The artificial sweetener aspartame (A),H_3N^{ | vedclass

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Question

(C) Aspartame ($L$-aspartyl-$L$-phenylalanine methyl ester) is unstable in aqueous solution.On storage for extended periods,the amino group of the asp

Vedclass · Accepted Answer

$A$ cyclic diketopiperazine derivative + $CH_3OH$

Vedclass · Answer

(C) Aspartame ($L$-aspartyl-$L$-phenylalanine methyl ester) is unstable in aqueous solution.On storage for extended periods,the amino group of the aspartic acid residue attacks the methyl ester of the phenylalanine residue.This intramolecular reaction leads to the formation of a cyclic diketopiperazine ($3$-benzyl$-6-$carboxymethyl$-2,5-$diketopiperazine) and the release of methanol $(CH_3OH)$.

The artificial sweetener aspartame $(A)$,$H_3N^{+}-CH(CH_2COO^{-})-CONH-CH(CH_2Ph)-COOCH_3$,is converted to . . . . . . on storage for extended periods of time in aqueous solution:

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