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(Chemical Connections \(15 \mathrm{C}\) ) Benzodiazepines affect neural pathways in the central nervous system that are mediated by GABA, whose IUPAC name is 4-aminobutanoic acid. Draw a structural formula for GABA

Short Answer

Expert verified
GABA's structure is: NH2-CH2-CH2-CH2-COOH.

Step by step solution

01

Understanding GABA

Gamma-Aminobutyric Acid (GABA) is an amino acid that functions as a neurotransmitter in the central nervous system. Its IUPAC name is 4-aminobutanoic acid, indicating the presence of an amino functional group at the fourth carbon of a butanoic acid (a four carbon chain with a carboxylic acid group).
02

Analyzing the IUPAC Name

The name '4-aminobutanoic acid' provides clues about the structure. 'Butanoic acid' means a four-carbon chain with a carboxylic acid ( extendash COOH) group at one end. '4-amino' means there is an extendash NH extsubscript{2} group attached to the fourth carbon.
03

Drawing the Carbon Skeleton

Start by drawing a straight chain of four carbon atoms. The carboxylic acid group ( extendash COOH) is attached to the first carbon atom, as suggested by 'butanoic acid'.
04

Adding the Amino Group

At the fourth carbon in the chain, add the amino group ( extendash NH extsubscript{2}). Ensure it is away from the carboxylic group at the other end of the molecule.
05

Completing the Structure with Hydrogens

Add hydrogen atoms to complete the valency of each carbon atom. Each carbon should have a total of four bonds.

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Key Concepts

These are the key concepts you need to understand to accurately answer the question.

4-aminobutanoic acid
GABA, short for Gamma-Aminobutyric Acid, is known scientifically by the IUPAC name 4-aminobutanoic acid. This compound functions as a neurotransmitter in the brain, helping to transmit signals across nerve cells or neurons. The name '4-aminobutanoic acid' gives us important details about its structure. 'Butanoic acid' refers to a four-carbon chain with a carboxylic acid group (\(-COOH\)) attached to the first carbon. The '4-amino' part tells us there is an amino group (\(-NH_2\)) attached to the fourth carbon. When you combine these parts, you get a molecule that effectively plays a role in the regulation of nervous system activities. Knowing the structure of GABA is essential for understanding how it works in the brain.
neurotransmitter
Neurotransmitters are chemical messengers in the brain. They allow neurons to communicate with each other by carrying signals across synapses, which are tiny gaps between nerve cells. GABA is one of the principal neurotransmitters in the central nervous system. It is mainly inhibitory, meaning it works to decrease the activity of the neurons it binds to. This inhibitory action helps to maintain balance in the brain, preventing over-excitation that could lead to issues like anxiety or seizures.
  • By binding to specific receptors on neurons, GABA lets chloride ions (\(Cl^-\)) enter the cells, making them less likely to fire action potentials.
  • This calming effect is crucial for its role in reducing neuronal excitability throughout the nervous system.
Understanding neurotransmitters is vital for learning how our brains process information and control body functions.
benzodiazepines
Benzodiazepines are a class of medications that enhance the effect of GABA. They are commonly used to treat anxiety, insomnia, and other conditions related to over-excitation of the nervous system. These drugs work by binding to specific sites on the GABA receptor in the brain, increasing the receptor's affinity for GABA.
This results in an increased influx of \(Cl^-\) ions into the neurons, further inhibiting the neuronal firing. As a result, benzodiazepines produce a calming effect on the brain, which can help reduce anxiety and promote sleep.
  • Benzodiazepines can be very effective but must be used carefully to avoid dependency and potential side effects.
  • Understanding their interaction with GABA helps in comprehending how they modulate brain activity.
central nervous system
The central nervous system (CNS) is essential for controlling and coordinating our body's activities. It comprises the brain and spinal cord. GABA's role within the CNS is critical for regulating neural activity and maintaining balance. This balance is necessary for healthy brain function.
  • Without GABA, neural circuits might become hyperactive, leading to disorders such as epilepsy, anxiety, and insomnia.
  • The CNS relies on neurotransmitters like GABA to smoothly relay signals and moderate responses to stimuli.
Additionally, the interaction of other substances such as benzodiazepines with the CNS demonstrates how modifying neurotransmitter activity can impact overall nervous system health. Insights into the workings of the CNS and its components are vital for understanding how therapeutic drugs work and how they can affect human behavior and health.

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Most popular questions from this chapter

The \(\mathrm{p} K_{\mathrm{b}}\) of amphetamine is approximately 3.2 (a) Which form of amphetamine (the free base or its conjugate acid) would you expect to be present at pH \(1.0,\) the \(p H\) of stomach acid? (b) Which form of amphetamine would you expect to be present at pH 7.40 , the pH of blood plasma?

Name these amine salts. (a) \(\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{NH}_{3}+\mathrm{Cl}^{-}\) (b) \(\left(\mathrm{CH}_{3} \mathrm{CH}_{2}\right)_{2} \mathrm{NH}_{2}+\mathrm{Cl}^{-}\)

Procaine was one of the first local anesthetics. Its hydrochloride salt is marketed as Novocain. (a) Is procaine chiral? Does it contain a stereocenter? (b) Which nitrogen atom of procaine is the stronger base? (c) Draw a structural formula for the salt formed by treating procaine with one mole of HCl, showing which nitrogen is protonated and bears the positive charge.

Answer true or false. (a) Aqueous solutions of amines are basic. (b) Aromatic amines such as aniline in general are weaker bases than aliphatic amines such as cyclohexanamine. (c) Aliphatic amines are stronger bases than inorganic bases such as \(\mathrm{NaOH}\) and \(\mathrm{KOH}\) (d) Water-insoluble amines react with strong aqueous acids such as HCl to form water-soluble salts. (e) If the pH of an aqueous solution of a \(1^{\circ}\) aliphatic amine, \(\mathrm{RNH}_{2}\), is adjusted to pH 2.0 by the addition of concentrated \(\mathrm{HCl}\), the amine will be present in solution almost entirely as its conjugate acid, \(\mathrm{RNH}_{3}^{+}\) (f) If the pH of an aqueous solution of a \(1^{\circ}\) aliphatic amine, \(\mathrm{RNH}_{2}\), is adjusted to pH 10.0 by the addition of \(\mathrm{NaOH}\), the amine will be present in solution almost entirely as the free base, \(\mathrm{RNH}_{2}\) (g) For a \(1^{\circ}\) aliphatic amine, the concentrations of \(\mathrm{RNH}_{3}^{+}\) and \(\mathrm{RNH}_{2}\) will be equal when the \(\mathrm{pH}\) of the solution is equal to the \(\mathrm{p} K_{\mathrm{b}}\) of the amine.

What is the difference in structure between an aliphatic amine and an aromatic amine?

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