Biological activities of an engineered tautomycetin analogue via disruption of tmcR-encoding hydroxylase in Streptomyces sp. CK4412

Journal of Industrial Microbiology and Biotechnology

Volumn 39, Issue 10, 2012, Pages 1563-1568

  Kim, Dongju ^a   Nah, Ji Hye ^a   Choi, Si Sun ^a   Shin, Hwa Sung ^a   Sherman, David H ^b   Kim, Eung Soo ^a  

^a Inha University   (South Korea)

^b UNIVERSITY OF MICHIGAN   (United States)

Author keywords

Immunosuppressant; P450 hydroxylase; Streptomyces; Tautomycetin; TmcR

Indexed keywords

OXYGENASE; PROTEIN; TAUTOMYCETIN; TMCR PROTEIN; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; BIOLOGICAL ACTIVITY; CANCER CELL; CONTROLLED STUDY; GENE CLUSTER; GENE DISRUPTION; GENETIC COMPLEMENTATION; HUMAN; HUMAN CELL; LUNG CANCER; NONHUMAN; PHARMACEUTICAL ENGINEERING; STREPTOMYCES;

ANIMALS; BIOSYNTHETIC PATHWAYS; CELL LINE, TUMOR; CERCOPITHECUS AETHIOPS; FURANS; GENES, BACTERIAL; HUMANS; IMMUNOSUPPRESSIVE AGENTS; LIPIDS; MIXED FUNCTION OXYGENASES; MULTIGENE FAMILY; MUTATION; STREPTOMYCES; VERO CELLS;

BACTERIA (MICROORGANISMS); STREPTOMYCES; STREPTOMYCES GRISEOCHROMOGENES; STREPTOMYCES SP.;

EID: 84867334158     PISSN: 13675435     EISSN: 14765535     Source Type: Journal    
DOI: 10.1007/s10295-012-1157-2     Document Type: Article

References (17)

1. Adler JT, Cook M, Luo Y (2009) Tautomycetin and tautomycin suppress the growth of medullary thyroid cancer cells via inhibition of glycogen synthase kinase-3b. Mol Cancer Ther 8:914-920
2. Bierman M, Logan R, O'Brien K, Seno ET, Nagaraja Rao R, Schoner BE (1992) Plasmid cloning vectors for the conjugal transfer of DNA from Escherichia coli to Streptomyces spp. Gene 116:43-49
3. Brezna B, Kweon O, Stingley RL, Freeman JP, Khan AA, Polek B, Jones RC, Cerniglia CE (2006) Molecular characterization of cytochrome P450 genes in the polycyclic aromatic hydrocarbon degrading Mycobacterium vanbaalenii PYR-1. Appl Microbiol Biotechnol 71:522-532
4. Cheng XC, Kihara T, Ying X, Uramoto M, Osada H, Kusakabe H, Wang BN, Kobayashi Y, Ko K, Yamaguchi I, Shen YC, Isono K (1989) A new antibiotic, tautomycetin. J Antibiot 42:141-144
5. Choi SS, Hur YA, Sherman DH, Kim ES (2007) Isolation of the biosynthetic gene cluster for tautomycetin, a linear polyketide T cell-specific immunomodulator from Streptomyces sp. CK4412. Microbiology 153:1095-1102
6. Gust B, Challis GL, Fowler K, Kieser T, Chater KF (2003) PCRtargeted Streptomyces gene replacement identifies a protein domain needed for biosynthesis of the sesquiterpene soil odor geosmin. Proc Natl Acad Sci USA 100:1541-1546
7. Hur YA, Choi SS, Sherman DH, Kim ES (2008) Identification of TmcN as a pathway-specific positive regulator of tautomycetin biosynthesis in Streptomyces sp. CK4412. Microbiology 154: 2912-2919
8. Ju J, Li W, Yuan Q, Peters NR, Hoffmann FM, Rajski SR, Osada H, Shen B (2009) Functional characterization of ttmM unveils new tautomycin analogs and insight into tautomycin biosynthesis and activity. Org Lett 11:1639-1642
9. Lee JH, Lee JS, Kim SE, Moon BS, Kim YC, Lee SK, Lee SK, Choi KY (2006) Tautomycetin inhibits growth of colorectal cancer cells through p21cip/WAF1 induction via the extracellular signal-regulated kinase pathway. Mol Cancer Ther 5:3222-3231
10. Li W, Luo Y, Ju J, Rajski SR, Osada H, Shen B (2009) Characterization of the tautomycetin biosynthetic gene cluster from Streptomyces griseochromogenes provides new insight into dialkylmaleic anhydride biosynthesis. J Nat Prod 72:450-459
11. Liu S, Yu Z, Yu X, Huang SX, Luo Y, Wu L, Shen W, Yang Z, Wang L, Gunawan AM, Chan RJ, Shen B, Zhang ZY (2011) SHP2 is a target of the immunosuppressant tautomycetin. Chem Biol 18:101-110
12. Luo Y, Li W, Ju J, Yuan Q, Peters NR, Hoffmann FM, Huang SX, Bugni TS, Rajski S, Osada H, Shen B (2010) Functional characterization of TtnD and TtnF, unveiling new insights into tautomycetin biosynthesis. J Am Chem Soc 132:6663-6671
13. Mountfort DO, Kennedy G, Garthwaite I, Quilliam Michael, Truman P, Hannah DJ (1999) Evaluation of the fluorometric protein phosphatase inhibition assay in the determination of okadaic acid in mussels. Toxicon 37:909-922
14. Nah JH, Park SH, Yoon HM, Choi SS, Lee CH, Kim ES (2012) Identification and characterization of wblA-dependent tmcT regulation during tautomycetin biosynthesis in Streptomyces sp. CK4412. Biotechnol Adv 30:202-209
15. Scaglione JB, Akey DL, Sullivan R, Kittendorf JD, Rath CM, Kim ES, Smith JL, Sherman DH (2010) Biochemical and structural characterization of the tautomycetin thioesterase: Analysis of a stereoselective polyketide hydrolase. Angew Chem Int Ed 49:5726-5730
16. Shim JH, Lee HK, Chang EJ, Chae WJ, Han JH, Han DJ, Morio T, Yang JJ, Bothwell A, Lee SK (2002) Immunosuppressive effects of tautomycetin in vivo and in vitro via T cell-specific apoptosis induction. Proc Natl Acad Sci USA 99:10617-10622
17. Yang D, Li W, Huang SX, Shen B (2012) Functional characterization of ttnI completing the tailoring steps for tautomycetin biosynthesis in Streptomyces griseochromogenes. Org Lett 14:1302-1305