Documente Academic
Documente Profesional
Documente Cultură
• Basic Structure
• Stereochemistry
• Properties
• Ionization
• Bonding
Amino Acids & Proteins
• Workhorses of cell
– Catalysis
– Signaling
– Structure
– Energy/Gradient Generation
• Proteins comprised of 20-21 amino acids
Amino Acids
Essential Amino Acids
Alpha Carbon
Basics of Structure
Elements Alpha Carboxyl
Differences in R Groups
Alpha Amine
Alpha Carbon
Basics of Structure
Elements Alpha Carboxyl
Differences in R Groups
Alpha Amine
Examples
Asymmetric Center
Alpha Amine
Alpha Carbon
Basics of Structure
Elements Alpha Carboxyl
Differences in R Groups
Alpha Amine
Examples
Asymmetric Center
R
18
Alpha Amine
on
r b
Amino Acids C a
Stereochemistry ri c
et
m
D and L Isomers y m
A s
Selenocystein
Leucine
e
Methionine Pyrrolysine
Proline
Valine
Ionizable R-groups
Name Charged R-group Approximate R-
group pKa
Lysine -NH3 +
10.5
Arginine =NH2+ 12.5
Histidine =-NH +
6.0
Cysteine -S-
8.2
Tyrosine -O -
10.5
Amino Acids
Aromatic R-Groups
Alpha Carbon
Tryptophan
Alpha Amine
Alpha Carboxyl
Tyrosine Phenylalanine
Amino Acids R
Aromatic R-Groups
Tryptophan
R R
Tyrosine Phenylalanine
Amino Acids R
Aromatic R-Groups
Charges at Physiological pH
Tryptophan
R R
R
R
R
R
Serine
Threonine
Tyrosine
Amino Acids
Hydroxyl R-Groups
Serine
Threonine
Tyrosine
Amino Acids
Hydroxyl R-Groups
Charges at Physiological pH
Serine
Threonine
Ionizes at high pH
Tyrosine
Amino Acids
Sulfhydryl R-Group
Cysteine
Amino Acids
Sulfhydryl R-Group
Ionizes at about pH = 8
+
Cysteine
Amino Acids
Carboxamide R-Groups
Asparagine Glutamine
Amino Acids
Carboxamide R-Groups
Asparagine Glutamine
Amino Acids
Carboxamide R-Groups
Asparagine Glutamine
Amino Acids
Ionizable Amine R-Groups
Arginine
Lysine
Histidine
Amino Acids
Ionizable Amine R-Groups
Arginine
Lysine
Histidine
Amino Acids
Ionizable Amine R-Groups
Charges at Physiological pH
Arginine
Lysine
Histidine
Rare Amino Acids
Non-Protein Amino Acids
Carnitine
Charge = -1
Amino Acids
Ionization -by pKa Values
Charge = 0
Amino Acids
Ionization -by pKa Values
Charge = -1
Amino Acids
Ionization -by pKa Values
Charge = -2
Ionization Changes Charges Within Proteins