Abstract
Cattle hair exposed to solutions of 35S-sulfide ions at pH 12.5, hydrolyzed with acid, and analyzed for amino acids with simultaneous measurement of the radioactivity of the eluate from the analytical column showed 87 percent of the radioactivity incorporated in the hair in three amino acids: cysteic acid, lanthionine, and cystine. This and other evidence presented lend further support to the intermediacy of dehydroalanyl residues formed by a β-elimination reaction in the conversion of cystinyl residues to lanthionyl residues in proteins. The presence of radioactively labelled cystine in the hydrolyzate indicates that the dehydroalanyl residues are also capable of reforming cystinyl residues under these same conditions through a series of reversible reactions.
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References
Danehy, J. P. (1971). The alkaline decomposition of organic disulfides and related nucleophilic displacements of sulfur from sulfur. Int. J. Sulfur Chem. B., 6, 103.
Dann, J. R., Oliver, G. L., and Gates, J. W. (1957). The reaction of cystine and lanthionine with aqueous calcium hydroxide. The identification of 2-methylthiazolidene-2,4-dicarboxylic acid. J. Am. Chem. Soc., 79, 1644.
Feairheller, S. H., Taylor, M. M., Filachione, E. M., and Windus, W. (1972). New amino acids formed in hair during unhairing. J. Am. Leather Chem. Assoc., 67, 98.
Feairheller, S. H., Taylor, M. M., Bailey, D. G., and Windus, W. (1976). Further evidence in support of the elimination reactions as the mechanism of alkaline unhairing. J. Am. Leather Chem. Assoc., in press.
Merrill, H. B. (1956). “Chemistry and Technology of Leather.” Vol. II, Chapter 8 ( O’Flaherty, F., Roddy, W. T., and Lollard, R. M., eds.), Reinhold Publishing Corp., New York, NY.
Piez, K. A., and Morris, L. (1960). A modified procedure for the automatic analysis of amino acids. Anal. Biochem., 1, 187.
Windus, W., and Showell; J. S. (1968). An interpretation of the mechanism of unhairing as a nucleophilic displacement. J. Am. Leather Chem. Assoc., 63, 258.
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© 1977 Springer Science+Business Media New York
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Feairheller, S.H., Taylor, M.M., Bailey, D.G. (1977). 35S-Sulfide Incorporation During Alkaline Treatment of Keratin and its Relation to Lanthionine Formation. In: Friedman, M. (eds) Protein Crosslinking. Advances in Experimental Medicine and Biology, vol 86. Springer, Boston, MA. https://doi.org/10.1007/978-1-4757-9113-6_11
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DOI: https://doi.org/10.1007/978-1-4757-9113-6_11
Publisher Name: Springer, Boston, MA
Print ISBN: 978-1-4757-9115-0
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