Characterization of Methyltransferase AlmCII in Chalcomycin Biosynthesis: The First TylF Family O-Methyltransferase Works on a 4′-Deoxysugar

ChemBioChem

Volumn 18, Issue 15, 2017, Pages 1510-1517

  Dai, Ping ^a   Wang, Chuan Xi ^a   Gao, Hao ^a   Wang, Qiao Zhen ^a   Tang, Xiao Long ^a   Chen, Guo Dong ^a   Hong, Kui ^c   Hu, Dan ^a,b   Yao, Xin Sheng ^a  

^a JINAN UNIVERSITY   (China)

^b SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

^c WUHAN UNIVERSITY   (China)

Author keywords

antibacterial; chalcomycins; macrolides; methyltransferase; O methylation; TylF

Indexed keywords

4',6' DEOXYSUGAR; ALMCII PROTEIN; CARBOHYDRATE; CHALCOMYCIN; DEOXYSUGAR; HYDROXYL GROUP; METHYLTRANSFERASE; TOBRAMYCIN; TYLF PROTEIN; UNCLASSIFIED DRUG; ANTIINFECTIVE AGENT; DIVALENT CATION; MACROLIDE; MAGNESIUM;

ANTIBACTERIAL ACTIVITY; ARTICLE; BIOSYNTHESIS; CHEMICAL ANALYSIS; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYMATIC ASSAY; ENZYME SPECIFICITY; IN VITRO STUDY; NONHUMAN; PH; PRIORITY JOURNAL; PROTEIN ANALYSIS; PROTEIN FAMILY; PROTEIN METHYLATION; TEMPERATURE; CHEMISTRY; DRUG EFFECTS; GENETICS; GLYCOSYLATION; METABOLISM; METHYLATION; STAPHYLOCOCCUS AUREUS;

ANTI-BACTERIAL AGENTS; CATIONS, DIVALENT; DEOXY SUGARS; GLYCOSYLATION; MACROLIDES; MAGNESIUM; METHYLATION; METHYLTRANSFERASES; STAPHYLOCOCCUS AUREUS;

EID: 85021404887     PISSN: 14394227     EISSN: 14397633     Source Type: Journal    
DOI: 10.1002/cbic.201700216     Document Type: Article

References (28)

1. A. Freitag, H. Rapp, L. Heide, S. M. Li, ChemBioChem 2005, 6, 1411–1418;
2. R. J. Lewis, O. M. Singh, C. V. Smith, T. Skarzynski, A. Maxwell, A. J. Wonacott, D. B. Wigley, EMBO J. 1996, 15, 1412–1420;
3. J. Xiao, Q. Zhang, Y. Zhu, S. Li, G. Zhang, H. Zhang, K. Saurav, C. Zhang, Appl. Microbiol. Biotechnol. 2013, 97, 9043–9053.
4. D. K. Liscombe, G. V. Louie, J. P. Noel, Nat. Prod. Rep. 2012, 29, 1238–1250.
5. R. D. Finn, J. Tate, J. Mistry, P. C. Coggill, S. J. Sammut, H. R. Hotz, G. Ceric, K. Forslund, S. R. Eddy, E. L. Sonnhammer, A. Bateman, Nucleic Acids Res. 2008, 36, D281–D288.
6. N. Bate, E. Cundliffe, J. Ind. Microbiol. Biotechnol. 1999, 23, 118–122.
7. S. Li, Y. Anzai, K. Kinoshita, F. Kato, D. H. Sherman, ChemBioChem 2009, 10, 1297–1301.
8. S. L. Ward, Z. Hu, A. Schirmer, R. Reid, W. P. Revill, C. D. Reeves, O. V. Petrakovsky, S. D. Dong, L. Katz, Antimicrob. Agents Chemother. 2004, 48, 4703–4712.
9. Jaishy, B. Prasad, S. K. Lim, I. D. Yoo, J. C. Yoo, J. K. Sohng, D. H. Nam, J. Microbiol. Biotechnol. 2006, 16, 764–770.
10. X. L. Tang, P. Dai, H. Gao, C. X. Wang, G. D. Chen, K. Hong, D. Hu, X. S. Yao, ChemBioChem 2016, 17, 1241–1249.
11. C. L. Freel Meyers, M. Oberthur, H. Xu, L. Heide, D. Kahne, C. T. Walsh, Angew. Chem. Int. Ed. 2004, 43, 67–70;
12. Angew. Chem. 2004, 116, 69–72.
13. S. M. Li, L. Westrich, J. Schmidt, C. Kuhnt, L. Heide, Microbiology 2002, 148, 3317–3326.
14. H. J. Kim, J. A. White-Phillip, Y. Ogasawara, N. Shin, E. A. Isiorho, H.-w. Liu, J. Am. Chem. Soc. 2010, 132, 2901–2903.
15. D. R. Hahn, G. Gustafson, C. Waldron, B. Bullard, J. D. Jackson, J. Mitchell, J. Ind. Microbiol. Biotechnol. 2006, 33, 94–104.
16. V. Siitonen, M. Claesson, P. Patrikainen, M. Aromaa, P. Mantsala, G. Schneider, M. Metsa-Ketela, ChemBioChem 2012, 13, 120–128.
17. E. P. Patallo, G. Blanco, C. Fischer, A. F. Brana, J. Rohr, C. Mendez, J. A. Salas, J. Biol. Chem. 2001, 276, 18765–18774.
18. L. Kaysser, L. Lutsch, S. Siebenberg, E. Wemakor, B. Kammerer, B. Gust, J. Biol. Chem. 2009, 284, 14987–14996.
19. X. Chi, S. Baba, N. Tibrewal, M. Funabashi, K. Nonaka, S. G. Van Lanen, MedChemComm 2013, 4, 239–243.
20. M. Funabashi, S. Baba, K. Nonaka, M. Hosobuchi, Y. Fujita, T. Shibata, S. G. Van Lanen, ChemBioChem 2010, 11, 184–190.
21. D. Jeevarajah, J. H. Patterson, E. Taig, T. Sargeant, M. J. McConville, H. Billman-Jacobe, J. Bacteriol. 2004, 186, 6792–6799.
22. I. Gómez García, C. E. Stevenson, I. Uson, C. L. Freel Meyers, C. T. Walsh, D. M. Lawson, J. Mol. Biol. 2010, 395, 390–407;
23. S. M. Bernard, D. L. Akey, A. Tripathi, S. R. Park, J. R. Konwerski, Y. Anzai, S. Li, F. Kato, D. H. Sherman, J. L. Smith, ACS Chem. Biol. 2015, 10, 1340–1351.
24. A. J. Kreuzman, J. R. Turner, W. K. Yeh, J. Biol. Chem. 1988, 263, 15626–15633.
25. S. Singh, A. Chang, K. E. Helmich, C. A. Bingman, R. L. Wrobel, E. T. Beebe, S. Makino, D. J. Aceti, K. Dyer, G. L. Hura, M. Sunkara, A. J. Morris, G. N. Phillips, Jr., J. S. Thorson, ACS Chem. Biol. 2013, 8, 1632–1639.
26. S. E. Wohlert, N. Lomovskaya, K. Kulowski, L. Fonstein, J. L. Occi, K. M. Gewain, D. J. MacNeil, C. R. Hutchinson, Chem. Biol. 2001, 8, 681–700.
27. T. Kieser, M. J. Bibb, M. J. Buttner, K. F. Chater, D. A. Hopwood, Practical Streptomyces Genetics, The John Innes Foundation, Norwich, 2000.
28. P. Luber, E. Bartelt, E. Genschow, J. Wagner, H. Hahn, J. Clin. Microbiol. 2003, 41, 1062–1068.