Professional Documents
Culture Documents
to Medicinal Chemistry 4e
Chapter 02
DRUG TARGETS:
PROTEINS
H
H3N
CO2
R
Head group
(zwitterion)
Residue
or side chain
CO2
R
CO2
H3N
H
R
Fischer diagram
Ala
Arg
Asn
Asp
Cys
Glu
Gln
Gly
Pro
Ser
Tyr
A
R
N
D
C
E
Q
G
P
S
Y
Histidine
Isoleucine
Leucine
Lysine
Methionine
Phenylalanine
Threonine
Tryptophan
Valine
His
Ile
Leu
Lys
Met
Phe
Thr
Trp
Val
H
I
L
K
M
F
T
W
V
H3N
H
CO2
CH3
Alanine
H3N
CO2
H3N
H3C
CH3
HO
Valine
H
CO2
Serine
H3N
CO2
H3N
CO2
H
H3N
CO2
CO2
Aspartate
NH3
Lysine
Phenylalanine
H
N
H
N
Protein chain
R1
N
H
Protein chain
O
R3
Phe
Residues
O
H 2N
Gly
H
N
N
H
O
H
N
Gly
N
H
O
Tyr
Peptide backbone
Residues
SMe
HO
CO2H
Met
H
NC
O
H
N C
H
NC
O
H
NC
a-Helical backbone
H
NC
H
NC
Hydrogen bonding
between peptide bonds
H
N C
H
NC
R O
O
H
NC
H
NC
RO
Position of residues
N
H
N
N
N
N
H
N
R
N
H
H
N
O
H
N
R
Residues
below
-pleated sheet
Me
O
OH
Me
H2N
OH
Repulsive Interactions
NH2
NH3
NH3
CO2
H2O
H2O
H2O
NH2
NH3
O
H2O
NH3 CO2
HO
H2O
Me
H2N
Me
Me
Covalent
bond
Cys
SH
HS
Cys
S
Cys
S
Cys
Ionic bond
(salt bridge)
CO2
Asp
H3N
(CH2)4
Lys
H-bond
H-bond
Ser
Ser
dO
H
d+
H O
d+ d-
Ser
O
Asp
O
H O
d+ d-
Leu
H3 C
Val
CH3
H3 C
CH3
H
O
Ser O H
O
H
Me
CH2
Me
Val
Peptide
chain
Peptide
chain
CH2
CH2
Asp
Phe
H
CO2
H O
H-bond
H
Folding
H2N
H
H
OH
Me
O
HO
Hydrophobic
centre
H
H
Me
H3N
Protein
Me
CO2
H
O
H
Hydrophobic
regions
6. Protein function
Structural proteins - tubulin
Polymerization
Depolymerization
Tubulin
Microtubule
6. Protein function
Transport proteins
Polar molecule
Transport
protein
6. Protein function
Enzymes - lifes catalysts
Receptors - lifes communication system