Table 2 Structural variation in naturally occuring octapeptins. Unless specified, amino acids (AA) refer to the l-stereochemistry

From: Development of new polymyxin derivatives for multi-drug resistant Gram-negative infections

Name

Fatty acyl tail

AA-1

AA-4

AA-5

Octapeptin A1

3-hydroxy-8-methyl decanoic acid

d-Dab

d-Leu

Leu

Octapeptin A2

3-hydroxy-8-methyl nonanoic acid

d-Dab

d-Leu

Leu

Octapeptin A3

3-hydroxy-n- decanoic acid

d-Dab

d-Leu

Leu

Octapeptin B1

3-hydroxy-8-methyl decanoic acid

d-Dab

d-Leu

Phe

Octapeptin B2

3-hydroxy-8-methyl nonanoic acid

d-Dab

d-Leu

Phe

Octapeptin B3

3-hydroxy-n- decanoic acid

d-Dab

d-Leu

Phe

Octapeptin C1

3-hydroxy-6-methyl octanoic acid

d-Dab

d-Phe

Leu

Octapeptin B5 (Battacin)

3-hydroxy-6-methyl octanoic acid

d-Dab

Leu

d-Phe

Octapeptin D1–3

As Octapeptin A1–3

d-Ser

d-Leu

Leu

  1. Abbreviations: Dab, diaminobutyric acid; Leu, Leucine; Phe, phenylalanine.