Cloning, sequencing and heterologous expression of the medermycin biosynthetic gene cluster of Streptomyces sp. AM-7161: towards comparative analysis of the benzoisochromanequinone gene clusters
Tóm tắt
Từ khóa
Tài liệu tham khảo
Bate, 1999, Multiple regulatory genes in the tylosin biosynthetic cluster of Streptomyces fradiae, Chem Biol, 6, 617, 10.1016/S1074-5521(99)80113-6
Bechthold, 1995, Identification of Streptomyces violaceoruber Tü22 genes involved in the biosynthesis of granaticin, Mol Gen Genet, 248, 610, 10.1007/BF02423457
Bentley, 2002, Complete genome sequence of the model actinomycete Streptmyces coelicolor A3(2, Nature, 417, 141, 10.1038/417141a
Bibb, 1984, The relationship between base composition and codon usage in bacterial genes and its use for the simple and reliable identification of protein-coding sequences, Gene, 30, 157, 10.1016/0378-1119(84)90116-1
Bibb, 1994, Cloning, sequencing and deduced functions of a cluster of Streptomyces genes probably encoding biosynthesis of the polyketide antibiotic frenolicin, Gene, 142, 31, 10.1016/0378-1119(94)90351-4
Caballero, 1991, Organisation and functions of the act VA region of the actinorhodin biosynthetic gene cluster of Streptomyces coelicolor, Mol Gen Genet, 230, 401, 10.1007/BF00280297
Cole, 1987, Biosynthesis of the antibiotic actinorhodin. Analysis of blocked mutants of Streptomyces coelicolor, J Antibiot, 40, 340, 10.7164/antibiotics.40.340
Decker, 1996, A general approach for cloning and characterizing dNDP-glucose dehydratase genes from actinomycetes, FEMS Microbiol Lett, 141, 195, 10.1111/j.1574-6968.1996.tb08384.x
Faust, 2000, Two new tailoring enzymes, a glycosyltransferase and an oxygenase, involved in biosynthesis of the angucycline antibiotic urdamycin A in Streptomyces fradiae Tü22, Microbiology, 146, 147, 10.1099/00221287-146-1-147
Fernández-Moreno, 1991, The act cluster contains regulatory and antibiotic export genes, direct targets for transcriptional control by the bld A tRNA gene of Streptomyces, Cell, 66, 769, 10.1016/0092-8674(91)90120-N
Fernández-Moreno, 1992, Nucleotide sequence and deduced functions of a set of co-transcribed genes of Streptomyces coelicolor A3(2) including the polyketide synthase for the antibiotic actinorhodin, J Biol Chem, 267, 19278, 10.1016/S0021-9258(18)41772-3
Fernández-Moreno, 1994, DNA sequence and functions of the act VI region of the actinorhodin biosynthetic gene cluster of Streptomyces coelicolor A3(2), J Biol Chem, 269, 24854, 10.1016/S0021-9258(17)31469-2
Gerlitz, 1997, Effects of the daunorubicin dps H gene on the choice of starter unit and cyclization pattern reveals that type II polyketide synthases can be unfaithful yet intriguing, J Am Chem Soc, 119, 7392, 10.1021/ja970946h
Grimm, 1994, Characterization of the Streptomyces peucetius ATCC 29050 genes encoding doxorubicin polyketide synthase, Gene, 151, 1, 10.1016/0378-1119(94)90625-4
Guthrie, 1998, A response-regulator-like activator of antibiotic synthesis from Streptomyces coelicolor A3(2) with an amino-terminal domain that lacks a phosphorylation pocket, Microbiology, 144, 727, 10.1099/00221287-144-3-727
Hallam, 1988, Nucleotide sequence, transcription and deduced function of a gene involved in polyketide antibiotic synthesis in Streptomyces coelicolor, Gene, 74, 305, 10.1016/0378-1119(88)90165-5
Hesketh, 2002, Primary and secondary metabolism, and post-translational protein modifications, as portrayed by proteomic analysis of Streptomyces coelicolor, Mol Microbiol, 46, 917, 10.1046/j.1365-2958.2002.03219.x
Hoffmeister, 2000, The NDP-sugar co-substrate concentration and the enzyme expression level influence the substrate specificity of glycosyltransferases: cloning and characterization of deoxysugar biosynthetic genes of the urdamycin biosynthetic gene cluster, Chem Biol, 7, 821, 10.1016/S1074-5521(00)00029-6
Hopwood, 1997, Genetic contributions to understanding polyketide synthases, Chem Rev, 97, 2465, 10.1021/cr960034i
Hopwood, 1985, Production of ‘hybrid’ antibiotics by genetic engineering, Nature, 314, 642, 10.1038/314642a0
Ichinose, 1998a, Biosynthetic gene clusters of benzoisochromanequinone antibiotics in Streptomyces spp. – identification of genes involved in post-PKS tailoring steps, Actinomycetologica, 12, 99, 10.3209/saj.12_99
Ichinose, 1998b, The granaticin biosynthetic gene cluster of Streptomyces violaceoruber Tü22: sequence analysis and expression in a heterologous host, Chem Biol, 5, 647, 10.1016/S1074-5521(98)90292-7
Ichinose, 1999, Proof that the act VI genetic region of Streptomyces coelicolor A3(2) is involved in stereospecific pyran ring formation in the biosynthesis of actinorhodin, Bioorg Med Chem Lett, 9, 395, 10.1016/S0960-894X(99)00011-6
Ichinose, 2001, Functional complementation of pyran ring formation in actinorhodin biosynthesis in Streptomyces coelicolor A3(2) by ketoreductase genes for granaticin biosynthesis, J Bacteriol, 183, 3247, 10.1128/JB.183.10.3247-3250.2001
Ishikawa, 2000, Colony PCR for detection of specific DNA sequences in actinomycetes, Actinomycetologica, 14, 1, 10.3209/saj.14_1
Kendrew, 1995, Identification of a flavin : NADH oxidoreductase involved in the biosynthesis of actinorhodin, J Biol Chem, 270, 17339, 10.1074/jbc.270.29.17339
Kendrew, 1997, Identification of a monoxygenase from Streptomyces coelicolor A3(2) involved in biosynthesis of actinorhodin: purification and characterization of the recombinant enzyme, J Bacteriol, 179, 4305, 10.1128/JB.179.13.4305-4310.1997
Kieser, 2000, Practical Streptomyces Genetics
Kim, 1995, Characterization of the Bacillus stearothermophilus BR219 phenol hydroxylase gene, Appl Environ Microbiol, 61, 1252, 10.1128/AEM.61.4.1252-1256.1995
Künzel, 1999, The inactivation of the urdGT2 gene, which encodes a glycosyltransferase responsible for the C -glycosyltransfer of activated d-olivose, leads to the formation of the three novel urdamycins I, J and K, J Am Chem Soc, 121, 11058, 10.1021/ja9915347
Li, 2002, A gene cluster from a marine Streptomyces encoding the biosynthesis of the aromatic spiroketal polyketide griseorhodin A, Chem Biol, 9, 1017, 10.1016/S1074-5521(02)00223-5
Lomovskaya, 1980, Genetics and molecular biology of Streptomyces bacteriophages, Microbiol Rev, 44, 206, 10.1128/MMBR.44.2.206-229.1980
MacNeil, 1992, Analysis of Streptomyces avermitilis genes required for avermection biosynthesis utilizing a novel integration vector, Gene, 111, 61, 10.1016/0378-1119(92)90603-M
Madduri, 1995, Functional characterization and transcriptional analysis of the dnrR1 locus, which controls daunorubicin biosynthesis in Streptomyces peucetius, J Bacteriol, 177, 1208, 10.1128/JB.177.5.1208-1215.1995
Marti, 2000, Cloning, nucleotide sequence, and heterologous expression of the biosynthetic gene cluster for R1128, a non-steroidal estrogen receptor antagonist, J Biol Chem, 275, 33443, 10.1074/jbc.M006766200
McDaniel, 1993, Engineered biosynthesis of novel polyketides, Science, 262, 1546, 10.1126/science.8248802
Mulichak, 2001, Structure of the UDP-glucosyltransferase GtfB that modifies the heptapeptide aglycone in the biosynthesis of vancomycin group antibiotics, Structure, 9, 547, 10.1016/S0969-2126(01)00616-5
Novakova, 2002, Cloning and characterization of a polyketide synthase gene cluster involved in biosynthesis of a proposed angucycline-like poleketide auricin in Streptomyces aureofaciens CCM 3239, Gene, 297, 197, 10.1016/S0378-1119(02)00889-2
Okabe, 1985, Lactoquinomycin A, a novel anticancer antibiotic. II. Physico-chemical properties and structure assignment, J Antibiot, 38, 1333, 10.7164/antibiotics.38.1333
Ōmura, 1986, Production of new hybrid antibiotics, mederhodins A and B, by a genetically engineered strain, Antimicrob Agents Chemother, 29, 13, 10.1128/AAC.29.1.13
Pang, 1994, Cosmid vector for cloning and analysis of Streptomyces DNA, Actinomycetologica, 8, 21, 10.3209/saj.8_21
Rix, 2002, Modification of post-PKS tailoring steps through combinatorial biosynthesis, Nat Prod Rep, 19, 542, 10.1039/b103920m
Sambrook, 1989, Molecular Cloning: a Laboratory Manual
Sciara, 2003, The structure of ActVA-Orf6, a novel type of monooxygenase involved in actinorhodin biosynthesis, EMBO J, 22, 205, 10.1093/emboj/cdg031
Sherman, 1989, Structure and deduced function of the granaticin-producing polyketide synthase gene cluster of Streptomyces violaceoruber Tü22, EMBO J, 8, 2717, 10.1002/j.1460-2075.1989.tb08413.x
Strohl, 1992, Compilation and analysis of DNA sequences associated with apparent streptomycete promoters, Nucleic Acids Res, 20, 961, 10.1093/nar/20.5.961
Taguchi, 2000a, Chemical characterization of disruptants of the Streptomyces coelicolor A3(2) act VI genes involved in actinorhodin biosynthesis, J Antibiot, 53, 144, 10.7164/antibiotics.53.144
Taguchi, 2000b, Identification of a novel shunt product produced by a disruptant of the act VI-ORFA gene involved in the biosynthesis of actinorhodin in Streptomyces coelicolor A3(2), Tetrahedron Lett, 41, 5253, 10.1016/S0040-4039(00)00824-8
Taguchi, 2001, A new mode of stereochemical control revealed by analysis of the biosynthesis of dihydrogranaticin in Streptomyces violaceoruber Tü22, J Am Chem Soc, 123, 11376, 10.1021/ja015981+
Tanaka, 1985, Lactoquinomycin, a novel anticancer antibiotic. I. Taxonomy, isolation, and biological activity, J Antibiot, 38, 1327, 10.7164/antibiotics.38.1327
Tang, 2001, Construction of desosamine containing polyketide libraries using a glycosyltransferase with broad substrate specificity, Chem Biol, 8, 547, 10.1016/S1074-5521(01)00032-1
Tatsuta, 1990, Enantioselective total synthesis of medermycin (lactoquinomycin), Tetrahedron Lett, 31, 5495, 10.1016/S0040-4039(00)97881-X
Tornus, 2001, Identification of four genes from the granaticin biosynthetic gene cluster of Streptomyces violaceoruber Tü22 involved in the biosynthesis of l-rhodinose, J Antibiot, 54, 91, 10.7164/antibiotics.54.91
Trefzer, 1999, Genes and enzymes involved in deoxysugar biosynthesis in bacteria, Nat Prod Rep, 16, 283, 10.1039/a804431g
Ünligil, 2000, Glycosyltransferase structure and mechanism, Curr Opin Struct Biol, 10, 510, 10.1016/S0959-440X(00)00124-X
Wang, 2001, Cloning and functional analysis of a phosphopantetheinyl transferase superfamily gene associated with jadomycin biosynthesis in Streptomyces venezuelae ISP5230, Microbiology, 147, 1535, 10.1099/00221287-147-6-1535
Westrich, 1999, Cloning and characterization of a gene cluster from Streptomyces cyanogenus S136 probably involved in landomycin biosynthesis, FEMS Microbiol Lett, 170, 381, 10.1111/j.1574-6968.1999.tb13398.x
Wietzorrek, 1997, A novel family of proteins that regulates antibiotic production in streptomycetes appear to contain an OmpR-like DNA-binding fold, Mol Microbiol, 25, 1177, 10.1046/j.1365-2958.1997.5421903.x
Williamson, 2002, In support of the original medermycin/lactoquinomycin A structure, Org Lett, 4, 4659, 10.1021/ol027086g
Ylihonko, 1996, A gene cluster involved in nogalamycin biosynthesis from Streptomyces nogalater : sequence analysis and complementation of early-block mutants in the anthracycline pathway, Mol Gen Genet, 251, 113