Genome mining and genetic analysis of cypemycin biosynthesis reveal an unusual class of posttranslationally modified peptides

Proceedings of the National Academy of Sciences of the United States of America

Volumn 107, Issue 37, 2010, Pages 16297-16302

  Claesen, Jan ^a   Bibb, Mervyn ^a  

^a JOHN INNES CENTRE   (United Kingdom)

Author keywords

Actinomycetes; Antibiotic; Enzymology; Natural products; Streptomyces

Indexed keywords

CYPEMYCIN; POLYPEPTIDE ANTIBIOTIC AGENT; UNCLASSIFIED DRUG; ANTIINFECTIVE AGENT; BACTERIAL PROTEIN; BACTERIOCIN; PEPTIDE;

ARTICLE; BACTERIAL GENOME; BIOSYNTHESIS; GENE CLUSTER; GENE EXPRESSION; GENE MUTATION; GENETIC ANALYSIS; NONHUMAN; PRIORITY JOURNAL; PROTEIN MODIFICATION; PROTEIN STRUCTURE; STREPTOMYCES; AMINO ACID SEQUENCE; CHEMISTRY; GENETICS; METABOLISM; MOLECULAR GENETICS; MULTIGENE FAMILY; MUTATION; PROTEIN PROCESSING;

ACTINOBACTERIA (CLASS); BACTERIA (MICROORGANISMS); STREPTOMYCES; STREPTOMYCES SP.;

AMINO ACID SEQUENCE; ANTI-BACTERIAL AGENTS; BACTERIAL PROTEINS; BACTERIOCINS; GENOME, BACTERIAL; MOLECULAR SEQUENCE DATA; MULTIGENE FAMILY; MUTATION; PEPTIDES; PROTEIN PROCESSING, POST-TRANSLATIONAL; STREPTOMYCES;

EID: 77958012949     PISSN: 00278424     EISSN: 10916490     Source Type: Journal    
DOI: 10.1073/pnas.1008608107     Document Type: Article

References (22)

1. Piper C, Cotter PD, Ross RP, Hill C (2009) Discovery of medically significant lantibiotics. Curr Drug Discov Technol 6:1-18.
2. Pag U, Sahl HG (2002) Multiple activities in lantibiotics-models for the design of novel antibiotics? Curr Pharm Des 8:815-833.
3. Cortés J, Appleyard AN, Dawson MJ (2009) Chapter 22. Whole-cell generation of lantibiotic variants. Methods Enzymol 458:559-574.
4. McIntosh JA, Donia MS, Schmidt EW (2009) Ribosomal peptide natural products: Bridging the ribosomal and nonribosomal worlds. Nat Prod Rep 26:537-559.
5. Rink R, et al. (2010) To protect peptide pharmaceuticals against peptidases. J Pharmacol Toxicol Methods 61:210-218.
6. Boakes S, Cortés J, Appleyard AN, Rudd BA, Dawson MJ (2009) Organization of the genes encoding the biosynthesis of actagardine and engineering of a variant generation system. Mol Microbiol 72:1126-1136.
7. Komiyama K, et al. (1993) A new antibiotic, cypemycin. Taxonomy, fermentation, isolation and biological characteristics. J Antibiot (Tokyo) 46:1666-1671. (Pubitemid 23355451)
8. Minami Y, et al. (1994) Structure of cypemycin, a new peptide antibiotic. Tetrahedron Lett 35:8001-8004.
9. Chatterjee C, Paul M, Xie L, van der Donk WA (2005) Biosynthesis and mode of action of lantibiotics. Chem Rev 105:633-684.
10. Bentley SD, et al. (2002) Complete genome sequence of the model actinomycete Streptomyces coelicolor A3(2). Nature 417:141-147.
11. Blaesse M, Kupke T, Huber R, Steinbacher S (2000) Crystal structure of the peptidylcysteine decarboxylase EpiD complexed with a pentapeptide substrate. EMBO J 19:6299-6310.
12. Oman TJ, van der Donk WA (2010) Follow the leader: The use of leader peptides to guide natural product biosynthesis. Nat Chem Biol 6:9-18.
13. Kupke T, et al. (2000) Molecular characterization of lantibiotic- synthesizing enzyme EpiD reveals a function for bacterial Dfp proteins in coenzyme A biosynthesis. J Biol Chem 275:31838-31846.
14. Schultz J (2004) HTTM, a horizontally transferred transmembrane domain. Trends Biochem Sci 29:4-7.
15. Claessen D, et al. (2004) The formation of the rodlet layer of streptomycetes is the result of the interplay between rodlins and chaplins. Mol Microbiol 53:433-443. (Pubitemid 38998166)
16. Portmann C, Blom JF, Gademann K, Jüttner F (2008) Aerucyclamides A and B: isolation and synthesis of toxic ribosomal heterocyclic peptides from the cyanobacterium Microcystis aeruginosa PCC 7806. J Nat Prod 71:1193-1196.
17. Rink R, et al. (2005) Lantibiotic structures as guidelines for the design of peptides that can be modified by lantibiotic enzymes. Biochemistry 44:8873-8882. (Pubitemid 40840453)
18. Leskiw BK, Lawlor EJ, Fernandez-Abalos JM, Chater KF (1991) TTA codons in some genes prevent their expression in a class of developmental, antibiotic-negative, Streptomyces mutants. Proc Natl Acad Sci USA 88:2461-2465.
19. Kieser T, Bibb MJ, Buttner MJ, Chater KF, Hopwood DA (2000) Practical Streptomyces Genetics (The John Innes Foundation, Norfolk, United Kingdom).
20. Gust B, et al. (2004) Lambda red-mediated genetic manipulation of antibiotic-producing Streptomyces. Adv Appl Microbiol 54:107-128.
21. Hanahan D (1983) Studies on transformation of Escherichia coli with plasmids. J Mol Biol 166:557-580. (Pubitemid 13027898)
22. Sechi S, Chait BT (1998) Modification of cysteine residues by alkylation. A tool in peptide mapping and protein identification. Anal Chem 70:5150-5158.