Table 1.
Postulated structures of aeruginosamides (AEGs) described thus far, and identified in Limnoraphis sp. CCNP1324.
| Aeruginosamide AEG | m/z | Retention Time [min] | Relative Peak Area of Extracted Ion | AEG Chemical Structure | Reference |
|---|---|---|---|---|---|
| AEG-A | 561 | - | - | (Pre)2+Ile+Val+Pyr+TzlCOOMe | [28] |
| 571 (1),(2) | 572 | 9.94 | 1.39 × 109 | Tyr+Val+Pro+Pyr+TzlCOOMe | This study |
| AEG-B | 575 | - | - | Pre+Phe+Phe+Pyr+TzlCOOMe | [34] |
| 595 (2) | 596 | 5.12 | T | 187+Val+Pro+Pyr+TzlCOOMe | This study |
| 603 (2) | 604 | 9.74 | T | Phe+Phe+Pro+Pyr+TzlCOOMe | This study |
| 625 (1),(2) | 626 | 4.61 | 6.82 × 108 | Pre+Tyr+Val+Pro+Pyr+TzlCOOH | This study |
| 639 (1),(2) | 640 | 6.78 | 1.23 × 109 | Pre+Tyr+Val+Pro+Pyr+TzlCOOMe | This study |
| 657 (1),(2) | 658 | 2.27 | 5.8 × 108 | Pre+Phe+Phe+Pro+Pyr+TzlCOOH | This study |
| 667 (2) | 668 | 8.22 | T | Pre+MeHTyr+Val+Pro+Pyr+TzlCOOMe | This study |
| 671 (1),(2) | 672 | 9.24 | 4.45 × 108 | Pre+Phe+Phe+Pro+Pyr+TzlCOOMe | This study |
| AEG-C | 674 | - | - | Pre+Phe+Phe+Pro+Val+TzlCOOMe | [34] |
| 681a (2) | 682a | 7.16 | T | Pre+205+Val+Pro+Pyr+TzlCOOMe | This study |
| 681b (2) | 682b | 11.78 | T | 225+Phe+Pro+Pyr+TzlCOOMe | This study |
| 683 (2) | 684 | 12.34 | T | Pre+207+Val+Pro+Pyr+TzlCOOMe | This study |
| 685 (2) | 686 | 12.62 | T | Pre+Phe+Hph/MePhe+Pro+Pyr+TzlCOOMe | This study |
| 693 (1),(2) | 694 | 9.10 | 2.85 × 109 | (Pre)2+Tyr+Val+Pro+Pyr+TzlCOOH | This study |
| 705 (2) | 706 | 8.73 | T | (Pre)2+Hph/MePhe+Val+Pro+Pyr+TzlCOOMe | This study |
| 707 (1),(2) | 708 | 9.76 | 8.69 × 109 | (Pre)2+Tyr+Val+Pro+Pyr+TzlCOOMe | This study |
| 721 (1),(2) | 722 | 10.12 | 1.89 × 108 | (Pre)2+Tyr+Ile/Leu+Pro+Pyr+TzlCOOMe | This study |
| 735 (2) | 736 | 11.26 | T | Pre+225+Phe+Pro+Pyr+TzlCOOH | This study |
| 749 (2) | 750 | 11.50 | T | Pre+225+Phe+Pro+Pyr+TzlCOOMe | This study |
(1) Detected in the 10 mg extract. (2) Detected in the 20 g extract and flash fractions from CCNP1324.T traces of AEGs detected in 10 mg extract. Hph: homophenylalanine; MePhe: N-methy-phenylalanine; Ile/Leu: isoleucine/leucine; Phe: phenylalanine, Pre: prenyl group; Pro: proline; Pyr: pyrrolidine; Tyr: tyrosine; MeHTyr: N-methyl-homotyrosine; TzlCOOH: thiazolidyne-4-carboxylic acid; TzlCOOMe: methyl ester of thiazolidyne-4-carboxylic acid; Val: valine; 187, 205, 225: unknown residues.