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Aspartame is about 100 times sweeter than cane sugar. On complete hydrolysis of aspartame, which of the following product(s) is/are obtained?

1. PhCH2-CH(NH2)-CO2H (phenylalanine)
2. H2N-CH(CH2CO2H)-CO2H (aspartic acid)
3. CH3OH (methanol)
4. CH3-CH(NH2)-CO2H (alanine)

Correct answer: PhCH2-CH(NH2)-CO2H (phenylalanine)

Solution

Aspartame is L-aspartyl-L-phenylalanine methyl ester; complete hydrolysis yields aspartic acid, phenylalanine and methanol. Alanine is NOT a product. Phenylalanine (option A) is one of the products.

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