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Structural analysis of a non-ribosomal halogenated cyclic peptide and its putative operon from Microcystis: implications for evolution of cyanopeptolins, by A. Tooming-Klunderud, T. Rohrlack, K. Shalchian-Tabrizi, T. Kristensen and K. S. Jakobsen

Microbiology vol. 153, part 5, pp. 1382 - 1393

Supplementary figures [PDF] (2184 kb):

Fig. S1. Results of initial screening of Microcystis cf. wesenbergii NIVA-CYA 172/5 for oligopeptides.

Fig. S2. Comparison of the putative halogenase McnD with known halogenases associated with secondary metabolite biosynthetic gene clusters: ApdC from anabaenopeptilide synthetase in Anabaena strain 90; BhaA from balhimycin synthetase in Amycolatopsis balhimycina; PrnC from pyoluteorin synthetase in Pseudomonas fluorescens; PltM from pyrrolnitrile synthetase in Pseudomonas fluorescens; ComH from complestatin synthetase in Streptomyces lavendulae.

Fig. S3. Comparison of putative ABC transporter McnF with other ABC transporters associated with non-ribosomal peptide synthetase genes from different cyanobacteria: NosG from Nostoc sp. GSV224 nostopeptolide A synthetase; NcpC from the nostocyclopeptide biosynthesis gene cluster of Nostoc sp. ATCC 53789; NdaI from the nodularin synthetase from N. spumigena; and McyH-P, McyH-M and McyH-A (McyH from P. agardii, M. aeruginosa PCC 7806 and Anabaena strain 90, respectively).

Fig. S4. Phylogenetic analysis of T-domains from different cyanobacterial peptide synthetases. Domains are indicated as: Mcn, cyanopeptolin-984 synthetase from Microcystis cf. wesenbergii; Apd, anabaenopeptilide synthetase from Anabaena strain 90; Nos, nostopeptolide A synthetase from Nostoc sp. GSV224; Ncp, nostocyclopeptide synthetase from Nostoc sp. ATCC 53789; Mcy, microcystin synthetase from M. aeruginosa PCC 7806 and Nda, the nodularin synthetase from N. spumigena. PP values over 0.70 are shown. T-domains located upstream of epimerization, condensation and thioesterase domains are indicated as TE, TC and TTE, respectively.

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