A search for specific chemical methods for fission of peptide bonds. 1. The N-acyl to O-acyl transformation in the degradation of silk fibroin

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Abstract
Treatment of silk fibroin with concentrated H2SO4 at 21[degree] brought about a transfer of approx. 60% of the peptide chains linked to the N atoms of serine residues to the hydroxyl groups of these residues. The resulting material was acetylated at pH 5 and then treated with excess of dilute alkali which caused hydrolysis of the O-peptidyl bonds and yielded a mixture of acetylseryl peptides. Non-specific hydrolysis of peptide bonds may have occurred simulatneously with the rearrangement during the H2SO4 treatment, but only to a relatively small extent.

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