Table 3.
Structure of orfamide derivatives isolated and characterized from P. protegens and related strains.
| Compound | Fatty acid residue | Amino acid sequence | Producing strains | |||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | |||
| Orfamide A | C14:0-OH (3) | L-Leu | D-Glu | D-aThr | D-Ile | L-Leu | D-Ser | L-Leu | L-Leu | D-Ser | L-Val | CHA0, Pf-5 |
| Orfamide B | C14:0-OH (3) | L-Leu | D-Glu | D-aThr | D-Val | L-Leu | D-Ser | L-Leu | L-Leu | D-Ser | L-Val | CMR12a, CMR5c, CHA0, Pf-5 |
| Orfamide C | C12:0-OH (3) | L-Leu | D-Glu | D-aThr | D-Ile | L-Leu | D-Ser | L-Leu | L-Leu | D-Ser | L-Val | CHA0, Pf-5 |
| Orfamide D | C12:0-OH (3) | L-Leu | D-Glu | D-aThr | D-Val | L-Leu | D-Ser | L-Leu | L-Leu | D-Ser | L-Val | CMR12a, CMR5c |
| Orfamide E | C14:1-OH (3) | L-Leu | D-Glu | D-aThr | D-Val | L-Leu | D-Ser | L-Leu | L-Leu | D-Ser | L-Val | CMR12a, CMR5c |
| Orfamide F | C16:1-OH (3) | L-Leu | D-Glu | D-aThr | D-Val | L-Leu | D-Ser | L-Leu | L-Leu | D-Ser | L-Val | CMR5c |
| Orfamide G | C16:0-OH (3) | L-Leu | D-Glu | D-aThr | D-Val | L-Leu | D-Ser | L-Leu | L-Leu | D-Ser | L-Val | CMR12a, CMR5c, CHA0, Pf-5 |
The new orfamides F and G were isolated and characterized from Pseudomonas sp. CMR5c. All orfamides from Pseudomonas strains share an unbranched β-hydroxyl fatty acid chain that is saturated for all homologs, except for orfamides E and F, which contain a single double bond within the fatty acid chain. Orfamides A and C possess a valine in the fourth position, as opposed to the other orfamides possessing an isoleucine at the fourth position.