Does tyrosine contain p-pi or pi-pi conjugation?

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Does tyrosine contain p-pi or pi-pi conjugation?

The image displays the structural formula of the amino acid Tyrosine. The structure includes:

- A benzene ring on the left with a hydroxyl group (OH) attached, indicating a phenolic functional group.
- An amino group (NH₂) attached to the alpha carbon, which is adjacent to the aromatic ring.
- A carboxylic acid group (COOH) on the right, typical of amino acids.
- The side chain features a hydroxyl group connected to the benzene ring, distinguishing Tyrosine from other amino acids. 

This structural diagram is vital for understanding Tyrosine's chemical properties and role in biology, including protein synthesis and neurotransmitter production.
Transcribed Image Text:The image displays the structural formula of the amino acid Tyrosine. The structure includes: - A benzene ring on the left with a hydroxyl group (OH) attached, indicating a phenolic functional group. - An amino group (NH₂) attached to the alpha carbon, which is adjacent to the aromatic ring. - A carboxylic acid group (COOH) on the right, typical of amino acids. - The side chain features a hydroxyl group connected to the benzene ring, distinguishing Tyrosine from other amino acids. This structural diagram is vital for understanding Tyrosine's chemical properties and role in biology, including protein synthesis and neurotransmitter production.
Expert Solution
Step 1: Understanding pi-pi conjugation and p-pi conjugation

Conjugation is the phenomenon of delocalization of electrons in a system containing alternating single and double bonds. In general, conjugation increases the stability of a chemical species by lowering the overall energy of the system. The phenomenon of delocalization of electrons takes place by the overlapping of one p-orbital with another orbital bridged by an interjacent single bond.

In pi-pi conjugation, delocalization of straight pi-electrons takes place in a system with alternating double bonds. On the other hand, p-pi conjugation takes place due to the delocalization of straight pi-electrons from a filled p-orbital to a vacant p-orbital.


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