Biochemical,Structural, and Genetic Characterization of Tridecaptin A1, an Antagonist of Campylobacter jejuni |
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| Authors: | Christopher T Lohans Dr Marco J van Belkum Stephen A Cochrane Dr Zedu Huang Dr Clarissa S Sit Prof Lynn M McMullen Prof John C Vederas |
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| Affiliation: | 1. Department of Chemistry, University of Alberta, 11227 Saskatchewan Drive, Edmonton, Alberta T6G 2G2 (Canada);2. Department of Agricultural, Food & Nutritional Science, University of Alberta, 116 St and 85 Ave, Edmonton, Alberta T6G 2P5 (Canada) |
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| Abstract: | Bacillus circulans NRRL B‐30644 (now Paenibacillus terrae) was previously reported to produce SRCAM 1580, a bacteriocin active against the food pathogen Campylobacter jejuni. We have been unable to isolate SRCAM 1580, and did not find any genetic determinants in the genome of this strain. We now report the reassignment of this activity to the lipopeptide tridecaptin A1. Structural characterization of tridecaptin A1 was achieved through NMR, MS/MS and GC‐MS studies. The structure was confirmed through the first chemical synthesis of tridecaptin A1, which also revealed the stereochemistry of the lipid chain. The impact of this stereochemistry on antimicrobial activity was examined. The biosynthetic machinery responsible for tridecaptin production was identified through bioinformatic analyses. P. terrae NRRL B‐30644 also produces paenicidin B, a novel lantibiotic active against Gram‐positive bacteria. MS/MS analyses indicate that this lantibiotic is structurally similar to paenicidin A. |
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| Keywords: | antimicrobial agents bacteriocins lipopeptides peptides structure elucidation |
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