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Volumn 41, Issue 2, 2014, Pages 345-356

Genomics-enabled discovery of phosphonate natural products and their biosynthetic pathways

Author keywords

Antibiotic; Genome mining; Natural product; Phosphonate; Streptomyces

Indexed keywords

BIOLOGICAL PRODUCTS; BIOSYNTHETIC PATHWAYS; GENOMICS; ORGANOPHOSPHONATES;

EID: 84895076771     PISSN: 13675435     EISSN: 14765535     Source Type: Journal    
DOI: 10.1007/s10295-013-1375-2     Document Type: Review
Times cited : (54)

References (66)
  • 2
    • 84865683314 scopus 로고    scopus 로고
    • Thoughts and facts about antibiotics: Where we are now and where we are heading
    • 22511224 10.1038/ja.2012.27
    • Bérdy J (2012) Thoughts and facts about antibiotics: where we are now and where we are heading. J Antibiot 65(8):385-395
    • (2012) J Antibiot , vol.65 , Issue.8 , pp. 385-395
    • Bérdy, J.1
  • 4
    • 11244354656 scopus 로고    scopus 로고
    • Molecular cloning, sequence analysis, and heterologous expression of the phosphinothricin tripeptide biosynthetic gene cluster from Streptomyces viridochromogenes DSM 40736
    • 1:CAS:528:DC%2BD2MXjvVSiug%3D%3D 538901 15616300 10.1128/AAC.49.1.230- 240.2005
    • Blodgett JA, Zhang JK, Metcalf WW (2005) Molecular cloning, sequence analysis, and heterologous expression of the phosphinothricin tripeptide biosynthetic gene cluster from Streptomyces viridochromogenes DSM 40736. Antimicrob Agents Chemother 49(1):230-240
    • (2005) Antimicrob Agents Chemother , vol.49 , Issue.1 , pp. 230-240
    • Blodgett, J.A.1    Zhang, J.K.2    Metcalf, W.W.3
  • 5
    • 34447544332 scopus 로고    scopus 로고
    • Unusual transformations in the biosynthesis of the antibiotic phosphinothricin tripeptide
    • 1:CAS:528:DC%2BD2sXnvFaqsrg%3D 17632514 10.1038/nchembio.2007.9 (d8f2bb67-9a19-5a0a-b099-335bae156967)
    • Blodgett JAV, Thomas PM, Li G, Velasquez JE, van der Donk WA, Kelleher NL, Metcalf WW (2007) Unusual transformations in the biosynthesis of the antibiotic phosphinothricin tripeptide. Nat Chem Biol 3:480-485 (d8f2bb67-9a19-5a0a-b099-335bae156967)
    • (2007) Nat Chem Biol , vol.3 , pp. 480-485
    • Blodgett, J.A.V.1    Thomas, P.M.2    Li, G.3    Velasquez, J.E.4    Van Der Donk, W.A.5    Kelleher, N.L.6    Metcalf, W.W.7
  • 6
    • 75149160998 scopus 로고    scopus 로고
    • Biosynthesis of rhizocticins, antifungal phosphonate oligopeptides produced by Bacillus subtilis ATCC6633
    • 1:CAS:528:DC%2BC3cXht12nsrc%3D 2819989 20142038 10.1016/j.chembiol.2009. 11.017
    • Borisova SA, Circello BT, Zhang JK, van der Donk WA, Metcalf WW (2010) Biosynthesis of rhizocticins, antifungal phosphonate oligopeptides produced by Bacillus subtilis ATCC6633. Chem Biol 17(1):28-37
    • (2010) Chem Biol , vol.17 , Issue.1 , pp. 28-37
    • Borisova, S.A.1    Circello, B.T.2    Zhang, J.K.3    Van Der Donk, W.A.4    Metcalf, W.W.5
  • 7
    • 0023785036 scopus 로고
    • Catalysis and thermodynamics of the phosphoenolpyruvate/phosphonopyruvate rearrangement. Entry into the phosphonate class of naturally occurring organophosphorus compounds
    • 1:CAS:528:DyaL1cXkvVykt7o%3D 10.1021/ja00224a054
    • Bowman E, McQueney M, Barry RJ, Dunaway-Mariano D (1988) Catalysis and thermodynamics of the phosphoenolpyruvate/phosphonopyruvate rearrangement. Entry into the phosphonate class of naturally occurring organophosphorus compounds. J Am Chem Soc 110:5575-5576
    • (1988) J Am Chem Soc , vol.110 , pp. 5575-5576
    • Bowman, E.1    McQueney, M.2    Barry, R.J.3    Dunaway-Mariano, D.4
  • 10
    • 79959268641 scopus 로고    scopus 로고
    • The antibiotic dehydrophos is converted to a toxic pyruvate analog by peptide bond cleavage in Salmonella enterica
    • 1:CAS:528:DC%2BC3MXos1Ort7o%3D 3122408 21537024 10.1128/AAC.01483-10
    • Circello BT, Miller CG, Lee JH, van der Donk WA, Metcalf WW (2011) The antibiotic dehydrophos is converted to a toxic pyruvate analog by peptide bond cleavage in Salmonella enterica. Antimicrob Agents Chemother 55(7):3357-3362
    • (2011) Antimicrob Agents Chemother , vol.55 , Issue.7 , pp. 3357-3362
    • Circello, B.T.1    Miller, C.G.2    Lee, J.H.3    Van Der Donk, W.A.4    Metcalf, W.W.5
  • 12
    • 0017065843 scopus 로고
    • On the transport of tripeptide antibiotics in bacteria
    • 1:CAS:528:DyaE28XltVCmtrk%3D 10.1111/j.1432-1033.1976.tb10420.x
    • Diddens H, Zahner H, Kraas E, Gohring W, Jung G (1976) On the transport of tripeptide antibiotics in bacteria. Eur J Biochem/FEBS 66(1):11-23
    • (1976) Eur J Biochem/FEBS , vol.66 , Issue.1 , pp. 11-23
    • Diddens, H.1    Zahner, H.2    Kraas, E.3    Gohring, W.4    Jung, G.5
  • 13
    • 84883615133 scopus 로고    scopus 로고
    • Comparative genomics of actinomycetes with a focus on natural product biosynthetic genes
    • 1:CAS:528:DC%2BC3sXhvVKnurfF 3848822 24020438 10.1186/1471-2164-14-611
    • Doroghazi JR, Metcalf WW (2013) Comparative genomics of actinomycetes with a focus on natural product biosynthetic genes. BMC Genomics 14(1):611
    • (2013) BMC Genomics , vol.14 , Issue.1 , pp. 611
    • Doroghazi, J.R.1    Metcalf, W.W.2
  • 14
    • 49449119076 scopus 로고    scopus 로고
    • Cloning, expression, and biochemical characterization of Streptomyces rubellomurinus genes required for biosynthesis of antimalarial compound FR900098
    • 1:CAS:528:DC%2BD1cXhtVejtbrM 2603629 18721747 10.1016/j.chembiol.2008.07. 010
    • Eliot AC, Griffin BM, Thomas PM, Johannes TW, Kelleher NL, Zhao H, Metcalf WW (2008) Cloning, expression, and biochemical characterization of Streptomyces rubellomurinus genes required for biosynthesis of antimalarial compound FR900098. Chem Biol 15(8):765-770
    • (2008) Chem Biol , vol.15 , Issue.8 , pp. 765-770
    • Eliot, A.C.1    Griffin, B.M.2    Thomas, P.M.3    Johannes, T.W.4    Kelleher, N.L.5    Zhao, H.6    Metcalf, W.W.7
  • 15
    • 84878046614 scopus 로고    scopus 로고
    • Discovery of the antibiotic phosacetamycin via a new mass spectrometry-based method for phosphonic acid detection
    • 1:CAS:528:DC%2BC3sXjslSgt7Y%3D 23474169 10.1021/cb400102t
    • Evans BS, Zhao C, Gao J, Evans CM, Ju KS, Doroghazi JR, van der Donk WA, Kelleher NL, Metcalf WW (2013) Discovery of the antibiotic phosacetamycin via a new mass spectrometry-based method for phosphonic acid detection. ACS Chem Biol 8(5):908-913
    • (2013) ACS Chem Biol , vol.8 , Issue.5 , pp. 908-913
    • Evans, B.S.1    Zhao, C.2    Gao, J.3    Evans, C.M.4    Ju, K.S.5    Doroghazi, J.R.6    Van Der Donk, W.A.7    Kelleher, N.L.8    Metcalf, W.W.9
  • 16
    • 0033569855 scopus 로고    scopus 로고
    • Synthesis of natural products containing a C-P bond
    • 1:CAS:528:DyaK1MXmsVyjsrc%3D 10.1016/S0040-4020(99)00701-2
    • Fields SC (1999) Synthesis of natural products containing a C-P bond. Tetrahedron 55:12237-12273
    • (1999) Tetrahedron , vol.55 , pp. 12237-12273
    • Fields, S.C.1
  • 18
    • 0021086441 scopus 로고
    • Screening of antifungal antibiotics according to activities inducing morphological abnormalities
    • 1:CAS:528:DyaL2cXjtlKr 10.1271/bbb1961.47.2061
    • Gunji S, Arima K, Beppu T (1983) Screening of antifungal antibiotics according to activities inducing morphological abnormalities. Agric Biol Chem 47:2061-2069
    • (1983) Agric Biol Chem , vol.47 , pp. 2061-2069
    • Gunji, S.1    Arima, K.2    Beppu, T.3
  • 20
    • 0024515628 scopus 로고
    • Studies on the biosynthesis of bialaphos (SF-1293). 9. Biochemical mechanism of C-P bond formation in bialaphos: Discovery of phosphoenolpyruvate phosphomutase which catalyzes the formation of phosphonopyruvate from phosphoenolpyruvate
    • 1:CAS:528:DyaL1MXktF2rsLc%3D 2708146 10.7164/antibiotics.42.491
    • Hidaka T, Mori M, Imai S, Hara O, Nagaoka K, Seto H (1989) Studies on the biosynthesis of bialaphos (SF-1293). 9. Biochemical mechanism of C-P bond formation in bialaphos: discovery of phosphoenolpyruvate phosphomutase which catalyzes the formation of phosphonopyruvate from phosphoenolpyruvate. J Antibiot 42(3):491-494
    • (1989) J Antibiot , vol.42 , Issue.3 , pp. 491-494
    • Hidaka, T.1    Mori, M.2    Imai, S.3    Hara, O.4    Nagaoka, K.5    Seto, H.6
  • 22
    • 0000627987 scopus 로고
    • Isolation of 2-aminoethane phosphonic acid from rumen protozoa
    • 1:CAS:528:DyaF3cXos1yntg%3D%3D 14403103 10.1038/184901b0
    • Horiguchi M, Kandatsu M (1959) Isolation of 2-aminoethane phosphonic acid from rumen protozoa. Nature 184(Suppl 12):901-902
    • (1959) Nature , vol.184 , Issue.SUPPL. 12 , pp. 901-902
    • Horiguchi, M.1    Kandatsu, M.2
  • 23
    • 76749100709 scopus 로고    scopus 로고
    • ETE: A python environment for tree exploration
    • 2820433 20070885 10.1186/1471-2105-11-24
    • Huerta-Cepas J, Dopazo J, Gabaldón T (2010) ETE: a python environment for tree exploration. BMC Bioinformatics 11(1):24
    • (2010) BMC Bioinformatics , vol.11 , Issue.1 , pp. 24
    • Huerta-Cepas, J.1    Dopazo, J.2    Gabaldón, T.3
  • 24
    • 0023917350 scopus 로고
    • Revised structure of A53868A
    • 1:CAS:528:DyaL1cXltFSis7c%3D 3403375 10.7164/antibiotics.41.802
    • Hunt AH, Elzey TK (1988) Revised structure of A53868A. J Antibiot 41(6):802
    • (1988) J Antibiot , vol.41 , Issue.6 , pp. 802
    • Hunt, A.H.1    Elzey, T.K.2
  • 27
    • 0025257307 scopus 로고
    • Fosfadecin and fosfocytocin, new nucleotide antibiotics produced by bacteria
    • 1:CAS:528:DyaK3cXktlOntb8%3D 2182591 10.7164/antibiotics.43.238
    • Katayama N, Tsubotani S, Nozaki Y, Harada S, Ono H (1990) Fosfadecin and fosfocytocin, new nucleotide antibiotics produced by bacteria. J Antibiot 43(3):238-246
    • (1990) J Antibiot , vol.43 , Issue.3 , pp. 238-246
    • Katayama, N.1    Tsubotani, S.2    Nozaki, Y.3    Harada, S.4    Ono, H.5
  • 28
    • 0009678753 scopus 로고
    • Isolation, structure and biological activity of trialaphos
    • 1:CAS:528:DyaK3MXks1yjuro%3D 10.1271/bbb1961.55.1133
    • Kato H, Nagayama K, Abe H, Kobayashi R, Ishihara E (1991) Isolation, structure and biological activity of trialaphos. Agric Biol Chem 55:1133-1134
    • (1991) Agric Biol Chem , vol.55 , pp. 1133-1134
    • Kato, H.1    Nagayama, K.2    Abe, H.3    Kobayashi, R.4    Ishihara, E.5
  • 29
    • 0021224327 scopus 로고
    • Isolation and characterization of I5B2, a new phosphorus containing inhibitor of angiotensin i converting enzyme produced by Actinomadura sp
    • 1:CAS:528:DyaL2MXitVygtw%3D%3D 6094415 10.7164/antibiotics.37.965
    • Kido Y, Hamakado T, Anno M, Miyagawa E, Motoki Y, Wakamiya T, Shiba T (1984) Isolation and characterization of I5B2, a new phosphorus containing inhibitor of angiotensin I converting enzyme produced by Actinomadura sp. J Antibiot 37(9):965-969
    • (1984) J Antibiot , vol.37 , Issue.9 , pp. 965-969
    • Kido, Y.1    Hamakado, T.2    Anno, M.3    Miyagawa, E.4    Motoki, Y.5    Wakamiya, T.6    Shiba, T.7
  • 30
    • 0029967416 scopus 로고    scopus 로고
    • Characterization of a Cys115 to Asp substitution in the Escherichia coli cell wall biosynthetic enzyme UDP-GlcNAc enolpyruvyl transferase (MurA) that confers resistance to inactivation by the antibiotic fosfomycin
    • 1:CAS:528:DyaK28XhvVCls7w%3D 8664284 10.1021/bi952937w
    • Kim DH, Lees WJ, Kempsell KE, Lane WS, Duncan K, Walsh CT (1996) Characterization of a Cys115 to Asp substitution in the Escherichia coli cell wall biosynthetic enzyme UDP-GlcNAc enolpyruvyl transferase (MurA) that confers resistance to inactivation by the antibiotic fosfomycin. Biochemistry 35(15):4923-4928
    • (1996) Biochemistry , vol.35 , Issue.15 , pp. 4923-4928
    • Kim, D.H.1    Lees, W.J.2    Kempsell, K.E.3    Lane, W.S.4    Duncan, K.5    Walsh, C.T.6
  • 32
    • 84864389225 scopus 로고    scopus 로고
    • Different biosynthetic pathways to fosfomycin in Pseudomonas syringae and Streptomyces species
    • 1:CAS:528:DC%2BC38XhtFajs73P 3421606 22615277 10.1128/AAC.06478-11
    • Kim SY, Ju KS, Metcalf WW, Evans BS, Kuzuyama T, van der Donk WA (2012) Different biosynthetic pathways to fosfomycin in Pseudomonas syringae and Streptomyces species. Antimicrob Agents Chemother 56(8):4175-4183
    • (2012) Antimicrob Agents Chemother , vol.56 , Issue.8 , pp. 4175-4183
    • Kim, S.Y.1    Ju, K.S.2    Metcalf, W.W.3    Evans, B.S.4    Kuzuyama, T.5    Van Der Donk, W.A.6
  • 33
    • 0028807306 scopus 로고
    • Phosphonothrixin, a novel herbicidal antibiotic produced by Saccharothrix sp. ST-888. II. Structure determination
    • 1:CAS:528:DyaK2MXovFOksrk%3D 7490219 10.7164/antibiotics.48.1130
    • Kimura T, Nakamura K, Takahashi E (1995) Phosphonothrixin, a novel herbicidal antibiotic produced by Saccharothrix sp. ST-888. II. Structure determination. J Antibiot 48(10):1130-1133
    • (1995) J Antibiot , vol.48 , Issue.10 , pp. 1130-1133
    • Kimura, T.1    Nakamura, K.2    Takahashi, E.3
  • 34
    • 0028290467 scopus 로고
    • Inactivation of Escherichia coli threonine synthase by DL-Z-2-amino-5-phosphono-3-pentenoic acid
    • 1:CAS:528:DyaK2cXlslCqur0%3D 8042902
    • Laber B, Lindell SD, Pohlenz HD (1994) Inactivation of Escherichia coli threonine synthase by DL-Z-2-amino-5-phosphono-3-pentenoic acid. Arch Microbiol 161(5):400-403
    • (1994) Arch Microbiol , vol.161 , Issue.5 , pp. 400-403
    • Laber, B.1    Lindell, S.D.2    Pohlenz, H.D.3
  • 35
    • 78049274321 scopus 로고    scopus 로고
    • Characterization and structure of DhpI, a phosphonate O-methyltransferase involved in dehydrophos biosynthesis
    • 1:CAS:528:DC%2BC3cXhtlartb3F 20876132 10.1073/pnas.1006848107
    • Lee JH, Bae B, Kuemin M, Circello BT, Metcalf WW, Nair SK, van der Donk WA (2010) Characterization and structure of DhpI, a phosphonate O-methyltransferase involved in dehydrophos biosynthesis. Proc Natl Acad Sci USA 107(41):17557-17562
    • (2010) Proc Natl Acad Sci USA , vol.107 , Issue.41 , pp. 17557-17562
    • Lee, J.H.1    Bae, B.2    Kuemin, M.3    Circello, B.T.4    Metcalf, W.W.5    Nair, S.K.6    Van Der Donk, W.A.7
  • 37
    • 0028070055 scopus 로고
    • Kinetics, stoichiometry, and identification of the reactive thiolate in the inactivation of UDP-GlcNAc enolpyruvoyl transferase by the antibiotic fosfomycin
    • 1:CAS:528:DyaK2cXlsVynsrs%3D 8075065 10.1021/bi00201a011
    • Marquardt JL, Brown ED, Lane WS, Haley TM, Ichikawa Y, Wong CH, Walsh CT (1994) Kinetics, stoichiometry, and identification of the reactive thiolate in the inactivation of UDP-GlcNAc enolpyruvoyl transferase by the antibiotic fosfomycin. Biochemistry 33(35):10646-10651
    • (1994) Biochemistry , vol.33 , Issue.35 , pp. 10646-10651
    • Marquardt, J.L.1    Brown, E.D.2    Lane, W.S.3    Haley, T.M.4    Ichikawa, Y.5    Wong, C.H.6    Walsh, C.T.7
  • 39
    • 67650743221 scopus 로고    scopus 로고
    • Biosynthesis of phosphonic and phosphinic acid natural products
    • 1:CAS:528:DC%2BD1MXos1GhtLc%3D 2729427 19489722 10.1146/annurev.biochem. 78.091707.100215
    • Metcalf WW, van der Donk WA (2009) Biosynthesis of phosphonic and phosphinic acid natural products. Annu Rev Biochem 78:65-94
    • (2009) Annu Rev Biochem , vol.78 , pp. 65-94
    • Metcalf, W.W.1    Van Der Donk, W.A.2
  • 40
    • 0021532393 scopus 로고
    • Phosphonolipids
    • 10.1016/0163-7827(84)90012-2
    • Moschidis MC (1985) Phosphonolipids. Prog Lipid Res 23:223-246
    • (1985) Prog Lipid Res , vol.23 , pp. 223-246
    • Moschidis, M.C.1
  • 43
    • 0019252767 scopus 로고
    • Studies on new phosphonic acid antibiotics. I. FR-900098, isolation and characterization
    • 1:CAS:528:DyaL3cXhsVCru7g%3D 6768704 10.7164/antibiotics.33.13
    • Okuhara M, Kuroda Y, Goto T, Okamoto M, Terano H, Kohsaka M, Aoki H, Imanaka H (1980) Studies on new phosphonic acid antibiotics. I. FR-900098, isolation and characterization. J Antibiot 33(1):13-17
    • (1980) J Antibiot , vol.33 , Issue.1 , pp. 13-17
    • Okuhara, M.1    Kuroda, Y.2    Goto, T.3    Okamoto, M.4    Terano, H.5    Kohsaka, M.6    Aoki, H.7    Imanaka, H.8
  • 44
    • 0019252768 scopus 로고
    • Studies on new phosphonic acid antibiotics. III. Isolation and characterization of FR-31564, FR-32863 and FR-33289
    • 1:CAS:528:DyaL3cXhs1ajurs%3D 6768705 10.7164/antibiotics.33.24
    • Okuhara M, Kuroda Y, Goto T, Okamoto M, Terano H, Kohsaka M, Aoki H, Imanaka H (1980) Studies on new phosphonic acid antibiotics. III. Isolation and characterization of FR-31564, FR-32863 and FR-33289. J Antibiot 33(1):24-28
    • (1980) J Antibiot , vol.33 , Issue.1 , pp. 24-28
    • Okuhara, M.1    Kuroda, Y.2    Goto, T.3    Okamoto, M.4    Terano, H.5    Kohsaka, M.6    Aoki, H.7    Imanaka, H.8
  • 45
    • 0021474659 scopus 로고
    • The structure of phosalacine, a new herbicidal antibiotic containing phosphinothricin
    • 1:CAS:528:DyaL2cXmtVKht74%3D 6480509 10.7164/antibiotics.37.939
    • Omura S, Hinotozawa K, Imamura N, Murata M (1984) The structure of phosalacine, a new herbicidal antibiotic containing phosphinothricin. J Antibiot 37(8):939-940
    • (1984) J Antibiot , vol.37 , Issue.8 , pp. 939-940
    • Omura, S.1    Hinotozawa, K.2    Imamura, N.3    Murata, M.4
  • 46
    • 0021151918 scopus 로고
    • Phosalacine, a new herbicidal antibiotic containing phosphinothricin. Fermentation, isolation, biological activity and mechanism of action
    • 1:CAS:528:DyaL2cXls1Kkur4%3D 6480502 10.7164/antibiotics.37.829
    • Omura S, Murata M, Hanaki H, Hinotozawa K, Oiwa R, Tanaka H (1984) Phosalacine, a new herbicidal antibiotic containing phosphinothricin. Fermentation, isolation, biological activity and mechanism of action. J Antibiot 37(8):829-835
    • (1984) J Antibiot , vol.37 , Issue.8 , pp. 829-835
    • Omura, S.1    Murata, M.2    Hanaki, H.3    Hinotozawa, K.4    Oiwa, R.5    Tanaka, H.6
  • 47
    • 0017142363 scopus 로고
    • 2-Amino-5-phosphono-3-pentenoic acid, a new amino acid from N-1409 substance, an antagonist of threonine
    • 1:CAS:528:DyaE2sXlt1Ckuw%3D%3D 10.1271/bbb1961.40.1905
    • Park BK, Hirota A, Sakai H (1976) 2-Amino-5-phosphono-3-pentenoic acid, a new amino acid from N-1409 substance, an antagonist of threonine. Agric Biol Chem 40:1905-1906
    • (1976) Agric Biol Chem , vol.40 , pp. 1905-1906
    • Park, B.K.1    Hirota, A.2    Sakai, H.3
  • 48
    • 0017376293 scopus 로고
    • Structure of plumbemycin A and B, antagonists of l-threonine from Streptomyces plumbeus
    • 1:CAS:528:DyaE2sXhvVCktbc%3D 10.1271/bbb1961.41.573
    • Park BK, Hirota A, Sakai H (1977) Structure of plumbemycin A and B, antagonists of l-threonine from Streptomyces plumbeus. Agric Biol Chem 41:573-579
    • (1977) Agric Biol Chem , vol.41 , pp. 573-579
    • Park, B.K.1    Hirota, A.2    Sakai, H.3
  • 49
    • 0017404882 scopus 로고
    • Studies on new antimetabolite N-1409
    • 1:CAS:528:DyaE2sXhtlOrtbw%3D 10.1271/bbb1961.41.161
    • Park BK, Hirota A, Sakai H (1977) Studies on new antimetabolite N-1409. Agric Biol Chem 41:161-167
    • (1977) Agric Biol Chem , vol.41 , pp. 161-167
    • Park, B.K.1    Hirota, A.2    Sakai, H.3
  • 50
    • 77949718257 scopus 로고    scopus 로고
    • FastTree 2-approximately maximum-likelihood trees for large alignments
    • 2835736 20224823 10.1371/journal.pone.0009490
    • Price MN, Dehal PS, Arkin AP (2010) FastTree 2-approximately maximum-likelihood trees for large alignments. PLoS One 5(3):e9490
    • (2010) PLoS One , vol.5 , Issue.3 , pp. 9490
    • Price, M.N.1    Dehal, P.S.2    Arkin, A.P.3
  • 51
    • 84985200090 scopus 로고
    • Rhizocticins - New phosphono-oligopeptides with antifungal activity
    • Rapp C, Jung G, Kugler M, Loeffler W (1988) Rhizocticins - new phosphono-oligopeptides with antifungal activity. Liebigs Annalen der Chemie 7:655-661
    • (1988) Liebigs Annalen der Chemie , vol.7 , pp. 655-661
    • Rapp, C.1    Jung, G.2    Kugler, M.3    Loeffler, W.4
  • 53
    • 0024299578 scopus 로고
    • Phosphonate biosynthesis: Isolation of the enzyme responsible for the formation of a carbon-phosphorus bond
    • 1:CAS:528:DyaL1MXptFShtw%3D%3D 3138545 10.1038/335457a0
    • Seidel HM, Freeman S, Seto H, Knowles JR (1988) Phosphonate biosynthesis: isolation of the enzyme responsible for the formation of a carbon-phosphorus bond. Nature 335(6189):457-458
    • (1988) Nature , vol.335 , Issue.6189 , pp. 457-458
    • Seidel, H.M.1    Freeman, S.2    Seto, H.3    Knowles, J.R.4
  • 54
    • 0024421915 scopus 로고
    • Inhibition of bacterial isoprenoid synthesis by fosmidomycin, a phosphonic-acid antibiotic
    • 1:CAS:528:DyaL1MXlslSqu70%3D 2676937 10.1093/jac/24.2.131
    • Shigi Y (1989) Inhibition of bacterial isoprenoid synthesis by fosmidomycin, a phosphonic-acid antibiotic. J Antimicrob Chemother 24:131-145
    • (1989) J Antimicrob Chemother , vol.24 , pp. 131-145
    • Shigi, Y.1
  • 55
    • 0022459868 scopus 로고
    • Production of fosfomycin (phosphonomycin) by Pseudomonas syringae
    • 1:CAS:528:DyaL28XkvFGquro%3D 3759643 10.7164/antibiotics.39.1011
    • Shoji J, Kato T, Hinoo H, Hattori T, Hirooka K, Matsumoto K, Tanimoto T, Kondo E (1986) Production of fosfomycin (phosphonomycin) by Pseudomonas syringae. J Antibiot 39(7):1011-1012
    • (1986) J Antibiot , vol.39 , Issue.7 , pp. 1011-1012
    • Shoji, J.1    Kato, T.2    Hinoo, H.3    Hattori, T.4    Hirooka, K.5    Matsumoto, K.6    Tanimoto, T.7    Kondo, E.8
  • 56
    • 0023882313 scopus 로고
    • Cloning of a phosphinothricin N-acetyltransferase gene from Streptomyces viridochromogenes Tu494 and its expression in Streptomyces lividans and Escherichia coli
    • 1:CAS:528:DyaL1cXhvVWgu7g%3D 3290054 10.1016/0378-1119(88)90546-X
    • Strauch E, Wohlleben W, Puhler A (1988) Cloning of a phosphinothricin N-acetyltransferase gene from Streptomyces viridochromogenes Tu494 and its expression in Streptomyces lividans and Escherichia coli. Gene 63(1):65-74
    • (1988) Gene , vol.63 , Issue.1 , pp. 65-74
    • Strauch, E.1    Wohlleben, W.2    Puhler, A.3
  • 57
    • 0028826550 scopus 로고
    • Phosphonothrixin, a novel herbicidal antibiotic produced by Saccharothrix sp. ST-888. I. Taxonomy, fermentation, isolation and biological properties
    • 1:CAS:528:DyaK2MXovFOksrg%3D 7490218 10.7164/antibiotics.48.1124
    • Takahashi E, Kimura T, Nakamura K, Arahira M, Iida M (1995) Phosphonothrixin, a novel herbicidal antibiotic produced by Saccharothrix sp. ST-888. I. Taxonomy, fermentation, isolation and biological properties. J Antibiot 48(10):1124-1129
    • (1995) J Antibiot , vol.48 , Issue.10 , pp. 1124-1129
    • Takahashi, E.1    Kimura, T.2    Nakamura, K.3    Arahira, M.4    Iida, M.5
  • 59
    • 0000699753 scopus 로고
    • Characterization of the herbicide-resistance gene bar from Streptomyces hygroscopicus
    • 1:CAS:528:DyaL2sXlsVygsr0%3D 16453790
    • Thompson CJ, Movva NR, Tizard R, Crameri R, Davies JE, Lauwereys M, Botterman J (1987) Characterization of the herbicide-resistance gene bar from Streptomyces hygroscopicus. EMBO J 6(9):2519-2523
    • (1987) EMBO J , vol.6 , Issue.9 , pp. 2519-2523
    • Thompson, C.J.1    Movva, N.R.2    Tizard, R.3    Crameri, R.4    Davies, J.E.5    Lauwereys, M.6    Botterman, J.7
  • 61
    • 84856285895 scopus 로고    scopus 로고
    • The chemistry of bisphosphonates: From antiscaling agents to clinical therapeutics
    • 1:CAS:528:DC%2BC38Xjt1GisLs%3D 21864230 10.2174/187152012799014959
    • Widler L, Jahnke W, Green JR (2012) The chemistry of bisphosphonates: from antiscaling agents to clinical therapeutics. Anticancer Agents Med Chem 12(2):95-101
    • (2012) Anticancer Agents Med Chem , vol.12 , Issue.2 , pp. 95-101
    • Widler, L.1    Jahnke, W.2    Green, J.R.3
  • 62
    • 0037625396 scopus 로고    scopus 로고
    • Fosmidomycin for the treatment of malaria
    • 12937969 10.1007/s00436-002-0770-9
    • Wiesner J, Borrmann S, Jomaa H (2003) Fosmidomycin for the treatment of malaria. Parasitol Res 90(Suppl 2):S71-S76
    • (2003) Parasitol Res , vol.90 , Issue.SUPPL. 2
    • Wiesner, J.1    Borrmann, S.2    Jomaa, H.3
  • 63
    • 0023761629 scopus 로고
    • Nucleotide sequence of the phosphinothricin N-acetyltransferase gene from Streptomyces viridochromogenes Tu494 and its expression in Nicotiana tabacum
    • 1:CAS:528:DyaL1MXit1Khsrk%3D 3240868 10.1016/0378-1119(88)90101-1
    • Wohlleben W, Arnold W, Broer I, Hillemann D, Strauch E, Puhler A (1988) Nucleotide sequence of the phosphinothricin N-acetyltransferase gene from Streptomyces viridochromogenes Tu494 and its expression in Nicotiana tabacum. Gene 70(1):25-37
    • (1988) Gene , vol.70 , Issue.1 , pp. 25-37
    • Wohlleben, W.1    Arnold, W.2    Broer, I.3    Hillemann, D.4    Strauch, E.5    Puhler, A.6
  • 64
    • 33750971144 scopus 로고    scopus 로고
    • Heterologous production of fosfomycin and identification of the minimal biosynthetic gene cluster
    • 1:CAS:528:DC%2BD28Xht1Cis7bK 17113999 10.1016/j.chembiol.2006.09.007
    • Woodyer RD, Shao Z, Thomas PM, Kelleher NL, Blodgett JA, Metcalf WW, van der Donk WA, Zhao H (2006) Heterologous production of fosfomycin and identification of the minimal biosynthetic gene cluster. Chem Biol 13(11):1171-1182
    • (2006) Chem Biol , vol.13 , Issue.11 , pp. 1171-1182
    • Woodyer, R.D.1    Shao, Z.2    Thomas, P.M.3    Kelleher, N.L.4    Blodgett, J.A.5    Metcalf, W.W.6    Van Der Donk, W.A.7    Zhao, H.8
  • 65
    • 0022631409 scopus 로고
    • K-26, a novel inhibitor of angiotensin i converting enzyme produced by an actinomycete K-26
    • 1:CAS:528:DyaL28XhtVaht70%3D 3005218 10.7164/antibiotics.39.44
    • Yamato M, Koguchi T, Okachi R, Yamada K, Nakayama K, Kase H, Karasawa A, Shuto K (1986) K-26, a novel inhibitor of angiotensin I converting enzyme produced by an actinomycete K-26. J Antibiot 39(1):44-52
    • (1986) J Antibiot , vol.39 , Issue.1 , pp. 44-52
    • Yamato, M.1    Koguchi, T.2    Okachi, R.3    Yamada, K.4    Nakayama, K.5    Kase, H.6    Karasawa, A.7    Shuto, K.8


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