Discovery, Biosynthesis, and Heterologous Production of Streptoseomycin, an Anti-Microaerophilic Bacteria Macrodilactone

Organic Letters

Volumn 20, Issue 10, 2018, Pages 2967-2971

  Zhang, Bo ^a   Wang, Kai Biao ^a   Wang, Wen ^a   Bi, Shu Feng ^a   Mei, Ya Ning ^c   Deng, Xin Zhao ^a   Jiao, Rui Hua ^a   Tan, Ren Xiang ^a,b   Ge, Hui Ming ^a  

^a NANJING UNIVERSITY   (China)

^b NANJING UNIVERSITY OF CHINESE MEDICINE   (China)

^c THE FIRST AFFILIATED HOSPITAL OF NANJING MEDICAL UNIVERSITY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

LACTONE;

CHEMICAL STRUCTURE; MOLECULAR CLONING; MULTIGENE FAMILY; STREPTOMYCES; SYNTHESIS;

CLONING, MOLECULAR; LACTONES; MOLECULAR STRUCTURE; MULTIGENE FAMILY; STREPTOMYCES;

EID: 85047322462     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/acs.orglett.8b01006     Document Type: Article

References (24)

1. Amieva, M.; Peek, R. M. J. Gastroenterology 2016, 150, 64, 10.1053/j.gastro.2015.09.004
2. Atherton, J. Zoonoses Public Health 2007, 54, 1, 10.1111/j.1863-2378.2007.01052.x
3. Graham, D. Y.; Fischbach, L. N. Engl. J. Med. 2010, 363, 595, 10.1056/NEJMc1006158
4. Wu, Q.; Yang, Z. P.; Xu, P.; Gao, L. C.; Fan, D. M. Colorectal Dis. 2013, 15, E352, 10.1111/codi.12284
5. Graham, D. Y.; Shiotani, A. Nat. Clin. Pract. Gastroenterol. Hepatol. 2008, 5, 321, 10.1038/ncpgasthep1138
6. Perna, F.; Zullo, A.; Ricci, C.; Hassan, C.; Morini, S.; Vaira, D. Dig. Liver Dis. 2007, 39, 1001, 10.1016/j.dld.2007.06.016
7. Hsu, P. I.; Wu, D. C.; Chen, A.; Peng, N. J.; Tseng, H. H.; Tsay, F. W.; Lo, G. H.; Lu, C. Y.; Yu, F. J.; Lai, K. H. Eur. J. Clin. Invest. 2008, 38, 404, 10.1111/j.1365-2362.2008.01951.x
8. Genilloud, O. Nat. Prod. Rep. 2017, 34, 1203, 10.1039/C7NP00026J
9. Ma, S. Y.; Xiao, Y. S.; Zhang, B.; Shao, F. L.; Guo, Z. K.; Zhang, J. J.; Jiao, R. H.; Sun, Y.; Xu, Q.; Tan, R. X.; Ge, H.-M. Org. Lett. 2017, 19, 6208, 10.1021/acs.orglett.7b03113
10. Zhang, Y. L.; Ge, H.-M.; Zhao, W.; Dong, H.; Xu, Q.; Li, S. H.; Li, J.; Zhang, J.; Song, Y. C.; Tan, R. X. Angew. Chem., Int. Ed. 2008, 47, 5823, 10.1002/anie.200801284
11. Xiao, Y. S.; Zhang, B.; Zhang, M.; Guo, Z. K.; Deng, X. Z.; Shi, J.; Li, W.; Jiao, R. H.; Tan, R. X.; Ge, H.-M. Org. Biomol. Chem. 2017, 15, 3909, 10.1039/C7OB00614D
12. Celmer, W. D.; Chmurny, G. N.; Moppett, C. E.; Ware, R. S.; Watts, P. C.; Whipple, E. B. J. Am. Chem. Soc. 1980, 102, 4203, 10.1021/ja00532a036
13. Whaley, H. A.; Chidester, C. G.; Mizsak, S. A.; Wnuk, R. J. Tetrahedron Lett. 1980, 21, 3659, 10.1016/S0040-4039(00)78737-5
14. Jackson, M.; Karwowski, J. P.; Theriault, R. J.; Fernandes, P. B.; Semon, R. C.; Kohl, W. L. J. Antibiot. 1987, 40, 1375, 10.7164/antibiotics.40.1375
15. Čikoš, A.; Triballeau, N.; Hubbard, P. A.; Žiher, D.; Stouten, P. F. W.; Doyon, J. G. P. O.; Deschrijver, T.; Wouters, J.; Lépine, R. H. M.; Saniere, L. Org. Lett. 2016, 18, 780, 10.1021/acs.orglett.6b00044
16. Cane, D. E.; Tan, W. T.; Ott, W. R. J. Am. Chem. Soc. 1993, 115, 527-535, 10.1021/ja00055a024
17. McAlpine, J. B.; Mitscher, L. A.; Jackson, M.; Rasmussen, R. R.; VanderVelde, D.; Veliz, E. Tetrahedron 1996, 52, 10327, 10.1016/0040-4020(96)00584-4
18. Blin, K.; Wolf, T.; Chevrette, M. G.; Lu, X.; Schwalen, C. J.; Kautsar, S. A.; Suarez Duran, H. G.; de los Santos, E. L. C.; Kim, H. U.; Nave, M.; Dickschat, J. S.; Mitchell, D. A.; Shelest, E.; Breitling, R.; Takano, E.; Lee, S. Y.; Weber, T.; Medema, M. H. Nucleic Acids Res. 2017, 45, W36, 10.1093/nar/gkx319
19. Keatinge-Clay, A. T. Nat. Prod. Rep. 2012, 29, 1050, 10.1039/c2np20019h
20. Jeon, B.-S.; Wang, S.-A.; Ruszczycky, M. W.; Liu, H.-W. Chem. Rev. 2017, 117, 5367, 10.1021/acs.chemrev.6b00578
21. Rudolf, J. D.; Dong, L.-B.; Manoogian, K.; Shen, B. J. Am. Chem. Soc. 2016, 138, 16711, 10.1021/jacs.6b09818
22. Li, W.; Luo, Y.; Ju, J.; Rajski, S. R.; Osada, H.; Shen, B. J. Nat. Prod. 2009, 72, 450, 10.1021/np8007478
23. Li, W.; Ju, J.; Rajski, S. R.; Osada, H.; Shen, B. J. Biol. Chem. 2008, 283, 28607, 10.1074/jbc.M804279200
24. Farrar, K.; Donnison, I. Nat. Protoc. 2007, 2, 1661, 10.1038/nprot.2007.204