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Patellamide A and C biosynthesis by a microcin-like pathway in Prochloron didemni , the cyanobacterial symbiont of Lissoclinum patella
Open accessAbstract
Prochloron spp. are obligate cyanobacterial symbionts of many didemnid family ascidians. It has been proposed that the cyclic peptides of the patellamide class found in didemnid extracts are synthesized by Prochloron spp., but studies in which host and symbiont cells are separated and chemically analyzed to identify the biosynthetic source have yielded inconclusive results. As part of the Prochloron didemni sequencing project, we identified patellamide biosynthetic genes and confirmed their function by heterologous expression of the whole pathway in Escherichia coli . The primary sequence of patellamides A and C is encoded on a single ORF that resembles a precursor peptide. We propose that this prepatellamide is heterocyclized to form thiazole and oxazoline rings, and the peptide is cleaved to yield the two cyclic patellamides, A and C. This work represents the full sequencing and functional expression of a marine natural-product pathway from an obligate symbiont. In addition, a related cluster was identified in Trichodesmium erythraeum IMS101, an important bloom-forming cyanobacterium.
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Cites
The Pfam Protein Families Database
Bateman, A. G. (2002) · Nucleic Acids Research · doi:10.1093/nar/30.1.276 · Cited by 14,075
Improved microbial gene identification with GLIMMER
Delcher, A. L. (1999) · Nucleic Acids Research · doi:10.1093/nar/27.23.4636 · Cited by 2,493
Besemer, J., Lomsadze, A., & Borodovsky, M. (2001) · Nucleic Acids Research · doi:10.1093/nar/29.12.2607 · Cited by 2,343
Complete Genome Sequence of a Virulent Isolate of Streptococcus pneumoniae
Tettelin, H., Nelson, K. E., Paulsen, I. T., Eisen, J. A., Read, T. D., Peterson, S. N., Heidelberg, J. F., DeBoy, R. T., Haft, D. H., Dodson, R. J., et al. (2001) · Science · doi:10.1126/science.1061217 · Cited by 1,341
Self-citationThe Pfam Protein Families Database
Bateman, A. G., Birney, E., Cerruti, L., Durbin, R. M., Etwiller, L., Eddy, S. R., Griffiths‐Jones, S., Howe, K., Marshall, M. S., & Sonnhammer, E. L. L. (2002) · PubMed Central · Cited by 764
Marine Natural Products and Related Compounds in Clinical and Advanced Preclinical Trials
Newman, D. J., & Cragg, G. M. L. (2004) · Journal of Natural Products · doi:10.1021/np040031y · Cited by 758
Biosynthesis and Mode of Action of Lantibiotics
Chatterjee, C., Paul, M., Xie, L., & van der Donk, W. A. (2005) · Chemical Reviews · doi:10.1021/cr030105v · Cited by 740
Marine natural products as anticancer drugs
Simmons, T. L., Andrianasolo, E., McPhail, K., Flatt, P., & Gerwick, W. H. (2005) · Molecular Cancer Therapeutics · doi:10.1158/1535-7163.333.4.2 · Cited by 597
Piel, J., Hui, D., Wen, G., Butzke, D., Platzer, M., Fusetani, N., & Matsunaga, S. (2004) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.0405976101 · Cited by 543
Prepeptide sequence of epidermin, a ribosomally synthesized antibiotic with four sulphide-rings
Schnell, N. F., Entian, K., Schneider, U., Götz, F., Zähner, H., Kellner, R., & Jung, G. (1988) · Nature · doi:10.1038/333276a0 · Cited by 538
TIGRFAMs: a protein family resource for the functional identification of proteins
Haft, D. H. (2001) · Nucleic Acids Research · doi:10.1093/nar/29.1.41 · Cited by 495
Bioactive metabolites of symbiotic marine microorganisms
Kobayashi, J., & Ishibashi, M. (1993) · Chemical Reviews · doi:10.1021/cr00021a005 · Cited by 369
Peptide cyclization catalysed by the thioesterase domain of tyrocidine synthetase
Trauger, J. W., Kohli, R. M., Mootz, H. D., Marahiel, M. A., & Walsh, C. T. (2000) · Nature · doi:10.1038/35025116 · Cited by 329
van der Meer, J. R., Polman, J., Beerthuyzen, M. M., Siezen, R. J., Kuipers, O. P., & De Vos, W. M. (1993) · Journal of Bacteriology · doi:10.1128/jb.175.9.2578-2588.1993 · Cited by 318
Li, Y., Milne, J. C., Madison, L. L., Kolter, R., & Walsh, C. T. (1996) · Science · doi:10.1126/science.274.5290.1188 · Cited by 275
Two-peptide bacteriocins produced by lactic acid bacteria
Garneau‐Tsodikova, S., Martin, N. I., & Vederas, J. C. (2002) · Biochimie · doi:10.1016/s0300-9084(02)01414-1 · Cited by 252
Lacticin 481: In Vitro Reconstitution of Lantibiotic Synthetase Activity
Xie, L., Miller, L. M., Chatterjee, C., Averin, O., Kelleher, N. L., & van der Donk, W. A. (2004) · Science · doi:10.1126/science.1092600 · Cited by 244
Structure of Microcin J25, a Peptide Inhibitor of Bacterial RNA Polymerase, is a Lassoed Tail
Wilson, K.-A., Kalkum, M., Ottesen, J. J., Yuzenkova, Y., Chait, B. T., Landick, R. C., Muir, T. W., Severinov, K., & Darst, S. A. (2003) · Journal of the American Chemical Society · doi:10.1021/ja036756q · Cited by 240
Structure and expression of a gene encoding the precursor of subtilin, a small protein antibiotic.
Banerjee, S., & HANSEN, J. N. (1988) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(19)76571-5 · Cited by 228
Chlorophyll b and phycobilins in the common ancestor of cyanobacteria and chloroplasts
Tomitani, A., Okada, K., Miyashita, H., Matthijs, H. C. P., Ohno, T., & Tanaka, A. (1999) · Nature · doi:10.1038/22101 · Cited by 220
Antineoplastic cyclic peptides from the marine tunicate Lissoclinum patella
Ireland, C. M., Durso, A. R., Newman, R. A., & Hacker, M. P. (1982) · The Journal of Organic Chemistry · doi:10.1021/jo00349a002 · Cited by 177
Solbiati, J., Ciaccio, M., Farı́as, R. N., González‐Pastor, J. E., Moreno, F., & Salomón, R. A. (1999) · Journal of Bacteriology · doi:10.1128/jb.181.8.2659-2662.1999 · Cited by 167
van der Meer, J. R., Rollema, H. S., Siezen, R. J., Beerthuyzen, M. M., Kuipers, O. P., & de Vos, W. M. (1994) · Journal of Biological Chemistry · doi:10.1016/s0021-9258(17)41899-0 · Cited by 164
Microbial symbionts of marine invertebrates: opportunities for microbial biotechnology.
Haygood, M. G., Schmidt, E. W., Davidson, S. K., & Faulkner, D. J. (1999) · PubMed · Cited by 164
Self-citationGehring, A. M., Mori, I., Perry, R. D., & Walsh, C. T. (1998) · Biochemistry · doi:10.1021/bi9812571 · Cited by 159
Posttranslational modifications in microcin B17 define an additional class of DNA gyrase inhibitor.
Yorgey, P., Lee, J., Kördel, J., Vivas, E., Warner, P. M., Jebaratnam, D. J., & Kolter, R. (1994) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.91.10.4519 · Cited by 155
Ichinose, K., Bedford, D. J., Tornus, D., Bechthold, A., Bibb, M. J., Revill, W. P., Floss, H. G., & Hopwood, D. A. (1998) · Chemistry & Biology · doi:10.1016/s1074-5521(98)90292-7 · Cited by 151
New cyclic peptides with cytotoxic activity from the ascidian Lissoclinum patella
Degnan, B. M., Hawkins, C. J., Lavin, M. F., McCaffrey, E. J., Parry, D. L., van den Brenk, A. L., & Watters, D. J. (1989) · Journal of Medicinal Chemistry · doi:10.1021/jm00126a034 · Cited by 150
Hildebrand, M., Waggoner, L. E., Liu, H., Sudek, S., Allen, S. W., Bassis, C. M., Sherman, D. H., & Haygood, M. G. (2004) · Chemistry & Biology · doi:10.1016/j.chembiol.2004.08.018 · Cited by 138
Self-citationLantibiotics and microcins: polypeptides with unusual chemical diversity
Jack, R. W., & Jung, G. (2000) · Current Opinion in Chemical Biology · doi:10.1016/s1367-5931(00)00094-6 · Cited by 136
A marine natural product, patellamide D, reverses multidrug resistance in a human leukemic cell line
Williams, A. B., & Jacobs, R. S. (1993) · Cancer Letters · doi:10.1016/0304-3835(93)90103-g · Cited by 98
Prochloron: A Microbial Enigma
(1989) · Springer eBooks · doi:10.1007/978-1-4613-0853-9 · Cited by 98
Carroll, A. R., Coll, J., BOURNE, D. J., Macleod, J., Zabriskie, T. M., IRELAND, C. M., & Bowden, B. (1996) · Australian Journal of Chemistry · doi:10.1071/ch9960659 · Cited by 92
New Cyclic Peptides from the AscidianLissoclinumpatella
Fu, X., Do, T., Schmitz, F. J., Andrusevich, V. E., & Engel, M. H. (1998) · Journal of Natural Products · doi:10.1021/np9802872 · Cited by 89
Withers, N. W., Alberte, R. S., Lewin, R. A., Thornber, J. P., Britton, G., & Goodwin, T. W. (1978) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.75.5.2301 · Cited by 88
Milne, J. C., Roy, R. S., Eliot, A. C., Kelleher, N. L., Wokhlu, A., Nickels, B. E., & Walsh, C. T. (1999) · Biochemistry · doi:10.1021/bi982975q · Cited by 85
González‐Pastor, J. E., Millán, J. L. S., Castilla, M. A., & Moreno, F. (1995) · Journal of Bacteriology · doi:10.1128/jb.177.24.7131-7140.1995 · Cited by 79
Fuller, J. D., Camus, A. C., Duncan, C. L., Nizet, V., Bast, D. J., Thune, R. L., Low, D. E., & de Azavedo, J. C. S. (2002) · Infection and Immunity · doi:10.1128/iai.70.10.5730-5739.2002 · Cited by 71
Schmidt, E. W., Sudek, S., & Haygood, M. G. (2004) · Journal of Natural Products · doi:10.1021/np049948n · Cited by 65
Self-citationCompounds produced from potential tunicate-blue-green algal symbiosis: A review
Sings, H. L., & RINEHART, K. L. J. (1996) · Journal of Industrial Microbiology & Biotechnology · doi:10.1007/bf01574769 · Cited by 62
Binding of Copper(II) to the Cyclic Octapeptide Patellamide D
van den Brenk, A. L., Fairlie, D. P., Hanson, G. R., Gahan, L. R., Hawkins, C. J., & Jones, A. (1994) · Inorganic Chemistry · doi:10.1021/ic00088a034 · Cited by 62
Design of a compartmentalized shotgun assembler for the human genome
Huson, D. H., Reinert, K., Kravitz, S. A., Remington, K., Delcher, A. L., Dew, I. M., Flanigan, M., Halpern, A. L., Lai, Z., Mobarry, C. M., et al. (2001) · Bioinformatics · doi:10.1093/bioinformatics/17.suppl_1.s132 · Cited by 62
Localization Studies of Bioactive Cyclic Peptides in the Ascidian Lissoclinum patella
Salomon, C. E., & Faulkner, D. J. (2002) · Journal of Natural Products · doi:10.1021/np010556f · Cited by 58
Madison, L. L., Vivas, E. I., Li, Y., Walsh, C. T., & Kolter, R. (1997) · Molecular Microbiology · doi:10.1046/j.1365-2958.1997.2041565.x · Cited by 53
NEW METABOLITES FROM MARINE SPONGES : ARE SYMBIONTS IMPORTANT ?
Faulkner, D. J., He, H., Unson, M. D., Bewley, C. A., & Garson, M. J. (1993) · Gazzetta chimica italiana · Cited by 51
Breil, B. T., Borneman, J., & Triplett, E. W. (1996) · Journal of Bacteriology · doi:10.1128/jb.178.14.4150-4156.1996 · Cited by 49
Withers, N. W., Vidaver, W. E., & Lewin, R. A. (1978) · Phycologia · doi:10.2216/i0031-8884-17-2-167.1 · Cited by 35
Microcin C51 Plasmid Genes: Possible Source of Horizontal Gene Transfer
Fomenko, D. E., Metlitskaya, A. Z., Péduzzi, J., Goulard, C., Katrukha, G. S., Gening, L. V., Rebuffat, S., & Khmel, I. A. (2003) · Antimicrobial Agents and Chemotherapy · doi:10.1128/aac.47.9.2868-2874.2003 · Cited by 35
Koike, I., Yamamuro, M., & Pollard, P. (1993) · Marine and Freshwater Research · doi:10.1071/mf9930173 · Cited by 28
Balabas, B. E., Montgomery, B. L., Ong, L. E., & Kehoe, D. M. (2003) · Molecular Microbiology · doi:10.1046/j.1365-2958.2003.03718.x · Cited by 20
Kline, T. C., & Lewin, R. A. (1999) · DalSpace (Dalhousie University) · Cited by 17
Biard, J. F., Grivois, C., Verbist, J. F., Debitus, C., & Carre, J. B. (1990) · Journal of the Marine Biological Association of the United Kingdom · doi:10.1017/s0025315400059014 · Cited by 15
THE PURIFICATION AND PROPERTIES OF STREPTOLYSIN S
Cinader, B., & Pillemer, L. (1950) · The Journal of Experimental Medicine · doi:10.1084/jem.92.3.219 · Cited by 14
Flagged first, then by citations
Research works printed but not linked: 5
- Faulkner, D. J., He, H. Y., Unson, M. D. & Bewley, C. A. (1993) Gazz. Chim. Ital. 123, 301-307.
- Sings, H. L. & Rinehart, K. L. (1996) J. Ind. Microbiol. 17, 385-396.
- Haygood, M. G., Schmidt, E. W., Davidson, S. K. & Faulkner, D. J. (1999) J. Mol. Microbiol. Biotechnol. 1, 33-34.10941782
- Kline, T. C. & Lewin, R. A. (1999) Symbiosis 26, 193-198.
- Swift, H. & Robertson, D. L. (1991) Symbiosis 10, 95-113.
Cited by
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Arnison, P. G., Bibb, M. J., Bierbaum, G., Bowers, A. A., Bugni, T. S., Bulaj, G. W., Camarero, J. A., Campopiano, D. J., Challis, G. L., Clardy, J., et al. (2012) · Natural Product Reports · doi:10.1039/c2np20085f · Cited by 2,113
Self-citationImproving the coverage of the cyanobacterial phylum using diversity driven genome sequencing
Shih, P. M., Wu, D., Latifi, A., Axen, S. D., Fewer, D. P., Talla, E., Calteau, A., Cai, F., Tandeau de Marsac, N., Rippka, R., et al. (2013) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.1217107110 · Cited by 800
Self-citationNew developments in RiPP discovery, enzymology and engineering
Montalbán‐López, M., Scott, T. A., Ramesh, S., Rahman, I. R., van Heel, A. J., Viel, J. H., Bandarian, V., Dittmann, E., Genilloud, O., Goto, Y., et al. (2020) · Natural Product Reports · doi:10.1039/d0np00027b · Cited by 775
Self-citationCyanobacterial peptides — Nature's own combinatorial biosynthesis
Welker, M., & von Döhren, H. (2006) · FEMS Microbiology Reviews · doi:10.1111/j.1574-6976.2006.00022.x · Cited by 803
The evolution of genome mining in microbes – a review
Ziemert, N., Alanjary, M. M., & Weber, T. (2016) · Natural Product Reports · doi:10.1039/c6np00025h · Cited by 726
Metadata
- Authors
- Schmidt, E. W., Nelson, J. T., Rasko, D. A., Sudek, S., Eisen, J. A., Haygood, M. G., & Ravel, J.
- Affiliations
- Scripps Institution of Oceanography (US)
- Venue
- Proceedings of the National Academy of Sciences
- Publisher
- National Academy of Sciences
- Published
- 2005-05-09
- Volume
- 102
- Issue
- 20
- Pages
- 7315-7320
- ISSN
- 0027-8424 (ISSN-L)
- 1091-6490
- PMC
- PMC1091749
- OpenAlex
- W2162481919
- Cited by
- 567
- References
- 53
- Citations by year
- 2026: 12 · 2025: 14 · 2024: 14 · 2023: 12 · 2022: 27 · 2021: 22 · 2020: 22 · 2019: 28 · 2018: 26 · 2017: 33 · 2016: 26 · 2015: 27 · 2014: 38 · 2013: 32 · 2012: 41
- FWCI
- 18.29
- Type
- journal article
- Language
- en
- Open access
- green
- www.ncbi.nlm.nih.gov
- Licence
- other-oa
- Locations
- Proceedings of the National Academy of Sciences (publishedVersion)
- PubMed Central (publishedVersion, other-oa)
- Europe PMC (PubMed Central) (publishedVersion)
- PubMed (publishedVersion)
- eScholarship (California Digital Library) (submittedVersion, other-oa)
- eScholarship (California Digital Library) (submittedVersion)
- Funders
- National Science Foundation (0412226)
- Topics
- Life Sciences › Immunology and Microbiology › Applied Microbiology and Biotechnology › Microbial Natural Products and Biosynthesis
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Biotechnology › Marine Sponges and Natural Products
- Physical Sciences › Chemistry › Organic Chemistry › Isoquinoline Alkaloid Synthesis
- Keywords
- cyanobacterial symbionts, Lissoclinum patella, heterocyclization, biosynthetic gene clusters, Trichodesmium erythraeum, marine natural products, heterologous expression
- MeSH terms
- Cyanobacteria, Amino Acid Sequence, Animals, Bacteriocins, Chromatography, High Pressure Liquid, Escherichia coli, Molecular Sequence Data, Peptides, Cyclic, Symbiosis, Urochordata, Open Reading Frames, Sequence Analysis, DNA, DNA Primers, Palau, Prochloron
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