This Article Abstract Full Text (PDF) Alert me when this article is cited Alert me if a correction is posted Services Email this article to a friend Similar articles in this journal Similar articles in PubMed Alert me to new issues of the journal Add to Saved Citations Download to citation manager Request Permissions Request Reprints Add to My Marked Citations Citing Articles Citing Articles via HighWire Citing Articles via Google Scholar Citing Articles via Scopus Google Scholar Articles by Wolinsky, L.E. Articles by Seghi, R.R. Search for Related Content PubMed PubMed Citation Articles by Wolinsky, L.E. Articles by Seghi, R.R. Pubmed/NCBI databases Compound via MeSH Substance via MeSH Hazardous Substances DB GLYCINE Social Bookmarking                         What's this?

The Determination of Ionic Bonding Interactions of N-Phenyl Glycine and N-(2-hydroxy-3-methacryloxypropyl)-N-Phenyl Glycine as Measured by Carbon-13 NMR Analysis

School of Dentistry, University of California at Los Angeles, Section of Oral Biology, 405 Hilgard Avenue, Los Angeles, CA 90024-1668

R.W. Armstrong

Department of Chemistry, University of California at Los Angeles, Los Angeles, California 90024

R.R. Seghi

College of Dentistry, The Ohio State University, Columbus, Ohio 43210

The purpose of the present investigation was to determine whether high-resolution carbon-13 nuclear magnetic resonance could be utilized for detection of ionic bonding interactions of NPG and NPG-GMA with selected inorganic cations. The C₁-carbonyl carbon of NPG and NPG-GMA were labeled with 13C to help magnify the spectral response signal. The labeled monomers were allowed to react with Ca(OH)2 and LiOH. The C-13 carbonyl resonance was observed by solution- and solid-state NMR. The interaction of the cations in solution and on a powdered glass support resulted in a downfield chemical shift of about 2-5 ppm, indicating the presence of a chemical interaction between the monomer and the cations. The reaction of the monomers with the solid substrates of hydroxyapatite, and bovine dentin did not result in a significant downfield shift in the carbonyl resonance. The results provide evidence that high-resolution nuclear magnetic resonance can be used for evaluation of chemical bonding interactions of dental adhesives with inorganic ions.

REFERENCES

• Asmussen E., Munksgaard EC (1985). Adhesion of restorative resins to dentinal tissues. Mechanisms, accomplishments, and expectations. In: Vanherle G, Smith DC, editors. Posterior Composite Resin Dental Restorative Materials. The Netherlands: Szulc Publishing, 217-229.
• Bowen RL, Asmussen E., Tung G. ( 1987). Dentine and enamel bonding agents. Int Dent J 37:158-161.[Medline] [Order article via Infotrieve]
• Elder TL, Krikorian E., Thompson VP (1991). FTIR analysis of dentin and dentin bonding agents (abstract). J Dent Res 70 (Spec Iss):458.
• Misra DN (1988). Adsorption on hydroxyapatite: Role of hydrogen bonding and interface coupling. Langmuir 4:953-958.[CrossRef]
• Misra DN, Bowen RL (1977). Adhesive bonding of various materials to hard tooth tissues. II. Chemisorption of an adduct (of the diglycidyl ether of bisphenol A with N-phenyl glycine) on hydroxyapatite. J Phys Chem 81:842-846.[CrossRef]
• Misra DN, Johnston AD (1987). Adsorption of N-phenyl glycine on hydroxyapatite: Role in the bonding procedure of a restorative resin to dentin. J Biomed Mater Res 21:1329-1339.[CrossRef][Medline] [Order article via Infotrieve]
• Rahman A. (1986). Chemical shifts and spin-spin coupling in 13C-nmr spectroscopy. In: Nuclear magnetic resonance. New York: Springer-Verlag, 140-201.
• Saito H., Tabbeta R., Shoji A., Ozaki T., Ando I., Miyata T. (1984). A high resolution 13C-NMR study of collagen-like polypeptides and collagen fibrils in solid-state studied by the cross-polarization-magic-angle spinning method. Manifestation of conformation-dependent 13C chemical shift and application to conformational characterization. Biopolymers 23:2279-2297.[CrossRef][Medline] [Order article via Infotrieve]
• Spencer P., Byerley TJ, Marshall L., Eick JD, Witt J. ( 1991). Dentin/ adhesive characterization using FT-IR photo acoustic spectroscopy (abstract). J Dent Res 70 (Spec Iss):458.
• Wheeler TT, Clark WB (1980). Fibril-mediated adherence of Actinomyces uiscosus to saliva-treated hydroxyapatite. Infect Immun 28:577-584.[Abstract/Free Full Text]

Journal of Dental Research, Vol. 72, No. 1, 72-77 (1993)
DOI: 10.1177/00220345930720011101


CiteULike    Complore    Connotea    Del.icio.us    Digg    Reddit    Technorati    Twitter    What's this?

This article has been cited by other articles:

				L.E. Tam and R.M. Pilliar Fracture Surface Characterization of Dentin-bonded Interfacial Fracture Toughness Specimens Journal of Dental Research, March 1, 1994; 73(3): 607 - 619. [Abstract] [PDF]

This Article Abstract Full Text (PDF) Alert me when this article is cited Alert me if a correction is posted Services Email this article to a friend Similar articles in this journal Similar articles in PubMed Alert me to new issues of the journal Add to Saved Citations Download to citation manager Request Permissions Request Reprints Add to My Marked Citations Citing Articles Citing Articles via HighWire Citing Articles via Google Scholar Citing Articles via Scopus Google Scholar Articles by Wolinsky, L.E. Articles by Seghi, R.R. Search for Related Content PubMed PubMed Citation Articles by Wolinsky, L.E. Articles by Seghi, R.R. Pubmed/NCBI databases Compound via MeSH Substance via MeSH Hazardous Substances DB GLYCINE Social Bookmarking                         What's this?