MCAT Biochemistry complete study set
with Questions and simplified Answers
that are correct
Amino Acid - correct answer-Dipolar compound containing an amino group and a carboxyl group
Amino Group - correct answer--NH2
Carboxyl Group - correct answer--COOH
Alpha Carbon - correct answer-Central carbon atom in amino acid
Attached to amino & carboxyl groups, H atom, and side chain
Side Chain - correct answer-The variable component of an amino acid that gives the amino acid its
identity and chemical properties
also called R-group
Chiral - correct answer-A molecule with a nonsuperimposable mirror image
All amino acids (except glycine) are chiral
(S) Absolute Configuration - correct answer-All amino acids (except cysteine) have an (S) absolute
configuration
L-amino Acid - correct answer-All amino acids found in eukaryotes
Nonpolar, Nonaromatic Amino Acids - correct answer-Glycine, alanine, valine, leucine, isoleucine,
methionine, proline
Glycine - correct answer-Single H atom as side chain
Achiral
Smallest amino acid
Alanine - correct answer-Alkyl side chain (1C)
Valine - correct answer-Alkyl side chain (3C)
Leucine - correct answer-Alkyl side chain (4C)
Isoleucine - correct answer-Alkyl side chain (4C)
Methionine - correct answer-Methyl side chain (-CH3)
Contains S atom in side chain
Proline - correct answer-Cyclic amino acid
,N from amino group becomes part of side chain, forming five-part ring, limiting where is can appear on a
protein
Rigid/constraints on flexibility
Aromatic Amino Acids - correct answer-Tryptophan, phenylalanine, tyrosine
Aromaticity - correct answer-The ability of a molecule to delocalize pi electrons around a conjucated
ring, creating exceptional stability
Tryptophan - correct answer-Double-ring system
Contains N atom in one ring
Largest of aromatic amino acids
Phenylalanine - correct answer-Benzyl side chain (benzene ring + -CH2 group)
Smallest aromatic amino acid
Relatively nonpolar
Tyrosine - correct answer-Phenylalanine + -OH group
Relatively polar
Polar Amino Acids - correct answer-Serine, threonine, asparagine, glutamine, cysteine
Polarity - correct answer-An uneven sharing of electrons in a molecule, creating a slightly positive side
and a slightly negative side
Serine - correct answer--OH group in side chain
Highly polar - participate in H-bonding
Threonine - correct answer--OH group in side chain
Highly polar - participate in H-bonding
Asparagine - correct answer-Amide (-NH2) side chain
Amide N do not gain or lose protons with changes in pH - do not become charged
Glutamine - correct answer-Amide (-NH2) side chain
Amide N do not gain or lose protons with changes in pH - do not become charged
Cysteine - correct answer-Thiol (-SH) side chain - weaker than OH bond
Prone to oxidation
Negatively-charged (Acidic) Amino Acids - correct answer-Aspartic acid (aspartate), glutamic acid
(glutamate)
Aspartic Acid (Aspartate) - correct answer-Carboxylate (-COO(-)) group in side chain
,Deprotonated form of asparagine
Glutamic Acid (Glutamate) - correct answer-Carboxylate (-COO(-)) group in side chain
Deprotonated form of glutamine
Positively-charged (Basic) Amino Acids - correct answer-Lysine, arginine, histidine
Lysine - correct answer-Terminal primary amino group
Arginine - correct answer-Has 3 N atoms in side chain
Charge delocalized over all three N atoms
Histidine - correct answer-Has aromatic ring with 2 N atoms (ring is called an imidazole)
At pH 7.4, one N is protonated and the other isn't
Under acidic conditions, the 2nd N becomes protonated, making it positively charged
Hydrophobic Amino Acids - correct answer-Being repelled by water
Alanine, isoleucine, leucine, valine, phenylalanine
More likely to be found in center of protein
Nonpolar, uncharged compounds
Long alkyl chains
Hydrophilic Amino Acids - correct answer-Being attracted to water
Histidine, arginine, lysine, glutamate, aspartate, asparagine, glutamine
Polar and charged compounds and those that participate in H-bonding
Neither Really Hydrophobic/-philic - correct answer-Cysteine, threonine, serine, tyrosine, tryptophan,
proline, methionine, glycine
Amphoteric - correct answer-Ability to act as an acid or a base
Can either accept or donate a proton
For ionizable groups: tend to be protonated at low pH; deprotonated at high pH
pKa - correct answer-The pH at which half of the species are deprotonated
[HA] = [A(-)]
pKa1 - correct answer-pKa for carboxyl group
Usually around 2
pKa2 - correct answer-pKa for amino group
Usually between 9 and 10
, pKa3 - correct answer-For amino acids with ionizable side chains
Amino Acids in Acidic Conditions - correct answer-Amino acid is fully protonated
i.e. (-NH3+) and (-COOH)
Amino Acids in Neutral Conditions - correct answer-Form zwitterions
pH is near pI of amino acid
i.e. (-COO(-)) and (-NH3(+))
Zwitterion - correct answer-A molecule that contains charges, but is neutral overall
Amino Acids in Basic Conditions - correct answer-Amino acid is fully deprotonated
i.e. (-COO(-)) and (-NH2)
Isoelectric Point (pI) - correct answer-The pH at which every molecule in solution is electrically neutral
Predominantly in zwitterion form
pI(neutral amino acid) = - correct answer-(pKa(NH3+) + pKa(COOH))/2
For amino acids with neutral side chains
Have relatively neutral pI values (~6)
Buffer - correct answer-When pH of a solution is approximately = pKa of solute
The pH doesn't change very much, even when acid or base are added to solution
pI(acidic amino acid) = - correct answer-(pKa(R group) + pKa(COOH))/2
For amino acids with negatively charged side chains
Have relatively low pI values (~3.2)
pI(basic amino acid) = - correct answer-(pKa(NH3+) + pKa(R group))/2
For amino acids with positively charged side chains
Have relatively high pI values (~9.75)
Titration - correct answer-A laboratory technique in which a solution of unknown concentration is mixed
with a solution of known concentration to determine the unknown concentration
Titration Curves for Amino Acids - correct answer-Curve is nearly flat at pKa values of amino acids
Nearly vertical at pI of amino acid
Peptides - correct answer-A molecule composed of more than one amino acid
Can be subdivided into dipeptides, tripeptides, oligopeptides, and polypeptides
Dipeptide - correct answer-Two amino acid residues