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Med Chem: Amino Acid Review
State the characteristics for each amino acid presented
20
Health Care
Professional
08/11/2010

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Term
Glycine
Definition
Non-polar side chain
Term
Alanine
Definition
Non-polar, methyl side chain
Term
Valine
Definition
Non-polar, isopropyl side chain
Term
Isoleucine
Definition
Non-polar hydrocarbon side chain
Term
Leucine
Definition
Non-polar hydrocarbon side chain
Term
Methionine
Definition
Non-polar, contains a sulfur group
Term
Which amino acids contains a sulfur constituent?
Definition
Methionine and Cysteine
Term
Serine
Definition
Polar, primary alcohol side chain
Term
Cysteine
Definition
Polar, sulfur side chain
Term
Threonine
Definition
Polar, secondary alcohol
Term
Phenylalanine
Definition
Aromatic amino acid, contains benzo functionality, undergoes Van der Waals interactions
Term
Tyrosine
Definition
Aromatic amino acid, contains phenolic function,
Term
Tryptophan
Definition
Indole structure, aromatic heterocycle,
Term
Aspartic acid
Definition
Acidic, predominantly ionized at physiologic pH, good candidate for ionic interactions, can undergo electrostatic interactions
Term
Glutamic acid
Definition
Acidic, differs from aspartic acid by one carbon, ionized at physiological pH
Term
Lysine
Definition
Basic, predominantly positive charge at physiologic pH, cation can form ionic interactions, charge is on the nitrogen and it is withdrawing in the direction from the hydrogen-nitrogen bond and can be given up as a hydrogen bond donor.
Term
Arginine
Definition
Very basic character, contains guanidinian group, basic due to very stable resonance hybrid of the conjugate acid form, protonation is on the C=N because the cation can be stabilized by resonance, typically in conj acid form at pH 7.4
Term
Histadine
Definition
Basic, imidazole ring, contains two types of nitrogens -- a pyridine and pyrrole, side chain can be protonated
Term
Asparagine
Definition
Neutral a.a., contains an amide
Term
Glutamine
Definition
Neutral, contains an amide
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