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. 2021 Apr;73(2):679–728. doi: 10.1124/pharmrev.120.000020

TABLE 1.

Chemical structures of the naturally occurring polymyxins

Reprinted by permission from the Springer Nature: Springer, Adv Exp Med Biol, History, chemistry and antibacterial spectrum, Velkov T. et al. Copyright © 2019.

Polymyxin Fatty Acyl Group Position 3 Position 6 Position 7 Position 10
A1 (S)-6-Methyloctanoyl d-Dab d-Leu l-Thr l-Thr
A2 6-Methylheptanoyl d-Dab d-Leu l-Thr l-Thr
B1 (S)-6-Methyloctanoyl l-Dab d-Phe l-Leu l-Thr
B2 6-Methylheptanoyl l-Dab d-Phe l-Leu l-Thr
B3 Octanoyl l-Dab d-Phe l-Leu l-Thr
B4 Heptanoyl l-Dab d-Phe l-Leu l-Thr
B5 Nonanoyl l-Dab d-Phe l-Leu l-Thr
B6 3-Hydroxy-6-methyloctanoyla l-Dab d-Phe l-Leu l-Thr
B1-Ile (S)-6-Methyloctanoyl l-Dab d-Phe l-Ile l-Thr
B2-Ile 6-Methylheptanoyl l-Dab d-Phe l-Ile l-Thr
Dab3-B1 (S)-6-Methyloctanoyl d-Dab d-Phe l-Leu l-Thr
Dab3-B2 6-Methylheptanoyl d-Dab d-Phe l-Leu l-Thr
C1b 6-Methyloctanoyla l/d-Dab d-Phe l-Thr l-Thr
C2b 6-Methylheptanoyl l/d-Dab d-Phe l-Thr l-Thr
D1 (S)-6-Methyloctanoyl d-Ser d-Leu l-Thr l-Thr
D2 6-Methylheptanoyl d-Ser d-Leu l-Thr l-Thr
E1 (Colistin A) (S)-6-Methyloctanoyl l-Dab d-Leu l-Leu l-Thr
E2 (Colistin B) 6-Methylheptanoyl l-Dab d-Leu l-Leu l-Thr
E3 Octanoyl l-Dab d-Leu l-Leu l-Thr
E4 Heptanoyl l-Dab d-Leu l-Leu l-Thr
E7 7-Methyloctanoyl l-Dab d-Leu l-Leu l-Thr
E1-Ile (S)-6-Methyloctanoyl l-Dab d-Leu l-Ile l-Thr
E1-Val (S)-6-Methyloctanoyl l-Dab d-Leu l-Val l-Thr
E1-Nva (S)-6-Methyloctanoyl l-Dab d-Leu l-Nva l-Thr
E2-Ile 6-Methylheptanoyl l-Dab d-Leu l-Ile l-Thr
E2-Val 6-Methylheptanoyl l-Dab d-Leu l-Val l-Thr
E8-Ile 7-Methylnonanoyl l-Dab d-Leu l-Ile l-Thr
Fb 6-Methyloctanoylc l/d-Dab d-Leu/d-Ile l-Leu/l-Ile/l-Ser l-Leu/l-Ile/l-Ser
Fb 6-Methylheptanoyl l/d-Dab d-Leu/d-Ile l-Leu/l-Ile/l-Ser l-Leu/l-Ile/l-Ser
Fb Octanoyl l/d-Dab d-Leu/d-Ile l-Leu/l-Ile/l-Ser l-Leu/l-Ile/l-Ser
M1 (Mattacin) (S)-6-Methyloctanoyl d-Dab d-Leu l-Thr l-Thr
M2 (Mattacin) 6-Methylheptanoyl d-Dab d-Leu l-Thr l-Thr
P1 (S)-6-Methyloctanoyl d-Dab d-Phe l-Thr l-Thr
P2 6-Methylheptanoyl d-Dab d-Phe l-Thr l-Thr
S1 6-Methyloctanoylc d-Ser d-Phe l-Thr l-Thr
T1 6-Methyloctanoylc l-Dab d-Phe l-Leu l-Leu
T2 6-Methylheptanoyl l-Dab d-Phe l-Leu l-Leu
a

Stereochemistry at C3 and C6 not confirmed.

b

Position of amino acid residues is speculative.

c

Stereochemistry at C6 not confirmed.