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Cross-Linking of Amino Acids by Formaldehyde. Preparation and 13C NMR Spectra of Model Compounds

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Protein Crosslinking

Part of the book series: Advances in Experimental Medicine and Biology ((AEMB,volume 86A))

Abstract

Model cross-linked systems have been prepared by reacting amino acids or alkylamines with formaldehyde and various amino acid model compounds such as 2,4-dimethylphenol (tyrosine), 3-methylindole (tryptophan) and alkylamides (glutamine, asparagine. 13C NMR spectra of the products show the resonances of the formaldehyde-derived methylene carbons in the region 45-60 ppm. Interferences occur from resonances of the α-amino acid methine carbons. From the data for these products and other model compounds it has been possible to predict the shifts of the residual methylene carbons in a variety of cross-linked systems. This NMR technique shows promise as a rapid non-degradative method for identification of cross-linking sites.

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© 1977 Plenum Press, New York

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Kelly, D.P., Dewar, M.K., Johns, R.B., Wei-Let, S., Yates, J.F. (1977). Cross-Linking of Amino Acids by Formaldehyde. Preparation and 13C NMR Spectra of Model Compounds. In: Friedman, M. (eds) Protein Crosslinking. Advances in Experimental Medicine and Biology, vol 86A. Springer, Boston, MA. https://doi.org/10.1007/978-1-4684-3282-4_38

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  • DOI: https://doi.org/10.1007/978-1-4684-3282-4_38

  • Publisher Name: Springer, Boston, MA

  • Print ISBN: 978-1-4684-3284-8

  • Online ISBN: 978-1-4684-3282-4

  • eBook Packages: Springer Book Archive

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