Divergent biosynthesis yields a cytotoxic aminomalonate-containing precolibactin

Nature Chemical Biology

Volumn 12, Issue 10, 2016, Pages 773-775

  Li, Zhong Rui ^a   Li, Jie ^b   Gu, Jin Ping ^c   Lai, Jennifer Y H ^a   Duggan, Brendan M ^d   Zhang, Wei Peng ^a   Li, Zhi Long ^a   Li, Yong Xin ^a   Tong, Rong Biao ^a   Xu, Ying ^e   Lin, Dong Hai ^c   Moore, Bradley S ^b,d   Qian, Pei Yuan ^a  

^a HONG KONG UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Hong Kong)

^b UNIVERSITY OF CALIFORNIA SAN DIEGO   (United States)

^c XIAMEN UNIVERSITY   (China)

^d UNIVERSITY OF CALIFORNIA SAN DIEGO   (United States)

^e SHENZHEN UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; MACROCYCLIC COMPOUND; MALONIC ACID; PRECOLIBACTIN; UNCLASSIFIED DRUG; AMINOMALONIC ACID; COLIBACTIN; MALONIC ACID DERIVATIVE; PEPTIDE; POLYKETIDE;

ARTICLE; BIOSYNTHESIS; CHEMICAL STRUCTURE; COLORECTAL CANCER; CYTOTOXICITY; ESCHERICHIA COLI; GENOTOXICITY; HUMAN; HUMAN CELL; METABOLITE; NONHUMAN; PRIORITY JOURNAL; CHEMISTRY; CONFORMATION; METABOLISM;

ESCHERICHIA COLI; HUMANS; MALONATES; MOLECULAR CONFORMATION; PEPTIDES; POLYKETIDES;

EID: 84983505484     PISSN: 15524450     EISSN: 15524469     Source Type: Journal    
DOI: 10.1038/nchembio.2157     Document Type: Article

References (33)

1. Nougayrède J.P., et al. Science 313, 848-851 (2006
2. Bode, H.B. Angew. Chem. Int. Ed. Engl. 54, 10408-10411 (2015
3. Balskus, E.P. Nat. Prod. Rep. 32, 1534-1540 (2015
4. Arthur J.C., et al. Science 338, 120-123 (2012
5. Welch R.A., et al. Proc. Natl. Acad. Sci. USA 99, 17020-17024 (2002
6. Olier M., et al. Gut Microbes 3, 501-509 (2012
7. Vizcaino, M.I., & Crawford, J.M. Nat. Chem. 7, 411-417 (2015
8. Li Z.R., et al. ChemBioChem 16, 1715-1719 (2015
9. Engel, P., Vizcaino, M.I., & Crawford, J.M. Appl. Environ. Microbiol. 81, 1502-1512 (2015
10. Brotherton, C.A., & Balskus, E.P. J. Am. Chem. Soc. 135, 3359-3362 (2013
11. Bian X., et al. ChemBioChem 14, 1194-1197 (2013
12. Brachmann A.O., et al. Chem. Commun. (Camb.) 51, 13138-13141 (2015
13. Zha, L., Wilson, M.R., Brotherton, C.A., & Balskus, E.P. ACS Chem. Biol. 11, 1287-1295 (2016
14. Vizcaino, M.I., Engel, P., Trautman, E., & Crawford, J.M. J. Am. Chem. Soc. 136, 9244-9247 (2014
15. Brotherton, C.A., Wilson, M., Byrd, G., & Balskus, E.P. Org. Lett. 17, 1545-1548 (2015
16. Bian, X., Plaza, A., Zhang, Y., & Müller, R. Chem. Sci. 6, 3154-3160 (2015
17. Li Y., et al. Sci. Rep. 5, 9383 (2015
18. Du, L., & Lou, L. Nat. Prod. Rep. 27, 255-278 (2010
19. Patonay, T., & Hoffman, R.V. J. Org. Chem. 60, 2368-2377 (1995
20. Pinho e Melo T.M.V.D., et al. J. Org. Chem. 67, 66-71 (2002
21. Healy, A.R., Vizcaino, M.I., Crawford, J.M., & Herzon, S.B. J. Am. Chem. Soc. 138, 5426-5432 (2016
22. Aslan K., et al. Anal. Chem. 80, 4125-4132 (2008
23. Gust, B., Challis, G.L., Fowler, K., Kieser, T., & Chater, K.F. Proc. Natl. Acad. Sci. USA 100, 1541-1546 (2003
24. Kumar, S., Stecher, G., & Tamura, K. Mol. Biol. Evol. 33, 1870-1874 (2016
25. Okonechnikov, K., Golosova, O., & Fursov, M. Bioinformatics 28, 1166-1167 (2012
26. Datsenko, K.A., & Wanner, B.L. Proc. Natl. Acad. Sci. USA 97, 6640-6645 (2000
27. Kouprina, N., & Larionov, V. Nat. Protoc. 3, 371-377 (2008
28. Yamanaka K., et al. Proc. Natl. Acad. Sci. USA 111, 1957-1962 (2014
29. Liu T., et al. Chem. Biol. 13, 945-955 (2006
30. Rohm, B., Scherlach, K., & Hertweck, C. Org. Biomol. Chem. 8, 1520-1522 (2010
31. Fujii K., et al. Anal. Chem. 69, 5146-5151 (1997
32. Ross A.C., et al. J. Am. Chem. Soc. 135, 1155-1162 (2013
33. Lock, R.B., & Stribinskiene, L. Cancer Res. 56, 4006-4012 (1996