Chemistry Reference
In-Depth Information
NH
3
O
O
OH
N
O
O
H
HN
O
HN
O
O
NH
N
N
O
HN
N
O
H
H
O
H
2
N
O
H
OO
NH
O
S
O
O
N
O
NH
HN
NH
2
O
N
HO
O
O
H
HO
O
HN
NH
H
O
O
O
O
Bacitracin
Surfactin
OH
OH
NH
2
O
OH
O
OH
O
O
O
OH
Cl
N
O
O
HN
NH
HN
O
OH
O
O
HO
Cl
O
O
O
O
HN
N
N
N
NH
O
H
H
H
O
O
O
HN
NH
2
HN
O
O
O
O
O
NH
H
N
HO
NH
NH
2
NH
2
NH
2
O
OH
O
NH
2
HO
O
HO
Vancomycin
Tyrocidine
HO
O
O
H
H
2
N
OH
HO
O
NH
O
O
O
H
2
N
N
NH
2
O
O
H
OH
O
H
O
H
H
H
O
O
O
NH
2
O
HN
O
O
N
N
OH
HO
OH
N
N
H
H
NH
HN
O
O
N
H
O
OH
O
NH
N
O
O
NH
O
O
OH
Coelichelin
NH
2
O
HO
HO
Daptomycin
O
NH
NH
2
O
O
N
H
N
O
HN
NH
HN
O
O
O
OOO
O
O
O
HN
NH
HN
H
O
N
O
HN
O
O
HN
O
O
HO
O
NH
HN
N
OH
O
OH
O
NH
2
OH
Bacillibactin
Gramicidin S
OH
O
O
O
O
O
O
O
O
N
N
N
N
N
N
N
HN
OH
H
H
H
H
H
H
H
H
O
O
O
O
O
O
O
HN
HN
HN
HN
linear Gramicidin
Figure 4.2
A selection of nonribosomal peptides. Chemical and structural features that
contribute to the vast diversity of this class of metabolites are highlighted: Heterocycle
(bacitracin), lactone (surfactin, daptomycin), ornithine and lactam (Tyrocidine), sugar,
chlorinated aromats, C-C crosslink (Vancomycin), N-formyl groups (Coelichelin and
linear gramicidin), fatty acid (daptomycin), dihydroxybenzoate and trimeric organization
(bacillibactin), dimeric organization (gramicidin S), and ethanolamine (linear gramicidin).
