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Among the following, the achiral amino a...

Among the following, the achiral amino acids is

A

2-ethylalanine

B

2-methylglycine

C

2-hydroxymethyl serine

D

Tryptophan

Text Solution

AI Generated Solution

The correct Answer is:
To determine which of the given amino acids is achiral, we need to analyze the structure of each amino acid and identify whether they possess a chiral center. A chiral center is typically a carbon atom that is bonded to four different groups. ### Step-by-Step Solution: 1. **Identify the Amino Acids**: We have four amino acids to analyze: - 2-Ethylalanine - 2-Methylglycine - 2-Hydroxy-methylglycine - Tryptophan 2. **Analyze 2-Ethylalanine**: - Structure: NH2-CH(C2H5)-COOH - The central carbon is attached to: - NH2 (amino group) - COOH (carboxyl group) - C2H5 (ethyl group) - CH3 (methyl group) - Since this carbon is attached to four different groups, **2-Ethylalanine is chiral**. 3. **Analyze 2-Methylglycine**: - Structure: NH2-CH(CH3)-COOH - The central carbon is attached to: - NH2 (amino group) - COOH (carboxyl group) - CH3 (methyl group) - H (hydrogen) - This carbon is also attached to four different groups, so **2-Methylglycine is chiral**. 4. **Analyze 2-Hydroxy-methylglycine**: - Structure: NH2-CH(CH2OH)-COOH - The central carbon is attached to: - NH2 (amino group) - COOH (carboxyl group) - CH2OH (hydroxymethyl group) - H (hydrogen) - This carbon is attached to four different groups, making **2-Hydroxy-methylglycine chiral**. 5. **Analyze Tryptophan**: - Structure: NH2-CH(C8H6N)-COOH - The central carbon is attached to: - NH2 (amino group) - COOH (carboxyl group) - C8H6N (indole side chain) - H (hydrogen) - This carbon is also attached to four different groups, so **Tryptophan is chiral**. 6. **Conclusion**: - After analyzing all four amino acids, we find that all of them are chiral. However, if we consider the possibility of a mistake in the options or the naming of the amino acids, we can conclude that **2-Hydroxy-methylglycine** is the one that stands out as it has a repeating group (CH2OH) which may lead to confusion, but it is indeed chiral. ### Final Answer: None of the given amino acids are achiral based on the analysis. However, if we strictly consider the options, **2-Hydroxy-methylglycine** is the one that may be perceived as less chiral due to its structure, but it is still chiral.
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