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Which one of the following options correctly depicts the stereo-conformation of the dipeptide derivative of Aspartic acid and Phenylalanine?
Question

Which one of the following options correctly depicts the stereo-conformation of the dipeptide derivative of Aspartic acid and Phenylalanine?

A.

L-Aspartyl-L phenylalanine methyl ester

B.

D-Aspartyl-L -phenylalanine methyl ester

C.

D-Aspartyl-D- phenylalanine methyl ester

D.

L-Aspartyl-D- phenylalanine methyl ester

Correct option is A

The given structure represents a peptide formed between L-Aspartic acid and L-Phenylalanine. In this structure, both amino acids are in their L configurations. The dipeptide is formed by Peptide bond between the Carboxyl group of L-Aspartic acid and the amino group of L-Phenylalanine. The methyl ester group is attached to the carboxyl group of the phenylalanine residue. This is consistent with option 1.

Information Booster:

  1. L-amino acids are the most commonly found in naturally occurring proteins.

  2. The peptide bond is formed between the amino group of one amino acid and the carboxyl group of another.

  3. L-Aspartic acid has a side chain with a carboxyl group (-COOH), which is positioned as shown in the structure.

  4. L-Phenylalanine has a benzene ring as its side chain, which is depicted correctly in the structure.

  5. In this configuration, the L-form of both amino acids is crucial for correct peptide bonding and three-dimensional structure.

  6. The structure shows the correct spatial orientation and stereochemistry for both L-Aspartyl and L-Phenylalanine.

Additional Knowledge:

  • Option 2: D-Aspartyl-L-phenylalanine methyl ester – This configuration involves D aspartic acid, which is not shown in the structure.

  • Option 3: D-Aspartyl-D-phenylalanine methyl ester – This configuration involves both amino acids in the D form, which is inconsistent with the structure shown.

  • Option 4: L-Aspartyl-D-phenylalanine methyl ester – This configuration involves L aspartic acid and D phenylalanine, which does not match the structure.

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