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Alkali-earth metal bridges formed in biofilm matrices regulate the uptake of fluoroquinolone antibiotics and protect against bacterial apoptosis

Kang, Fuxing; Wang, Qian; Shou, Weijun; Collins, Chris D.; Gao, Yanzheng (2017)
Publisher: Elsevier
Languages: English
Types: Article
Subjects: Escherichia coli, Bridging energy, Fluoroquinolone antibiotics, Alkali–earth metals, Computational chemistry, Biofilms

Classified by OpenAIRE into

mesheuropmc: biochemical phenomena, metabolism, and nutrition
Identifiers:doi:10.1016/j.envpol.2016.09.029
Bacterially extracellular biofilms play a critical role in relieving toxicity of fluoroquinolone antibiotic (FQA) pollutants, yet it is unclear whether antibiotic attack may be defused by a bacterial one-two punch strategy associated with metal-reinforced detoxification efficiency. Our findings help to assign functions to specific structural features of biofilms, as they strongly imply a molecularly regulated mechanism by which freely accessed alkali–earth metals in natural waters affect the cellular uptake of FQAs at the water-biofilm interface. Specifically, formation of alkali-earth-metal (Ca2+ or Mg2+) bridge between modeling ciprofloxacin and biofilms of Escherichia coli regulates the trans-biofilm transport rate of FQAs towards cells (135-nm-thick biofilm). As the addition of Ca2+ and Mg2+ (0–3.5 mmol/L, CIP: 1.25 μmol/L), the transport rates were reduced to 52.4% and 63.0%, respectively. Computational chemistry analysis further demonstrated a deprotonated carboxyl in the tryptophan residues of biofilms acted as a major bridge site, of which one side is a metal and the other is a metal girder jointly connected to the carboxyl and carbonyl of a FQA. The bacterial growth rate depends on the bridging energy at anchoring site, which underlines the environmental importance of metal bridge formed in biofilm matrices in bacterially antibiotic resistance.
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  • view all 60

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    • Adkins, J.F., McIntyre, K., Schrag, D.P., 2002. The salinity, temperature, and d18O of the glacial deep ocean. Science 298, 1769e1773.
    • Allouche, A.R., 2011. Gabedit-a graphical user interface for computational chemistry softwares. J. Comput. Chem. 32, 174e182.
    • Aristilde, L., Sposito, G., 2008. Molecular modeling of metal complexation by a fluoroquinolone antibiotic. Environ. Toxicol. Chem. 27, 2304e2310.
    • Baquero, F., Martínez, J.-L., Canton, R., 2008. Antibiotics and antibiotic resistance in water environments. Curr. Opin. Biotechnol. 19, 260e265.
    • Barszcz, B., Masternak, J., Hodorowicz, M., Matczak-Jon, E., JabłonskaWawrzycka, A., Stadnicka, K., Zienkiewicz, M., Krolewska, K., KazmierczakBaranska, J., 2013. Synthesis, crystal structure and NMR investigation of novel Ca(II) complexes with heterocyclic alcohol, aldehyde and carboxylate ligands. Evaluation of Ca(II) and Cd(II) analogues for anticancer activity. Inorg. Chim. Acta 399, 85e94.
    • Bi, S., Ding, L., Tian, Y., Song, D., Zhou, X., Liu, X., Zhang, H., 2004. Investigation of the interaction between flavonoids and human serum albumin. J. Mol. Struct. 703, 37e45.
    • Boaz, H., Rollefson, G., 1950. The quenching of fluorescence. Deviations from the Stern-Volmer law. J. Am. Chem. Soc. 72, 3435e3443.
    • Bowen, H.J.M., 1979. Environmental Chemistry of the Elements. Academic Press.
    • Burton, K., 1956. A study of the conditions and mechanism of the diphenylamine reaction for the colorimetric estimation of deoxyribonucleic acid. Biochem. J. 62, 315e323.
    • Byler, D.M., Susi, H., 1986. Examination of the secondary structure of proteins by deconvolved FTIR spectra. Biopolymers 25, 469e487.
      • view all 60
    • Chen, W., Westerhoff, P., Leenheer, J.A., Booksh, K., 2003. Fluorescence excitationemission matrix regional integration to quantify spectra for dissolved organic matter. Environ. Sci. Technol. 37, 5701e5710.
    • Comte, S., Guibaud, G., Baudu, M., 2006. Relations between extraction protocols for activated sludge extracellular polymeric substances (EPS) and EPS complexation properties: part I. comparison of the efficiency of eight EPS extraction methods. Enzyme Microb. Technol. 38, 237e245.
    • Cornell, W.D., Cieplak, P., Bayly, C.I., Gould, I.R., Merz, K.M., Ferguson, D.M., Spellmeyer, D.C., Fox, T., Caldwell, J.W., Kollman, P.A., 1995. A second generation force field for the simulation of proteins, nucleic acids, and organic molecules. J. Am. Chem. Soc. 117, 5179e5197.
    • Dapprich, S., Komaromi, I., Byun, K.S., Morokuma, K., Frisch, M.J., 1999. A new ONIOM implementation in Gaussian98. Part I. The calculation of energies, gradients, vibrational frequencies and electric field derivatives. J. Mol. Struct. Thochem 461, 1e21.
    • Deacon, G., Phillips, R., 1980. Relationships between the carbon-oxygen stretching frequencies of carboxylato complexes and the type of carboxylate coordination. Coord. Chem. Rev. 33, 227e250.
    • Desnottes, J., Diallo, N., 1992. Cellular uptake and intracellular bactericidal activity of RP 59500 in murine macrophages. J. Antimicrob. Chemother. 30, 107e115.
    • Dubois, M., Gilles, K.A., Hamilton, J.K., Rebers, P., Smith, F., 1956. Colorimetric method for determination of sugars and related substances. Anal. Chem. 28, 350e356.
    • Eftink, M.R., 1997. Fluorescence methods for studying equilibrium macromoleculeligand interactions. Method. Enzymol. 278, 221e257.
    • Fang, H.H., Xu, L.-C., Chan, K.-Y., 2002. Effects of toxic metals and chemicals on biofilm and biocorrosion. Water Res. 36, 4709e4716.
    • Gosselink, R.W., van den Berg, R., Xia, W., Muhler, M., de Jong, K.P., Bitter, J.H., 2012. Gas phase oxidation as a tool to introduce oxygen containing groups on metalloaded carbon nanofibers. Carbon 50, 4424e4431.
    • Gu, B., Schmitt, J., Chen, Z., Liang, L., McCarthy, J.F., 1994. Adsorption and desorption of natural organic matter on iron oxide: mechanisms and models. Environ. Sci. Technol. 28, 38e46.
    • Ha, J., Gelabert, A., Spormann, A.M., Brown, G.E., 2010. Role of extracellular polymeric substances in metal ion complexation on Shewanella oneidensis: batch uptake, thermodynamic modeling, ATR-FTIR, and EXAFS study. Geochim. Cosmochim. Ac 74, 1e15.
    • Harvie, C.E., Møller, N., Weare, J.H., 1984. The prediction of mineral solubilities in natural waters: the Na-K-Mg-Ca-H-Cl-SO4-OH-HCO3-CO3-CO2-H2O system to high ionic strengths at 25 C. Geochim. Cosmochim. Ac 48, 723e751.
    • Johnson, E.R., Keinan, S., Mori-Sanchez, P., Contreras-Garcia, J., Cohen, A.J., Yang, W., 2010. Revealing noncovalent interactions. J. Am. Chem. Soc. 132, 6498e6506.
    • Johnston, L., Mackay, L., Croft, M., 2002. Determination of quinolones and fluoroquinolones in fish tissue and seafood by high-performance liquid chromatography with electrospray ionisation tandem mass spectrometric detection. J. Chromatogr. A 982, 97e109.
    • Kang, F., Alvarez, P.J., Zhu, D., 2014. Microbial extracellular polymeric substances reduce Agþ to silver nanoparticles and antagonize bactericidal activity. Environ. Sci. Technol. 48, 316e322.
    • Kang, F., Gao, Y., Wang, Q., 2010. Inhibition of free DNA degradation by the deformation of DNA exposed to trace polycyclic aromatic hydrocarbon contaminants. Environ. Sci. Technol. 44, 8891e8896.
    • Kang, F., Hu, X., Liu, J., Gao, Y., 2015. Noncovalent binding of polycyclic aromatic hydrocarbons with genetic bases reducing the in-vitro lateral transfer of antibiotic resistant genes. Environ. Sci. Technol. 49, 10340e10348.
    • Kang, F., Zhu, D., 2013. Abiotic reduction of 1, 3-dinitrobenzene by aqueous dissolved extracellular polymeric substances produced by microorganisms. J. Environ. Qual. 42, 1441e1448.
    • Kolpin, D.W., Furlong, E.T., Meyer, M.T., Thurman, E.M., Zaugg, S.D., Barber, L.B., Buxton, H.T., 2002. Pharmaceuticals, hormones, and other organic wastewater contaminants in US streams, 1999-2000: a national reconnaissance. Environ. Sci. Technol. 36, 1202e1211.
    • Lakowicz, J.R., Weber, G., 1973. Quenching of fluorescence by oxygen. Probe for structural fluctuations in macromolecules. Biochemistry 12, 4161e4170.
    • Liu, H., Fang, H.H., 2002. Extraction of extracellular polymeric substances (EPS) of sludges. J. Biotechnol. 95, 249e256.
    • Lowry, O.H., Rosebrough, N.J., Farr, A.L., Randall, R.J., 1951. Protein measurement with the Folin phenol reagent. J. Biol. Chem. 193, 265e275.
    • Lu, T., Chen, F., 2012. Multiwfn: a multifunctional wavefunction analyzer. J. Comput. Chem. 33, 580e592.
    • Lu, Y., Wang, G., Lu, X., Lv, J., Xu, M., Zhang, W., 2010. Molecular mechanism of interaction between norfloxacin and trypsin studied by molecular spectroscopy and modeling. Spectrochim. Acta. A 75, 261e266.
    • Martínez, J.L., Baquero, F., Andersson, D.I., 2007. Predicting antibiotic resistance. Nat. Rev. Microbiol. 5, 958e965.
    • Martinez, J.L., 2009. Environmental pollution by antibiotics and by antibiotic resistance determinants. Environ. Pollut. 157, 2893e2902.
    • Merino, S., Domenech, O., Díez, I., Sanz, F., Vin~as, M., Montero, M.T., HernandezBorrell, J., 2003. Effects of ciprofloxacin on Escherichia coli lipid bilayers: an atomic force microscopy study. Langmuir 19, 6922e6927.
    • Merino, S., Vazquez, J.L., Domenech, O., Berlanga, M., Vin~as, M., Montero, M.T., Hernandez-Borrell, J., 2002. Fluoroquinolone-biomembrane interaction at the DPPC/PG lipid-bilayer interface. Langmuir 18, 3288e3292.
    • Milori, D.M., Martin-Neto, L., Bayer, C., Mielniczuk, J., Bagnato, V.S., 2002. Humification degree of soil humic acids determined by fluorescence spectroscopy. Soil Sci. 167, 739e749.
    • Mompelat, S., Le Bot, B., Thomas, O., 2009. Occurrence and fate of pharmaceutical products and by-products, from resource to drinking water. Environ. Int. 35, 803e814.
    • Nakashima, H., Nishikawa, K., 1992. The amino acid composition is different between the cytoplasmic and extracellular sides in membrane proteins. Febs. Lett. 303, 141e146.
    • Nakashima, H., Nishikawa, K., 1994. Discrimination of intracellular and extracellular proteins using amino acid composition and residue-pair frequencies. J. Mol. Biol. 238, 54e61.
    • Petersson, G., Al-Laham, M.A., 1991. A complete basis set model chemistry. II. Openshell systems and the total energies of the first-row atoms. J. Chem. Phys. 94, 6081e6090.
    • Petersson, G., Bennett, A., Tensfeldt, T.G., Al-Laham, M.A., Shirley, W.A., Mantzaris, J., 1988. A complete basis set model chemistry. I. The total energies of closed-shell atoms and hydrides of the first-row elements. J. Chem. Phys. 89, 2193e2218.
    • Pruden, A., Larsson, D.J., Amezquita, A., Collignon, P., Brandt, K.K., Graham, D.W., Lazorchak, J.M., Suzuki, S., Silley, P., Snape, J.R., 2013. Management options for reducing the release of antibiotics and antibiotic resistance genes to the environment. Environ. Heal. Perspect. 121, 878e885.
    • Pruden, A., Pei, R., Storteboom, H., Carlson, K.H., 2006. Antibiotic resistance genes as emerging contaminants: studies in northern Colorado. Environ. Sci. Technol. 40, 7445e7450.
    • Rice, L.B., 2006. Unmet medical needs in antibacterial therapy. Biochem. Pharmacol. 71, 991e995.
    • Stipp, S.L., Hochella, M.F., 1991. Structure and bonding environments at the calcite surface as observed with X-ray photoelectron spectroscopy (XPS) and low energy electron diffraction (LEED). Geochim. Cosmochim. Ac 55, 1723e1736.
    • Sun, X., Wang, S., Zhang, X., Chen, J.P., Li, X., Gao, B., Ma, Y., 2009. Spectroscopic study of Zn2þ and Co2þ binding to extracellular polymeric substances (EPS) from aerobic granules. J. Colloid Interface Sci. 335, 11e17.
    • Sundararajan, M., Rajaraman, G., Ghosh, S.K., 2011. Speciation of uranyl ions in fulvic acid and humic acid: a DFT exploration. Phys. Chem. Chem. Phys. 13, 18038e18046.
    • Trucks, G., Schlegel, H., Scuseria, G., Robb, M., Cheeseman, J., Scalmani, G., Barone, V., Mennucci, B., Petersson, G., Nakatsuji, H., 2009. Gaussian 09, Revision E. 01. Gaussian, Inc, Wallingford, CT.
    • Turiel, E., Martín-Esteban, A., Tadeo, J.L., 2006. Multiresidue analysis of quinolones and fluoroquinolones in soil by ultrasonic-assisted extraction in small columns and HPLC-UV. Anal. Chim. Acta 562, 30e35.
    • Valeur, B., Berberan-Santos, M.N., 2012. Molecular Fluorescence: Principles and Applications. John Wiley & Sons.
    • Walter, H., 2012. Partitioning in Aqueous Twoephase System: Theory, Methods, Uses, and Applications to Biotechnology. Elsevier.
    • Wingender, J., Neu, T.R., Flemming, H.-C., 2012. Microbial Extracellular Polymeric Substances: Characterization, Structure and Function. Springer Science & Business Media.
    • Wishart, D.S., Bigam, C.G., Holm, A., Hodges, R.S., Sykes, B.D., 1995. 1H, 13C and 15N random coil NMR chemical shifts of the common amino acids. I. Investigations of nearest-neighbor effects. J. Biomol. NMR 5, 67e81.
    • Xiong, J., Stehle, T., Zhang, R., Joachimiak, A., Frech, M., Goodman, S.L., Arnaout, M.A., 2002. Crystal structure of the extracellular segment of integrin aVb3 in complex with an Arg-Gly-Asp ligand. Science 296, 151e155.
    • Xu, W.-h., Zhang, G., Zou, S.-c., Li, X.-d., Liu, Y.-c., 2007. Determination of selected antibiotics in the Victoria Harbour and the Pearl River, South China using highperformance liquid chromatography-electrospray ionization tandem mass spectrometry. Environ. Pollut. 145, 672e679.
    • Zhang, Q., Zhao, L., Dong, Y., Huang, G., 2012. Sorption of norfloxacin onto humic acid extracted from weathered coal. J. Environ. Manag. 102, 165e172.
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