Abstract
A STUDY of the mechanism of the phenyl isothiocyanate degradation of peptides1 has made necessary a revision of our earlier formulation of this reaction. It has been found that the compound initially formed in the acid-catalysed cleavage of a phenyl thiocarbamyl peptide is not the expected 3-phenyl-2-thiohydantoin derivative of the N-terminal amino-acid, but instead the isomeric 2-anilino-5-thiazolinone.
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References
Edman, P., Arch. Biochem., 22, 475 (1949); Acta Chem. Scand., 4, 283 (1950).
Ottesen, M., and Wollenberger, A., Nature, 170, 801 (1952). Fraenkel-Conrat, H., and Fraenkel-Conrat, J., Acta Chem. Scand., 4, 1409 (1950).
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EDMAN, P. Mechanism of the Phenyl Isothiocyanate Degradation of Peptides. Nature 177, 667–668 (1956). https://doi.org/10.1038/177667b0
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DOI: https://doi.org/10.1038/177667b0
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