The Discovery of Salinosporamide K from the Marine Bacterium "Salinispora Pacifica" by Genome Mining Gives Insight into Pathway Evolution

Overview

Journal Chembiochem

Specialty Biochemistry

Date 2010 Dec 15

PMID 21154492

Citations 29

Authors

Alessandra S Eustaquio

Sang-Jip Nam

Kevin Penn

Anna Lechner

Micheal C Wilson

William Fenical

Paul R Jensen

Bradley S Moore

Affiliations

Soon will be listed here.

Citing Articles

Biosynthetic gene profiling and genomic potential of the novel photosynthetic marine bacterium .

Gattoni G, Di Costanzo F, de la Haba R, Fernandez A, Guerrero-Flores S, Selem-Mojica N Front Microbiol. 2023; 14:1238779.

PMID: 37860137 PMC: 10584327. DOI: 10.3389/fmicb.2023.1238779.

An Unprecedented Number of Cytochrome P450s Are Involved in Secondary Metabolism in Species.

Malinga N, Nzuza N, Padayachee T, Syed P, Karpoormath R, Gront D Microorganisms. 2022; 10(5).

PMID: 35630316 PMC: 9143469. DOI: 10.3390/microorganisms10050871.

Exploring Newer Biosynthetic Gene Clusters in Marine Microbial Prospecting.

Kaari M, Manikkam R, Baskaran A Mar Biotechnol (NY). 2022; 24(3):448-467.

PMID: 35394575 DOI: 10.1007/s10126-022-10118-y.

Vertical Inheritance Facilitates Interspecies Diversification in Biosynthetic Gene Clusters and Specialized Metabolites.

Chase A, Sweeney D, Muskat M, Guillen-Matus D, Jensen P mBio. 2021; 12(6):e0270021.

PMID: 34809466 PMC: 8609351. DOI: 10.1128/mBio.02700-21.

Genome mining methods to discover bioactive natural products.

Bauman K, Butler K, Moore B, Chekan J Nat Prod Rep. 2021; 38(11):2100-2129.

PMID: 34734626 PMC: 8597713. DOI: 10.1039/d1np00032b.

References

Stadler M, Bitzer J, Mayer-Bartschmid A, Muller H, Benet-Buchholz J, Gantner F . Cinnabaramides A-G: analogues of lactacystin and salinosporamide from a terrestrial streptomycete. J Nat Prod. 2007; 70(2):246-52. DOI: 10.1021/np060162u. View

Groll M, Huber R, Potts B . Crystal structures of Salinosporamide A (NPI-0052) and B (NPI-0047) in complex with the 20S proteasome reveal important consequences of beta-lactone ring opening and a mechanism for irreversible binding. J Am Chem Soc. 2006; 128(15):5136-41. DOI: 10.1021/ja058320b. View

Reeves C, Murli S, Ashley G, Piagentini M, Hutchinson C, McDaniel R . Alteration of the substrate specificity of a modular polyketide synthase acyltransferase domain through site-specific mutations. Biochemistry. 2001; 40(51):15464-70. DOI: 10.1021/bi015864r. View

Udwary D, Zeigler L, Asolkar R, Singan V, Lapidus A, Fenical W . Genome sequencing reveals complex secondary metabolome in the marine actinomycete Salinispora tropica. Proc Natl Acad Sci U S A. 2007; 104(25):10376-81. PMC: 1965521. DOI: 10.1073/pnas.0700962104. View

Eustaquio A, McGlinchey R, Liu Y, Hazzard C, Beer L, Florova G . Biosynthesis of the salinosporamide A polyketide synthase substrate chloroethylmalonyl-coenzyme A from S-adenosyl-L-methionine. Proc Natl Acad Sci U S A. 2009; 106(30):12295-300. PMC: 2718359. DOI: 10.1073/pnas.0901237106. View

Eustaquio A, Pojer F, Noel J, Moore B . Discovery and characterization of a marine bacterial SAM-dependent chlorinase. Nat Chem Biol. 2007; 4(1):69-74. PMC: 2762381. DOI: 10.1038/nchembio.2007.56. View

Eustaquio A, OHagan D, Moore B . Engineering fluorometabolite production: fluorinase expression in Salinispora tropica Yields Fluorosalinosporamide. J Nat Prod. 2010; 73(3):378-82. PMC: 2846182. DOI: 10.1021/np900719u. View

Ridley C, Lee H, Khosla C . Evolution of polyketide synthases in bacteria. Proc Natl Acad Sci U S A. 2008; 105(12):4595-600. PMC: 2290765. DOI: 10.1073/pnas.0710107105. View

Feling R, Buchanan G, Mincer T, Kauffman C, Jensen P, Fenical W . Salinosporamide A: a highly cytotoxic proteasome inhibitor from a novel microbial source, a marine bacterium of the new genus salinospora. Angew Chem Int Ed Engl. 2003; 42(3):355-7. DOI: 10.1002/anie.200390115. View

10.

Beer L, Moore B . Biosynthetic convergence of salinosporamides A and B in the marine actinomycete Salinispora tropica. Org Lett. 2007; 9(5):845-8. DOI: 10.1021/ol063102o. View

11.

Mahillon J, Chandler M . Insertion sequences. Microbiol Mol Biol Rev. 1998; 62(3):725-74. PMC: 98933. DOI: 10.1128/MMBR.62.3.725-774.1998. View

12.

Liu Y, Hazzard C, Eustaquio A, Reynolds K, Moore B . Biosynthesis of salinosporamides from alpha,beta-unsaturated fatty acids: implications for extending polyketide synthase diversity. J Am Chem Soc. 2009; 131(30):10376-7. PMC: 2737082. DOI: 10.1021/ja9042824. View

13.

Jensen P, Williams P, Oh D, Zeigler L, Fenical W . Species-specific secondary metabolite production in marine actinomycetes of the genus Salinispora. Appl Environ Microbiol. 2006; 73(4):1146-52. PMC: 1828645. DOI: 10.1128/AEM.01891-06. View

14.

Fenical W, Jensen P, Palladino M, Lam K, Lloyd G, Potts B . Discovery and development of the anticancer agent salinosporamide A (NPI-0052). Bioorg Med Chem. 2008; 17(6):2175-80. PMC: 2814440. DOI: 10.1016/j.bmc.2008.10.075. View