Chemistry Reference
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HO
(a)
NH
3
(b)
Me
O
Me
OH
OH
O
CO
2
H
H
2
N
H
CH
2
OH
O
O
HN
O
MeH
2
N
O
O
O
H
H
N
H
H
H
Cl
O
HN
O
O
N
H
N
H
N
H
Cl
R
2
R
4
O
HO
OH
O
R
6
O
O
Me
O
H
N
H
N
H
N
O
Me
NH
3
NH
3
OH
N
H
NH
O
HO
H
H
H
O
Me
H
Me
O
O
NH
2
Me
H
NH
O
O
O
R
6
H
R
4
O
R
2
O
H
N
H
N
H
N
NH
2
O
2
C
OH
N
H
NH
O
H
H
H
OH
HO
H
O
NH
2
Me
H
O
NH
O
O
O
O
H
N
H
H
3
N
NH
2
N
H
O
O
2
C
NH
O
R
Scheme 2-4. (a) Binding of vancomycin to the Lys-D-Ala-D-Ala peptide motive with five hydrogen bonds.
(b) Dimerization of vancomycin-type glycopeptide antibiotics (e.g., chloroeremomycin) over six hydrogen
bonds. Because vancomycin lacks a vancosamine sugar at AA6, it interacts only over four hydrogen bonds.
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