Amino Acids and Their Properties

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Questions and Answers

What is the isoelectric point (pI) of Alanine? (Select the closest value)

  • 6.02 (correct)
  • 9.69
  • 2.34
  • 12.03

The pKa of the carboxyl group (R’COOH) of an amino acid is always higher than the pKa of the amino group (R’NH3+).

False (B)

What are the two dissociating groups in alanine?

The two dissociating groups in alanine are the carboxyl group (R’COOH) and the amino group (R’NH3+).

The isoelectric pH (pI) of an amino acid is the pH at which the molecule carries no _____ electrical charge.

<p>net</p> Signup and view all the answers

Match the following terms with their corresponding descriptions:

<p>pKa = The pH at which a molecule carries no net electrical charge Isoelectric point (pI) = The measure of the acidity or alkalinity of a solution Amino group (NH2) = The functional group that gives an amino acid its basic properties Carboxyl group (COOH) = The functional group that gives an amino acid its acidic properties</p> Signup and view all the answers

All standard amino acids are alpha amino acids except for proline, which is an imino acid.

<p>True (A)</p> Signup and view all the answers

What is the main structural difference between proline and other standard amino acids?

<p>Proline has a cyclic side chain. (B)</p> Signup and view all the answers

What is the name of the group that distinguishes one amino acid from another?

<p>R-group</p> Signup and view all the answers

The side chain of proline is bonded to both the ______ carbon atom and the amino nitrogen atom, creating a cyclic structure.

<p>alpha</p> Signup and view all the answers

Match the following terms to their definitions:

<p>Alpha amino acid = An amino acid with an amino group (-NH2) attached to the carbon atom next to the carboxyl group (-COOH) R-group = The part of an amino acid's structure that varies and gives the amino acid its unique properties Imino acid = An amino acid with a nitrogen atom that is part of a ring structure, like proline Optical isomerism = The existence of two non-superimposable mirror images of a molecule, like L-amino acid and D-amino acid</p> Signup and view all the answers

What is the isoelectric point (pI) of an amino acid?

<p>The isoelectric point (pI) of an amino acid is the pH at which the molecule carries no net electrical charge.</p> Signup and view all the answers

The pI for aspartic acid is calculated by averaging the pKa values closest to each other.

<p>True (A)</p> Signup and view all the answers

Which of the following amino acids has an imine group in its side chain?

<p>Proline (C)</p> Signup and view all the answers

Match the following amino acids with their corresponding pI values:

<p>Glycine = 5.97 Alanine = 6.01 Aspartic Acid = 2.97</p> Signup and view all the answers

Which of the following is NOT a general characteristic of amino acids?

<p>Hydrophobic (C)</p> Signup and view all the answers

All amino acids are chiral.

<p>False (B)</p> Signup and view all the answers

What is the name of the group that varies between different amino acids?

<p>R group or side chain</p> Signup and view all the answers

The amino acid ______ is the only non-chiral amino acid.

<p>glycine</p> Signup and view all the answers

Match the following amino acid classifications with their corresponding R group properties:

<p>Neutral Non-Polar AA = Hydrocarbon chains or rings that are not polar Polar Acidic AA = Contain carboxyl groups Polar Basic AA = Contain amino groups Alcoholic Amino Acids = Contain hydroxyl groups Aromatic Amino Acids = Contain benzene rings or other cyclic structures</p> Signup and view all the answers

Which of these amino acids is classified as an imino acid?

<p>Proline (A)</p> Signup and view all the answers

Essential amino acids are more important to life than non-essential amino acids.

<p>False (B)</p> Signup and view all the answers

What is the primary reason why essential amino acids need to be obtained through diet?

<p>The human body cannot synthesize them.</p> Signup and view all the answers

Excess amino acids are catabolized to ______, which can be used as sources of energy or for biosynthesis.

<p>amphibolic intermediates</p> Signup and view all the answers

Which of these amino acids is classified as exclusively ketogenic?

<p>Lysine (A), Leucine (C)</p> Signup and view all the answers

Glycogenic amino acids are converted to pyruvate or other citric acid cycle intermediates.

<p>True (A)</p> Signup and view all the answers

What is the name of the molecule that carries both a positive and negative charge but has a net charge of zero?

<p>Zwitterion</p> Signup and view all the answers

The ______ is the pH at which an amino acid solution has no net charge.

<p>isoelectric point</p> Signup and view all the answers

In an acidic solution, which species of an amino acid predominates?

<p>Positively charged ion (A)</p> Signup and view all the answers

At the isoelectric point, the amino acid is present almost entirely in its zwitterion form.

<p>True (A)</p> Signup and view all the answers

What is the isoelectric point (pI) of Histidine?

<p>7.59 (C)</p> Signup and view all the answers

Lysine is a non-essential amino acid.

<p>False (B)</p> Signup and view all the answers

What is the pI of Glutamic Acid?

<p>3.22</p> Signup and view all the answers

The isoelectric point (pI) is calculated using the formula pI = (pKa + pKa) / 2, resulting in a pI of _____ for Lysine.

<p>9.74</p> Signup and view all the answers

Match the following amino acids with their classification:

<p>Histidine = Polar Basic Glutamic Acid = Polar Acidic Lysine = Polar Basic Aspartic Acid = Polar Acidic</p> Signup and view all the answers

Which amino acids are classified as ketogenic?

<p>Leucine and Lysine (A)</p> Signup and view all the answers

All amino acids are zwitterionic in nature.

<p>True (A)</p> Signup and view all the answers

In a basic solution, all acid groups are deprotonated to form ______.

<p>COOH-</p> Signup and view all the answers

Match the descriptions of amino acids to their classifications:

<p>Glucogenic = Generate precursors for glucose or glycogen Ketogenic = Converted into fat Both = Phenylalanine, Isoleucine, Threonine, Tyrosine, Tryptophan</p> Signup and view all the answers

What occurs at the isoelectric point of an amino acid solution?

<p>There is no net charge (B)</p> Signup and view all the answers

In an acidic solution, all basic groups of amino acids are deprotonated.

<p>False (B)</p> Signup and view all the answers

What is the formula used to calculate the isoelectric point (pI)?

<p>(pKa + pKa) / 2</p> Signup and view all the answers

Flashcards

Alpha Amino Acid

Amino acids with an amino group attached to the first carbon next to the carboxyl group.

Proline

An exception among amino acids, categorized as an imino acid due to its unique cyclic structure.

R-Group

The side chain of an amino acid that determines its unique characteristics.

Optical Isomerism

The ability of amino acids to exist in two mirror-image forms due to chiral centers.

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Zwitter Ion

A molecule with both positive and negative charges, typical in amino acids at physiological pH.

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Essential Amino Acids

Amino acids that cannot be synthesized by the body and must be obtained through diet.

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Metabolic Fate

The pathways and processes through which amino acids are utilized by the body.

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Acid-Base Properties

Characteristics of amino acids that allow them to act as acids or bases in biochemical reactions.

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Amino Acid

Building blocks of proteins, consisting of amino and carboxyl groups.

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pKa

The pH at which a molecule is half dissociated; indicates acidity strength.

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Isoelectric pH (pI)

The pH at which the amino acid has no net charge.

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Calculation of pI

pI = (pKa1 + pKa2) / 2 for amino acids with two pKa values.

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Amino Acid Groups

Each amino acid contains an amino group, carboxyl group, and a variable R group.

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Polyprotic Acids

Acids that can donate more than one proton, having multiple pKa values.

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Isoionic Species

The form of an amino acid at its isoelectric point where the net charge is zero.

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Isoelectric Point (pI)

The pH at which an amino acid exists predominantly in its zwitterionic form.

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Calculating pI of Aspartic Acid

pI is the average of the two closest pKa values: pI = (pKa1 + pKa2) / 2.

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Neutral Polar Amino Acids

A group of amino acids that have polar side chains but are neutral overall at physiological pH.

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Calculation of pI for Histidine

pI = (6.0 + 9.17) / 2, results in pI = 7.59.

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Glutamic Acid pI Calculation

pI = (2.19 + 4.25) / 2, results in pI = 3.22.

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Essential Amino Acids vs. Non-Essential

Essential must be taken from diet; non-essential can be synthesized by the body.

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Examples of Basic Amino Acids

Basic amino acids include Lysine, Arginine, and Histidine.

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Isoelectric Point

The pH at which an amino acid has no net charge.

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Chiral

Molecules that have non-superimposable mirror images.

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Non-Essential Amino Acids

Amino acids that the body can synthesize and do not need to be obtained from food.

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Branched Chain Amino Acids (BCAA)

Amino acids with branched side chains, important for muscle building.

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Polar Acidic Amino Acids

Amino acids that contain carboxylic acid groups and have a negative charge at physiological pH.

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Polar Basic Amino Acids

Amino acids that contain amino groups and have a positive charge at physiological pH.

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Aromatic Amino Acids

Amino acids that contain an aromatic ring structure.

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Proteinogenic Amino Acids

Amino acids that are used to build proteins in biological organisms.

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Acid-Base Properties of Amino Acids

Amino acids can act as both acids and bases, shown by zwitterions in solutions.

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Glycine

The simplest amino acid, with only hydrogen as its side chain.

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Glutamine

An amino acid with extra carbon groups, important for metabolism.

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Hydrophobic Amino Acids

Amino acids that do not interact well with water due to non-polar side chains.

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Serine

An amino acid with a pI of 5.68.

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Glucogenic Amino Acids

Amino acids that can be converted into glucose precursors like pyruvate.

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Ketogenic Amino Acids

Amino acids that can be converted into fat, such as Leucine and Lysine.

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Both Glycogenic and Ketogenic Amino Acids

Amino acids like Phenylalanine, Isoleucine, Threonine, Tyrosine, Tryptophan serve dual roles.

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Acidic Solution Behavior

In acidic solutions, all basic groups are protonated, and acidic groups are deprotonated.

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Basic Solution Behavior

In basic solutions, all acid groups are deprotonated and basic groups are also deprotonated.

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Study Notes

Amino Acids

  • Amino acids are the building blocks of proteins
  • Proteins are naturally occurring, unbranched polymers
  • Amino acids contain an amino group (-NH2), a carboxyl group (-COOH) and an R group (side chain)
  • The R group varies among amino acids, defining their chemical properties
  • There are 20 common amino acids

Alpha Amino Acids

  • Alpha amino acids are the exception to proline, which has a cyclic side chain
  • Proline has a propyl group bonded to both the alpha carbon atom and the nitrogen atom

R-Group

  • The R-group distinguishes different amino acids from each other
  • R-groups vary in size, shape, charge, hydrogen-bonding properties, acidity and reactivity

Optical Isomerism

  • Based on the placement of the amino group's absolute placement
  • Chiral properties displayed by amino acids
  • Amino acids can exist as either L- or D-isomers
  • L-isomer is located on the left
  • D-isomer is located on the right

Classification of Amino Acids

  • Classified by the R-group (side chain)
  • Neutral Nonpolar Amino Acids
  • Neutral Polar Amino Acids
  • Polar Acidic Amino Acids
  • Polar Basic Amino Acids

Essential Amino Acids

  • The body does not synthesize these amino acids
  • They must be obtained from diet
  • PVT TIM HALL ( Phenylalanine, Valine, Tryptophan, Threonine, Isoleucine, Methionine, Histidine, Leucine, Lysine, and Arginine)

Non-Essential Amino Acids

  • The body can synthesize these amino acids
  • They do not need to be consumed in the diet

Acid-Base Properties

  • Zwitterions are the predominant form of amino acids in neutral solutions
  • Amino acids have both acidic (-COOH) and basic (-NH2) properties
  • In acidic solutions, the molecules are positively charged
  • In basic solutions, the molecules are negatively charged
  • Isoelectric point (pI) is the pH at which the molecule is neutral.

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