TABLE 1.
Amino acid residue | Ref. | ||||||||||||
11-residue laxaphycins | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | ||
Laxaphycin A | Aoa | Hse | Dhb | OHPro | HSe | Phe | Leu | Ile | Ile | Leu | Gly | 1 | |
Laxaphycin A2 | Aoa | Hse | Dhb | OHPro | HSe | Phe | Leu | Val | Ile | Leu | Gly | 10 | |
Laxaphycin E | Ada | Hse | Dhb | OHPro | HSe | Phe | Leu | Ile | Ile | Leu | Gly | 1 | |
Hormothamnin A | Aoa | Hse | Dhb | OHPro | HSe | Phe | Leu | Ile | Ile | Leu | Gly | 2 | |
Lobocyclamide A | Aoa | Ser | Dhb | OHPro | HSe | Tyr | Leu | Ile | Ile | Leu | Gly | 3 | |
Trichormamide A | Ada | Ser | Ser | Pro | Ser | Tyr | Leu | Ile | Ile | Pro | Gly | 7 | |
Trichormamide D | Ada | Gln | Dhb | Pro | Ser | Tyr | Leu | Val | Phe | Leu | Gly | 8 | |
Scytocyclamide A | Aoa | Gln | Dhb | OHPro | HSe | Phe | Leu | Ile | Ile | Leu | Gly | 4 | |
[L-Val8]laxaphycin A | Aoa | Hse | Dhb | OHPro | HSe | Phe | Leu | Val | Ile | Leu | Gly | 11 | |
[D-Val9]laxaphycin A | Aoa | Hse | Dhb | OHPro | HSe | Phe | Leu | Ile | Val | Leu | Gly | 11 | |
Acyclolaxaphycin A | H-Aoa | Hse | Dhb | OHPro | HSe | Phe | Leu | Ile | Ile | Leu | Gly-OH | 11 | |
[des-Gly11] acyclolaxaphycin A | H-Aoa | Hse | Dhb | OHPro | HSe | Phe | Leu | Ile | Ile | Leu-OH | 11 | ||
[des-(Leu10-Gly11)] acyclolaxaphycin A | H-Aoa | Hse | Dhb | OHPro | HSe | Phe | Leu | Ile | Ile-OH | 11 | |||
12-residue laxaphycins | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | Ref. |
Laxaphycin B | Ada | Val | OHLeu | Ala | OHLeu | Gln | NMe-Ile | OHAsn | Thr | Pro | Leu | Thr | 1 |
Laxaphycin B2 | Ada | Val | OHLeu | Ala | Leu | Gln | NMe-Ile | OHAsn | Thr | Pro | Leu | Thr | 5 |
Laxaphycin B3 | Ada | Val | OHLeu | Ala | OHLeu | Gln | NMe-Ile | OHAsn | Thr | OHPro | Leu | Thr | 5 |
Laxaphycin B4 | Ada | Val | OHLeu | Hse | OHLeu | Gln | NMe-Ile | OHAsn | Thr | OHPro | Leu | Thr | 10 |
Laxaphycin B5 | Ada | Ile | OHLeu | Val | OHLeu | Gln | NMe-Ile | Asn | Thr | Pro | Tyr | Thr | 12 |
Laxaphycin B6 | Ada | Ile | OHLeu | Val | Leu | Gln | NMe-Ile | Asn | Thr | Pro | Tyr | Thr | 12 |
Laxaphycin D | Aoa | Val | OHLeu | Ala | OHLeu | Gln | NMe-Ile | OHAsn | Thr | Pro | Leu | Thr | 1 |
Lobocyclamide B | Ada | Val | OHLeu | Ala | OHLeu | Gln | NMe-Ile | OHThr | Thr | OHPro | Leu | Thr | 3 |
Lobocyclamide C | Aoa | Val | OHLeu | Ala | OHLeu | Gln | NMe-Ile | OHThr | Thr | OHPro | Leu | Thr | 3 |
Lyngbyacyclamide A | Ada | Val | OHLeu | Hse | Leu | Gln | NMe-Ile | OHAsn | Thr | Pro | Phe | Thr | 6 |
Lyngbyacyclamide B | Ada | Val | OHLeu | Hse | Leu | Gln | NMe-Ile | OHAsn | Thr | OHPro | Phe | Thr | 6 |
Trichormamide B | Ada | Ile | OHLeu | Hse | OHLeu | Gln | NMe-Ile | Ser | Thr | Pro | Tyr | Thr | 7 |
Trichormamide C | Ada | Val | OHLeu | Ala | OHLeu | Gln | NMe-Ile | Asn | Thr | Pro | Leu | Thr | 8 |
Acyclolaxaphycin B | Ada | Val | OHLeu-OH | H-Ala | OHLeu | Gln | NMe-Ile | OHAsn | Thr | Pro | Leu | Thr | 9 |
Acyclolaxaphycin B3 | Ada | Val | OHLeu-OH | H-Ala | OHLeu | Gln | NMe-Ile | OHAsn | Thr | OHPro | Leu | Thr | 9 |
Scytocyclamide B | Aoa | Val | OHLeu | Ala | OHLeu | Gln | NMe-Ile | OHAsn | Thr | Pro | Leu | Thr | 4 |
Scytocyclamide C | Aoa | Val | OHLeu | Ala | Leu | Gln | NMe-Ile | OHAsn | Thr | Pro | Leu | Thr | 4 |
1 Frankmölle et al. (1992b), 2 Gerwick et al. (1992), 3 MacMillan et al. (2002), 4 Grewe (2005), 5 Bonnard et al. (2007), 6 Maru et al. (2010), 7 Luo et al. (2014), 8 Luo et al. (2015), 9 Bornancin et al. (2015), 10 Cai et al. (2018), 11 Bornancin et al. (2019), 12 Sullivan et al. (2020). Aoa – β-aminooctanoic acid, Ada - β-aminodecanoic acid, Hse - Homoserine, Dhb - Dehydrobutyrine, NMe-Ile – N-Methyl Isoleucine, OHPro – 4-hydroxyproline, OHAsn – 3-hydroxyasparagine, OHLeu – 3-hydroxyleucine, OHThr – 4-hydroxythreonine.