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Adsorption and orientation of tetracycline on hydroxyapatite

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Summary

Adsorption of tetracycline from separate solutions of ethanol, p-dioxane, and chloroform onto synthetic hydroxyapatite (containing about 1.5 monolayer of physisorbed water) was studied in order to understand its interaction with bone and teeth. The adsorption isotherms of tetracycline are reversible and Langmuirian from ethanol and p-dioxane and are almost identical. The isotherm is irreversible from chloroform, and a constant amount of adsorbate is removed from the solutions above a certain concentration. The irreversibly adsorbed compound is completely desorbed by prolonged repeated washing with ethanol. An analysis of the reversible isotherms showed that at maximum coverage the ring or polycyclic structure of the molecule stands perpendicular to the surface with appropriate hydroxyl groups and ketooxygens hydrogen bonded to the surface. However, the adsorption from chloroform is irreversible and at maximum adsorption is about one and half times larger than that from either ethanol or p-dioxane. The process of adsorption does not affect the chemical integrity of tetracycline.

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References

  1. Bevelander G, Rolle GK, Cohlan SQ (1961) The effect of the administration of tetracycline on the development of teeth. J Dent Res 40:1020–1024

    Google Scholar 

  2. Davies AK, Cundall RB, Dandiker Y, Slifkin MA (1985) Photoxidation of tetracycline adsorbed on hydroxyapatite in relation to the light-induced staining of teeth. J Dent Res 64:936–939

    PubMed  CAS  Google Scholar 

  3. Wallman IS, Hilton HB (1962) Teeth pigmented by tetracycline. Lancet 1:827–829

    Article  PubMed  CAS  Google Scholar 

  4. Lambrou DB, Tahos BS, Lambrou KD (1977) In vitro studies of the phenomenon of tetracycline incorporation into enamel. J Dent Res 56:1527–1532

    PubMed  CAS  Google Scholar 

  5. Regna PP, Solomons IA, Murai K, Timreck AE, Brunings KJ, Lazier WA (1951) The isolation and general properties of terramycin and terramycin salts. J Am Chem Soc 73:4211–4215

    Article  CAS  Google Scholar 

  6. Albert A (1953) Avidity of terramycin and aureomycin for metallic cations. Nature 172:201

    Article  PubMed  CAS  Google Scholar 

  7. Misra DN, Bowen RL (1981) Adsorptive bonding to hydroxyapatite. I. Adsorption of anthranilic acid—the effect of solvents. Search for surface-bonding groups for coupling agents to teeth. Biomaterials 2:28–32

    Article  PubMed  CAS  Google Scholar 

  8. Misra DN (1984) Adsorption of N,N-dimethyl-p-aminophenyl acetic acid on hydroxyapatite. In: Misra DN (ed) Adsorption on and surface chemistry of hydroxyapatite. Plenum, New York, pp 105–114

    Google Scholar 

  9. Misra DN (1985) Adsorption of zirconyl methacrylate, zirconyl-2-ethylhexanoate and their respective acids on hydroxyapatite: use of the salts as coupling agents to dental polymer composites. J Dent Res 64:1405–1408

    PubMed  CAS  Google Scholar 

  10. Misra DN (1986) Adsorption of benzoic acid on pure and cupric ion-modified hydroxyapatite: implications for design of a coupling agent to dental polymer composites. J Dent Res 65:706–711

    PubMed  CAS  Google Scholar 

  11. Misra DN (1988) Adsorption on hydroxyapatite: role of hydrogen bonding and interphase coupling. Langmuir 4:953–958

    Article  CAS  Google Scholar 

  12. Misra DN (1989) Adsorption of 4-methacryloxyethyl trimellitate anhydride (4-META) on hydroxyapatite and its role in composite bonding. J Dent Res 68:42–47

    PubMed  CAS  Google Scholar 

  13. Misra DN (1990) Adsorption of zinc 3,3-dimethylacrylate and 3,3-dimethylacrylic acid on hydroxyapatite from solution: reversibility and variability of isotherms. J Colloid Interface Sci 135:363–373

    Article  CAS  Google Scholar 

  14. Misra DN, Bowen RL, Wallace BM (1975) Adhesive bonding of various materials to hard tooth tisues. VIII. Nickel and copper ions on hydroxyapatite: role of ion-exchange and surface nucleation. J Colloid Interface Sci 51:36–43

    Article  CAS  Google Scholar 

  15. Williamson DE, Everett GW Jr (1975) A proton nuclear magnetic resonance study of the site of metal binding in tetracycline. J Am Chem Soc 97:2397–2405

    Article  PubMed  CAS  Google Scholar 

  16. Rootare HM, Craig RG (1978) Vapor phase adsorption of water on hydroxyapatite. J Dent Res 56:1437–1448

    Google Scholar 

  17. Misra DN (1986) Water on apatites. Calcif Tissue Int 38:333–338

    Article  PubMed  CAS  Google Scholar 

  18. Adamson AW (1960) Physical chemistry of surfaces. Interscience, New York, p 574

    Google Scholar 

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Authors and Affiliations

  1. American Dental Association Health Foundation, Paffenbarger Research Center, National Institute of Standards and Technology, 20899, Gaithersburg, MD, USA

    D. N. Misra

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  1. D. N. Misra
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Misra, D.N. Adsorption and orientation of tetracycline on hydroxyapatite. Calcif Tissue Int 48, 362–367 (1991). https://doi.org/10.1007/BF02556156

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  • DOI: https://doi.org/10.1007/BF02556156

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