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Isoelectric Point and Amino Acids
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Isoelectric Point and Amino Acids

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Questions and Answers

What is the isoelectric point (pI) of alanine?

  • 9.1
  • 7.0
  • 5.7 (correct)
  • 3.4
  • Which term is used to describe substances that can act both as an acid or a base?

  • Polyprotic
  • Amphoteric (correct)
  • Cationic
  • Zwitterionic
  • What group do amino acids have attached to the α-carbon at physiologic pH?

  • – COO– and – NH3+ (correct)
  • – NH2 and – NH3+
  • – COOH and – NH2
  • – OH and – SH
  • Which equation is useful for calculating the abundance of ionic forms of acidic and basic drugs?

    <p>Henderson-Hasselbalch equation</p> Signup and view all the answers

    Why do uncharged drugs pass through membranes more readily?

    <p>Due to not repelling with the lipid bilayer</p> Signup and view all the answers

    How does a weak acid, like aspirin, typically permeate through membranes?

    <p>As the protonated form (HA)</p> Signup and view all the answers

    What is the isoelectric point of alanine?

    <p>7.0</p> Signup and view all the answers

    Which form of alanine predominates in solution when the pH equals pK1?

    <p>Form II</p> Signup and view all the answers

    In the Henderson-Hasselbalch equation, what does pK1 represent for alanine?

    <p>pKa for the carboxyl group</p> Signup and view all the answers

    At what pH value will the amino group of alanine start dissociating significantly?

    <p>3.5</p> Signup and view all the answers

    Which pair can serve as a buffer in the pH region around pK2 for alanine?

    <p>-NH3+/-NH2</p> Signup and view all the answers

    What happens when the pH is equal to pK2 for alanine?

    <p>Form II and III are equal</p> Signup and view all the answers

    Which rule determines the one-letter symbol for an amino acid if only one amino acid begins with a particular letter?

    <p>Unique first letter</p> Signup and view all the answers

    What is the one-letter symbol for glycine based on the rules of assigning symbols to amino acids?

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

    Which amino acid receives the one-letter symbol based on its similar sounding name?

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

    In which situation is the one-letter symbol for an amino acid assigned based on a letter close to the initial letter of the amino acid?

    <p>When it is an unidentified amino acid</p> Signup and view all the answers

    What determines the acidic and basic properties of amino acids in aqueous solution?

    <p>The pH of the solution</p> Signup and view all the answers

    Which rule assigns B to Asx and Z to Glx as symbols for amino acids implying either aspartic acid or asparagine and either glutamic acid or glutamine?

    <p>Priority based on common occurrence</p> Signup and view all the answers

    Study Notes

    Henderson-Hasselbalch Equation

    • The Henderson-Hasselbalch equation can be used to analyze the dissociation of the carboxyl group of alanine, similar to acetic acid.
    • The fully protonated form of alanine is denoted as I, and the isoelectric form is denoted as II.

    Dissociation of Carboxyl and Amino Groups

    • Alanine has two titratable groups: the carboxyl (– COOH) group and the amino (– NH3+) group.
    • The carboxyl group has a higher dissociation constant (K1) and is more acidic than the amino group.
    • The pKa for the carboxyl group is pK1, and the pKa for the amino group is pK2.

    Buffer Pairs

    • The – COOH/– COO– pair can serve as a buffer in the pH region around pK1.
    • The – NH3 +/– NH2 pair can buffer in the region around pK2.

    pH and pK

    • When pH = pK1, equal amounts of Forms I and II of alanine exist in solution.
    • When pH = pK2, equal amounts of Forms II and III are present in solution.
    • At neutral pH, alanine exists predominantly as the dipolar Form II, with a net charge of zero.

    Isoelectric Point

    • The isoelectric point (pI) is the pH at which an amino acid is electrically neutral.
    • For an amino acid with two dissociable hydrogens, the pI is the average of pK1 and pK2.
    • The pI of alanine is 5.7.

    Ampholytes

    • Amino acids are amphoteric, meaning they can act as either an acid or a base.
    • Amino acids with a negatively charged group (– COO–) and a positively charged group (– NH3+) are referred to as ampholytes.

    Applications of Henderson-Hasselbalch Equation

    • The equation is useful for calculating the abundance of ionic forms of acidic and basic drugs.
    • Weak acids (HA) release a proton, forming a charged anion (A–), while weak bases (BH+) can release a H+.
    • Uncharged forms of drugs can pass through membranes more readily.

    Amino Acid Abbreviations and Symbols

    • Each amino acid has a three-letter abbreviation and a one-letter symbol.
    • One-letter codes are determined by unique first letter, common occurrence, similar sounding names, and letter proximity to the initial letter.
    • Examples include I = isoleucine, G = glycine, F = phenylalanine, and W = tryptophan.

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    Description

    Learn about the isoelectric point (pI) of amino acids where they are electrically neutral. Discover how to calculate the pI for amino acids with two dissociable hydrogens using the average of pK1 and pK2. Understand the charges present on amino acids at physiologic pH.

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