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Volumn 9, Issue 2, 1996, Pages 107-120

Bacterial siderophores: Structure elucidation, and 1H, 13C and 15N two-dimensional NMR assignments of azoverdin and related siderophores synthesized by Azomonas macrocytogenes ATCC 12334

Author keywords

15N NMR; Azomonas macrocytogenes; Azoverdin; Iron transport; Siderophore

Indexed keywords

2,4 DIAMINOBUTYRIC ACID; AMIDINE; CARBON 13; HOMOSERINE; HYDROGEN; IRON; NITROGEN 15; QUINOLINE DERIVATIVE; SIDEROPHORE; SUCCINIC ACID;

EID: 0029978034     PISSN: 09660844     EISSN: None     Source Type: Journal    
DOI: 10.1007/BF00144615     Document Type: Article
Times cited : (21)

References (48)
  • 1
    • 85053655973 scopus 로고
    • Pyoverdins and pseudobactins
    • Winkelmann G, ed. Boca Raton, FL: CRC Press
    • Abdallah MA. 1991 Pyoverdins and pseudobactins. In: Winkelmann G, ed. Handbook of Microbial Iron Chelates. Boca Raton, FL: CRC Press; 139-153.
    • (1991) Handbook of Microbial Iron Chelates , pp. 139-153
    • Abdallah, M.A.1
  • 2
    • 0000052762 scopus 로고
    • Bacterial iron transport coordination properties of pyoverdin PAa, a peptidic siderophore of Pseudomonas aeruginosa
    • Albrecht-Gary AM, Blanc S, Rochel N, Ocaktan AZ, Abdallah MA. 1994 Bacterial iron transport coordination properties of pyoverdin PAa, a peptidic siderophore of Pseudomonas aeruginosa. Inorg Chem 33, 6391-6402.
    • (1994) Inorg Chem , vol.33 , pp. 6391-6402
    • Albrecht-Gary, A.M.1    Blanc, S.2    Rochel, N.3    Ocaktan, A.Z.4    Abdallah, M.A.5
  • 3
    • 0024395790 scopus 로고
    • Homonuclear Hartman-Hahn experiments
    • Bax A. 1989 Homonuclear Hartman-Hahn experiments. Methods Enzymol 176, 151-168.
    • (1989) Methods Enzymol , vol.176 , pp. 151-168
    • Bax, A.1
  • 4
    • 5144233105 scopus 로고
    • MLEV-17-based two-dimensional homonuclear magnetization transfer spectroscopy
    • Bax A, Davis DG. 1985a MLEV-17-based two-dimensional homonuclear magnetization transfer spectroscopy. J Magn Reson 65, 355-360.
    • (1985) J Magn Reson , vol.65 , pp. 355-360
    • Bax, A.1    Davis, D.G.2
  • 5
    • 5144229966 scopus 로고
    • Practical aspects of two-dimensional transverse NOE spectroscopy
    • Bax A, Davis DG. 1985b Practical aspects of two-dimensional transverse NOE spectroscopy. J Magn Reson 63, 207-213.
    • (1985) J Magn Reson , vol.63 , pp. 207-213
    • Bax, A.1    Davis, D.G.2
  • 6
    • 33644757144 scopus 로고
    • 15N and proton chemical shifts in natural abundance. Samples via multiples quantum coherence
    • 15N and proton chemical shifts in natural abundance. Samples via multiples quantum coherence. J Magn Reson 55, 301-315.
    • (1983) J Magn Reson , vol.55 , pp. 301-315
    • Bax, A.1    Griffey, R.H.2    Hawkins, B.L.3
  • 7
    • 50849149934 scopus 로고
    • Complete accurate editing of decoupled carbon-13 spectra using DEPT and a quaternary-only sequence
    • Bendall MR, Pegg DT. 1983 Complete accurate editing of decoupled carbon-13 spectra using DEPT and a quaternary-only sequence. J Magn Reson 53, 272-296.
    • (1983) J Magn Reson , vol.53 , pp. 272-296
    • Bendall, M.R.1    Pegg, D.T.2
  • 8
    • 0011491177 scopus 로고
    • Structure determination of a tetrasaccharide transient nuclear Overhauser effects in the rotating frame
    • Bothner-By AA, Stephens RL, Lee J, Warren CD, Jeanloz RW. 1984 Structure determination of a tetrasaccharide transient nuclear Overhauser effects in the rotating frame. J Am Chem Soc 106, 811-813.
    • (1984) J Am Chem Soc , vol.106 , pp. 811-813
    • Bothner-By, A.A.1    Stephens, R.L.2    Lee, J.3    Warren, C.D.4    Jeanloz, R.W.5
  • 9
    • 84986694066 scopus 로고
    • Pyoverdin-type siderophores from Pseudomonas aeruginosa
    • Briskot G, Taraz K, Budzikiewicz, H. 1989 Pyoverdin-type siderophores from Pseudomonas aeruginosa. Liebigs Ann Chem 375-384.
    • (1989) Liebigs Ann Chem , pp. 375-384
    • Briskot, G.1    Taraz, K.2    Budzikiewicz, H.3
  • 11
    • 0026477153 scopus 로고
    • The biogenesis of Pseudomonas siderophores the proof of analogous structures of a pyroverdin/desferribactin pair
    • Budzikiewicz H, Schröder H, Taraz K. 1992 The biogenesis of Pseudomonas siderophores the proof of analogous structures of a pyroverdin/desferribactin pair. Z Naturforsch C 47, 26-32.
    • (1992) Z Naturforsch C , vol.47 , pp. 26-32
    • Budzikiewicz, H.1    Schröder, H.2    Taraz, K.3
  • 12
    • 0023055759 scopus 로고
    • Structure of pseudobactin a 214, a siderophore from a bean-deleterious Pseudomonas
    • Buyer JS, Wright JM, Leong J. 1986 Structure of pseudobactin A 214, a siderophore from a bean-deleterious Pseudomonas. Biochemistry 25, 5492-5499.
    • (1986) Biochemistry , vol.25 , pp. 5492-5499
    • Buyer, J.S.1    Wright, J.M.2    Leong, J.3
  • 13
    • 0024358451 scopus 로고
    • Production of outer membrane proteins and an extracellular fluorescent compound by iron-limited Azomonas macrocytogenes
    • Collinson SK, Page WJ. 1989 Production of outer membrane proteins and an extracellular fluorescent compound by iron-limited Azomonas macrocytogenes. J Gen Microbiol 135, 1229-1241.
    • (1989) J Gen Microbiol , vol.135 , pp. 1229-1241
    • Collinson, S.K.1    Page, W.J.2
  • 14
    • 0023227452 scopus 로고
    • Production of 3,4-dihydroxybenzoic acid by Azomonas macrocytogenes and Azotobacter paspali
    • Collinson SK, Doran JL, Page WJ. 1987 Production of 3,4-dihydroxybenzoic acid by Azomonas macrocytogenes and Azotobacter paspali. Can J Microbiol 33, 169-175.
    • (1987) Can J Microbiol , vol.33 , pp. 169-175
    • Collinson, S.K.1    Doran, J.L.2    Page, W.J.3
  • 15
    • 0025187239 scopus 로고
    • Temperature-sensitive production of azoverdin, the pyoverdin-like siderophore of Azomonas macrotytogenes ATCC 12334
    • Collinson SK, Abdallah MA, Page JW. 1990 Temperature-sensitive production of azoverdin, the pyoverdin-like siderophore of Azomonas macrotytogenes ATCC 12334. J Gen Microbiol 136, 2297-2305.
    • (1990) J Gen Microbiol , vol.136 , pp. 2297-2305
    • Collinson, S.K.1    Abdallah, M.A.2    Page, J.W.3
  • 16
    • 37049134671 scopus 로고
    • Crystal structure of the chromophore from the fluorescent peptide produced by iron-deficient Azobacter vinelandii
    • Corbin JL, Karle IL, Karle J. 1970 Crystal structure of the chromophore from the fluorescent peptide produced by iron-deficient Azobacter vinelandii. J Chem Soc Chem Commun 186-187.
    • (1970) J Chem Soc Chem Commun , pp. 186-187
    • Corbin, J.L.1    Karle, I.L.2    Karle, J.3
  • 17
    • 0001855515 scopus 로고
    • Bacterial siderophores: Structure and physicochemical properties of pyoverdins and related compounds
    • Winkelmann G, van der Helm D, Neilands JB, eds. Weinheim: VCH Verlaggesellschaft
    • Demange P, Wendenbaum S, Bateman A, Dell A, Abdallah MA. 1987 Bacterial siderophores: structure and physicochemical properties of pyoverdins and related compounds: In Winkelmann G, van der Helm D, Neilands JB, eds. Iron Transport in Microbes, Plants and Animals. Weinheim: VCH Verlaggesellschaft; 767-787.
    • (1987) Iron Transport in Microbes, Plants and Animals , pp. 767-787
    • Demange, P.1    Wendenbaum, S.2    Bateman, A.3    Dell, A.4    Abdallah, M.A.5
  • 18
    • 0000127797 scopus 로고
    • Structure of azotobactin D, a siderophore of Azotobacter vinelandii strain D (CCM 289)
    • Demange P, Bateman A, Dell A, Abdallah MA. 1988a Structure of azotobactin D, a siderophore of Azotobacter vinelandii strain D (CCM 289). Biochemistry 27, 2745-2752.
    • (1988) Biochemistry , vol.27 , pp. 2745-2752
    • Demange, P.1    Bateman, A.2    Dell, A.3    Abdallah, M.A.4
  • 19
    • 0024294366 scopus 로고
    • Assignment of the configuration of the amino acids in peptidic siderophores
    • Demange P, Abdallah MA, Frank H. 1988b Assignment of the configuration of the amino acids in peptidic siderophores. J Chromatogr 438, 291-297.
    • (1988) J Chromatogr , vol.438 , pp. 291-297
    • Demange, P.1    Abdallah, M.A.2    Frank, H.3
  • 20
    • 0002019467 scopus 로고
    • Pseudomononas siderophores: Structure and physicochemical properties of pyoverdins and related peptides
    • Aubry A, Marraud M, Vitoux B, eds. Paris: INSERM/J Libbey Eurotext
    • Demange P, Wendenbaum S, Linget C, et al. 1989 Pseudomononas siderophores: structure and physicochemical properties of pyoverdins and related peptides. In: Aubry A, Marraud M, Vitoux B, eds. Second Forum on Peptides. Paris: INSERM/J Libbey Eurotext; 174, 95-98.
    • (1989) Second Forum on Peptides , vol.174 , pp. 95-98
    • Demange, P.1    Wendenbaum, S.2    Linget, C.3
  • 21
    • 0025613649 scopus 로고
    • Bacterial siderophores: The structure of pyoverdins Pt siderophores of Pseudomonas tolaasii NCPPB 2192 and pyoverdins Pf, siderophores of Pseudomonas fluorescens CCM 2798. Identification of an unusual natural amino acid
    • Demange P, Bateman A, Mertz C, Dell A, Piémont Y, Abdallah MA 1990a Bacterial siderophores: the structure of pyoverdins Pt siderophores of Pseudomonas tolaasii NCPPB 2192 and pyoverdins Pf, siderophores of Pseudomonas fluorescens CCM 2798. Identification of an unusual natural amino acid. Biochemistry 29, 11041-11051.
    • (1990) Biochemistry , vol.29 , pp. 11041-11051
    • Demange, P.1    Bateman, A.2    Mertz, C.3    Dell, A.4    Piémont, Y.5    Abdallah, M.A.6
  • 22
    • 0025681799 scopus 로고
    • Bacterial siderophores: Identification of unusual 3,4,5,6-tetra-hydropyrimidine-based amino acids in pyoverdins from two Pseudomonas fluorescens strains
    • Demange P, Bateman A, MacLeod JK, Dell A, Abdallah MA. 1990b Bacterial siderophores: identification of unusual 3,4,5,6-tetra-hydropyrimidine-based amino acids in pyoverdins from two Pseudomonas fluorescens strains. Tetrahedron Lett 31, 7611-7614.
    • (1990) Tetrahedron Lett , vol.31 , pp. 7611-7614
    • Demange, P.1    Bateman, A.2    MacLeod, J.K.3    Dell, A.4    Abdallah, M.A.5
  • 23
    • 0000933886 scopus 로고
    • Bacterial siderophores: Structure and NMR assignment of pyoverdins Pa, siderophores of Pseudomonas aeruginosa
    • Demange P, Wendenbaum S, Linget C, et al. 1990e Bacterial siderophores: structure and NMR assignment of pyoverdins Pa, siderophores of Pseudomonas aeruginosa. Biol Met 3, 155-170.
    • (1990) Biol Met , vol.3 , pp. 155-170
    • Demange, P.1    Wendenbaum, S.2    Linget, C.3
  • 25
    • 0342781943 scopus 로고
    • Structure of the yellow-green fluorescent peptide produced by iron-deficient Azotobacter vinelandii strain O
    • Fukasawa K, Goto M, Sasaki K, Hirata S, Sato S. 1972 Structure of the yellow-green fluorescent peptide produced by iron-deficient Azotobacter vinelandii strain O. Tetrahedron 28, 5359-5365.
    • (1972) Tetrahedron , vol.28 , pp. 5359-5365
    • Fukasawa, K.1    Goto, M.2    Sasaki, K.3    Hirata, S.4    Sato, S.5
  • 26
    • 0023787348 scopus 로고
    • The structure and biosynthesis of new tetrahydropyrimidine derivatives in actinomycin D producer Streptomyces parvulus
    • Inbar L, Lapidot A. 1988 The structure and biosynthesis of new tetrahydropyrimidine derivatives in actinomycin D producer Streptomyces parvulus. J Biol Chem 31, 16014-16022.
    • (1988) J Biol Chem , vol.31 , pp. 16014-16022
    • Inbar, L.1    Lapidot, A.2
  • 27
    • 0026596779 scopus 로고
    • Bacterial siderophores: The structure of the pyoverdins of Pseudomonas fluorescens ATCC 13525
    • Linget C, Azadi P, MacLeod JK, Dell A, Abdallah MA. 1992a Bacterial siderophores: the structure of the pyoverdins of Pseudomonas fluorescens ATCC 13525. Tetrahedron Lett 33, 1737-1740.
    • (1992) Tetrahedron Lett , vol.33 , pp. 1737-1740
    • Linget, C.1    Azadi, P.2    MacLeod, J.K.3    Dell, A.4    Abdallah, M.A.5
  • 28
    • 0026647539 scopus 로고
    • Bacterial siderophores: The structure of a desferri-ferribactin produced by Pseudomonas fluorescent ATCC 13525
    • Linget C, Stylianou DG, Dell A, Wolff RE, Piémont Y, Abdallah MA. 1992b Bacterial siderophores: the structure of a desferri-ferribactin produced by Pseudomonas fluorescent ATCC 13525. Tetrahedron Lett 33, 3851-3854.
    • (1992) Tetrahedron Lett , vol.33 , pp. 3851-3854
    • Linget, C.1    Stylianou, D.G.2    Dell, A.3    Wolff, R.E.4    Piémont, Y.5    Abdallah, M.A.6
  • 29
    • 0026575643 scopus 로고
    • Structure of azoverdin, a pyoverdin-like siderophore of Azomonas maccrocytogenes ATCC 12334
    • Longet C, Collinson SK, Azadi P, Dell A, Page WJ, Abdallah MA. 1992c Structure of azoverdin, a pyoverdin-like siderophore of Azomonas maccrocytogenes ATCC 12334. Tetrahedron Lett 33 1889-1892.
    • (1992) Tetrahedron Lett , vol.33 , pp. 1889-1892
    • Longet, C.1    Collinson, S.K.2    Azadi, P.3    Dell, A.4    Page, W.J.5    Abdallah, M.A.6
  • 30
    • 0021114895 scopus 로고
    • Application of phase sensitive two-dimensional correlated spectroscopy (COSY) for measurements of proton-proton spin-spin coupling constants in proteins
    • Marion D, Wüthrick K. 1983 Application of phase sensitive two-dimensional correlated spectroscopy (COSY) for measurements of proton-proton spin-spin coupling constants in proteins. Biochem Biophys Res Commun 113, 967-974.
    • (1983) Biochem Biophys Res Commun , vol.113 , pp. 967-974
    • Marion, D.1    Wüthrick, K.2
  • 31
    • 85053650722 scopus 로고
    • Structures, coordination chemistry and functions of microbial iron chelates
    • Winkelmann G, ed. Boca Raton: CRC Press
    • Matzanke B. 1991 Structures, coordination chemistry and functions of microbial iron chelates. In: Winkelmann G, ed. Handbook of Microbial Iron Chelates. Boca Raton: CRC Press; 15-64.
    • (1991) Handbook of Microbial Iron Chelates , pp. 15-64
    • Matzanke, B.1
  • 32
    • 0018189964 scopus 로고
    • The fluorescent pigment of Pseudomonas fluorescens: Biosynthesis, purification and physico-chemical properties
    • Meyer JM, Abdallah MA. 1978 The fluorescent pigment of Pseudomonas fluorescens: biosynthesis, purification and physico-chemical properties. J Gen Microbiol 107, 319-328.
    • (1978) J Gen Microbiol , vol.107 , pp. 319-328
    • Meyer, J.M.1    Abdallah, M.A.2
  • 33
    • 0002616982 scopus 로고
    • Sensitivity enhanced detection of weak nuclei using heteronuclear multiple quantum coherence
    • Müller L. 1979 Sensitivity enhanced detection of weak nuclei using heteronuclear multiple quantum coherence. J Am Chem Soc 101, 4481-4484.
    • (1979) J Am Chem Soc , vol.101 , pp. 4481-4484
    • Müller, L.1
  • 34
    • 0019348762 scopus 로고
    • Microbial iron compounds
    • Neilands JB. 1981 Microbial iron compounds. Annu Rev Biochem 50, 715-731.
    • (1981) Annu Rev Biochem , vol.50 , pp. 715-731
    • Neilands, J.B.1
  • 35
    • 0002089826 scopus 로고
    • Methodology of siderophores
    • Neilands JB. 1984 Methodology of siderophores. Struct Bonding 15, 1-24.
    • (1984) Struct Bonding , vol.15 , pp. 1-24
    • Neilands, J.B.1
  • 36
    • 0017287890 scopus 로고
    • Physiological factors affecting transformation of Azotobacter vinelandii
    • Page WL, Sadoff HL. 1976 Physiological factors affecting transformation of Azotobacter vinelandii. J Bacteriol 125, 1080-1087.
    • (1976) J Bacteriol , vol.125 , pp. 1080-1087
    • Page, W.L.1    Sadoff, H.L.2
  • 37
    • 0020490888 scopus 로고
    • Siderochromes from Pseudomonas fluorescens. II Structural homology as revealed by NMR spectroscopy
    • Philson SB, Lliñas M. 1982 Siderochromes from Pseudomonas fluorescens. II Structural homology as revealed by NMR spectroscopy. J Biol Chem 257, 8086-8090.
    • (1982) J Biol Chem , vol.257 , pp. 8086-8090
    • Philson, S.B.1    Lliñas, M.2
  • 38
    • 0000608118 scopus 로고
    • Pyoverdin type siderophores from Pseudomonas fluorescens
    • Poppe K, Taraz K, Budzikiewicz H. 1987 Pyoverdin type siderophores from Pseudomonas fluorescens. Tetrahedron 43, 2261-2272.
    • (1987) Tetrahedron , vol.43 , pp. 2261-2272
    • Poppe, K.1    Taraz, K.2    Budzikiewicz, H.3
  • 39
    • 0002526583 scopus 로고
    • Complexation of iron by siderophores: A review of their solution and structural chemistry and biological functions
    • Raymond KN, Müller G, Matzanke BF. 1984 Complexation of iron by siderophores: a review of their solution and structural chemistry and biological functions. Curr Top Chem 123, 49-102.
    • (1984) Curr Top Chem , vol.123 , pp. 49-102
    • Raymond, K.N.1    Müller, G.2    Matzanke, B.F.3
  • 40
    • 0343294199 scopus 로고
    • The 400 MHz proton NMR spectra of amino acids
    • Sumikawa H, Suzuki E, Nagashima N. 1988 The 400 MHz proton NMR spectra of amino acids. Bunko Kenkyu 37, 185-200.
    • (1988) Bunko Kenkyu , vol.37 , pp. 185-200
    • Sumikawa, H.1    Suzuki, E.2    Nagashima, N.3
  • 41
    • 0019779378 scopus 로고
    • Structure of pseudobactin A, a second siderophore from plant growth promoting Pseudomonas B10
    • Teintze M, Leong J. 1981 Structure of pseudobactin A, a second siderophore from plant growth promoting Pseudomonas B10. Biochemistry 20, 6457-6462.
    • (1981) Biochemistry , vol.20 , pp. 6457-6462
    • Teintze, M.1    Leong, J.2
  • 42
    • 0019775326 scopus 로고
    • Structure of ferric pseudobactin, a siderophore from a plant growth promoting Pseudomonas
    • Teintze M, Hossain MB, Barnes CL, Leong J, van der Helm D. 1981 Structure of ferric pseudobactin, a siderophore from a plant growth promoting Pseudomonas. Biochemistry 20, 6446-6457.
    • (1981) Biochemistry , vol.20 , pp. 6446-6457
    • Teintze, M.1    Hossain, M.B.2    Barnes, C.L.3    Leong, J.4    Van Der Helm, D.5
  • 44
    • 85053655681 scopus 로고
    • Specificity of iron transport in bacteria and fungi
    • Winkelmann G, ed. Boca Raton, FL: CRC Press
    • Winkelmann G. 1991 Specificity of iron transport in bacteria and fungi. In: Winkelmann G, ed. Handbook of Microbial Iron Chelates. Boca Raton, FL: CRC Press; 65-105.
    • (1991) Handbook of Microbial Iron Chelates , pp. 65-105
    • Winkelmann, G.1
  • 45
    • 24544477071 scopus 로고
    • Proton NMR of amino acids - An introduction to high resolution NMR spectroscopy
    • Amsterdam: Elsevier
    • Wüthrich K. 1976a Proton NMR of amino acids - an introduction to high resolution NMR spectroscopy. In: NMR in Biological Research: Peptides and Proteins. Amsterdam: Elsevier; 15-54.
    • (1976) NMR in Biological Research: Peptides and Proteins , pp. 15-54
    • Wüthrich, K.1
  • 46
    • 24544477071 scopus 로고
    • Carbon-13 NMR of amino acids, peptides and proteins
    • Amsterdam: Elsevier
    • Wüthrich K. 1976b Carbon-13 NMR of amino acids, peptides and proteins. In: NMR in Biological Research: Peptides and Proteins. Amsterdam: Elsevier; 123-156.
    • (1976) NMR in Biological Research: Peptides and Proteins , pp. 123-156
    • Wüthrich, K.1
  • 47
    • 0021765916 scopus 로고
    • Structure of Pseudobactin 7SR1, a siderophore from a plant-deleterious Pseudomonas
    • Yang CC, Leong J. 1984 Structure of Pseudobactin 7SR1, a siderophore from a plant-deleterious Pseudomonas. Biochemistry 23, 3534-3540.
    • (1984) Biochemistry , vol.23 , pp. 3534-3540
    • Yang, C.C.1    Leong, J.2


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