catalase of ascorbate action. Int. J. Biochem. Cell Biol. 2004, 36:1266-1280. 10.1016/j.biocel.2003.10.014.
    • (2004) Int. J. Biochem. Cell Biol. , vol.36 , pp. 1266-1280
    • Valent, S.1    Tóth, M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.