(Solution) - The Sanger method for N terminus determination is a less common -(2025 Original AI-Free Solution)

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The Sanger method for N-terminus determination is a less common alternative to the Edman degradation. In the Sanger method, the peptide is treated with the Sanger reagent, 2, 4-dinitrofluorobenzene, and then hydrolyzed by reaction with 6 M aqueous HCl. The N-terminal amino acid is recovered as its 2, 4-dinitrophenyl derivative and identified.
The Sanger method

(a) Propose a mechanism for the reaction of the N terminus of the peptide with 2,4-dinitrofluorobenzene.
(b) Explain why the Edman degradation is usually preferred over the Sanger method.