Chemistry:Ornibactin
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| Formula | C28H52N8O13 |
| Molar mass | 708.767 g·mol−1 |
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Ornibactin is a siderophore, or small iron-binding compound secreted by bacteria to transport iron into the cell.[1] Ornibactin is produced by Burkholderia cenocepacia under iron-deficient conditions.[2][3] B. cenocepacia is known to opportunistically infect humans, specifically ones suffering from cystic fibrosis.[4][5][6]
Biosynthesis
Ornibactin consists of an L-ornithine-D-hydroxyaspartate-L-serine-L-ornithine backbone.[7] It is biosynthesized by 2 non-ribosomal peptide synthetases (NRPSs), OrbI and OrbJ, as indicated in the figure.[8] The domains are as follows: adenylation (A), peptidyl carrier (P), condensation (C), and epimerase (E). The wavy lines in the figure indicate the phosphopantetheine arms to which the amino acid residues are attached via thioester linkages.
References
- ↑ "Active transport of iron and siderophore antibiotics". Current Opinion in Microbiology 5 (2): 194–201. April 2002. doi:10.1016/s1369-5274(02)00298-9. PMID 11934617.
- ↑ "Identification of a siderophore receptor required for ferric ornibactin uptake in Burkholderia cepacia". Infection and Immunity 68 (12): 6554–60. December 2000. doi:10.1128/iai.68.12.6554-6560.2000. PMID 11083764.
- ↑ "Ornibactin production and transport properties in strains of Burkholderia vietnamiensis and Burkholderia cepacia (formerly Pseudomonas cepacia)". Biometals 8 (4): 309–17. October 1995. doi:10.1007/bf00141604. PMID 7580051.
- ↑ "Taxonomy and identification of the Burkholderia cepacia complex". Journal of Clinical Microbiology 39 (10): 3427–36. October 2001. doi:10.1128/jcm.39.10.3427-3436.2001. PMID 11574551.
- ↑ "Burkholderia cepacia. Management issues and new insights". Clinics in Chest Medicine 19 (3): 473–86, vi. September 1998. doi:10.1016/s0272-5231(05)70094-0. PMID 9759550.
- ↑ "Advances in Burkholderia cepacia complex". Paediatric Respiratory Reviews 3 (3): 230–5. September 2002. doi:10.1016/s1526-0542(02)00185-9. PMID 12376059.
- ↑ "Ornibactins--a new family of siderophores from Pseudomonas". Biometals 6 (2): 93–100. 1993. doi:10.1007/bf00140109. PMID 7689374.
- ↑ "The ornibactin biosynthesis and transport genes of Burkholderia cenocepacia are regulated by an extracytoplasmic function sigma factor which is a part of the Fur regulon". Journal of Bacteriology 188 (10): 3631–44. May 2006. doi:10.1128/jb.188.10.3631-3644.2006. PMID 16672617.
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