1.

Aspartame, an artificial sweetener, is peptide and has the following structure : .A. Identify the four functional groupsB.C.D.

Answer» Correct Answer - A::B::C::D
`H_(2)N-underset(underset(underset("Aspartame(Aspartamine)")(CH_(2)-COOH))(|))(CH)-CONH-overset(overset(CH_(2)-C_(6)H_(5))(|))(CH)-COOCH_(3)`
(i) in aspartame four functional groups are present which are
(a) `-NH_(2)` (Amine)
(b) `(-COOH)` (Carboxylic acid)
(c) `-overset(overset(O)(||))(C)-NH(2^(@)"amide")`
(d) `-overset(overset(O)(||))(C)-O-("Ester")`
(ii) Zwutter ion structure is given as below :
`H_(2)overset(+)(N)-underset(underset(CH_(2)-COO^(-))(|))(CH)-CONH-overset(overset(CH_(2)C_(6)H_(5))(|))(CH)-COOCH_(3)`
(iii) `H_(2)N-underset(underset(CH_(2)COOH)(|))(CH)-overset(overset(O)(||))(C)-NH-overset(overset(CH_(2)C_(6)H_(5))(|))(CH)-COOCH_(3) overset("Hydrolysis") (rarr)`
`H_(2)N-underset(underset(underset((a))(CH_(2)COOH))(|))(CH)-COOH + H_(2)N-underset((b))overset(overset(CH_(2)C_(6)H_(5))(|))(CH)-COOH`
Hence on hydrolysis two amino and (a) and (b) are obtained.
(iv) In above to amino acids `NH_(2)- underset(underset(CH_(2)-H_(5)C_(6))(|))(CH)-COOH` is more hydrophobic due to presence of non-polar `C_(6)H_(5)-CH_(2)-` or benzyl group.


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