JEE MainChemistryBiomoleculesNumerical+4 / −1
The number of chiral carbon(s) present in peptide, Ile-Arg-Pro, is .
Numerical answer
View written solutionFree
Correct answer: 4
- Identify the peptide structure
The tripeptide is Ile–Arg–Pro, i.e. it contains the amino acid residues:
- Isoleucine (Ile)
- Arginine (Arg)
- Proline (Pro)
When peptide bonds form, the side chains remain unchanged, so the number of chiral carbons is found by checking each residue.
- Count chiral carbons in each amino acid residue
(a) Isoleucine (Ile)
Structure of side chain:
Isoleucine has:
- the -carbon as chiral
- one more chiral carbon in the side chain, namely the -carbon in
So, Ile contributes:
(b) Arginine (Arg)
Arginine side chain is:
Only the -carbon is chiral. The side chain contains only groups and an sp carbon.
So, Arg contributes:
(c) Proline (Pro)
Proline side chain forms a ring with the amino nitrogen: closing back to N.
Only the -carbon is chiral. The other carbons are and hence achiral.
So, Pro contributes:
- Total number of chiral carbons
Adding all contributions:
- Final answer
The number of chiral carbon(s) in the peptide Ile–Arg–Pro is:
- Comparison with stored correct answer
Stored correct answer =
My derived answer =
So, they agree.
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