Amalgamation of nucleosides and amino acids in antibiotic biosynthesis: Discovery of an l -threonine: Uridine-5′-aldehyde transaldolase

Journal of the American Chemical Society

Volumn 134, Issue 45, 2012, Pages 18514-18517

  Barnard Britson, Sandra ^a   Chi, Xiuling ^a   Nonaka, Koichi ^b   Spork, Anatol P ^c   Tibrewal, Nidhi ^a   Goswami, Anwesha ^a   Pahari, Pallab ^a   Ducho, Christian ^c   Rohr, Jurgen ^a   Van Lanen, Steven G ^a  

^a University of Kentucky   (United States)

^b DAIICHI SANKYO CO   (Japan)

^c UNIVERSITY OF PADERBORN   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

ALDOL DONOR; ALDOL-TYPE CONDENSATION; ANTIBIOTIC BIOSYNTHESIS; BIOCHEMICAL ANALYSIS; BIOINFORMATIC ANALYSIS; BIOSYNTHETIC GENE CLUSTER; BOND FORMING; C-C BONDS; COPRODUCT; DIASTEREOMERS; ENZYME PRODUCTS; OPEN READING FRAME; SEQUENCE SIMILARITY; SIDE-CHAINS; STEREOCENTERS; STRUCTURAL CHARACTERIZATION; TRANSALDOLASE;

ALDEHYDES; BIOCHEMISTRY; BIOINFORMATICS; BIOMOLECULES; BIOSYNTHESIS; ENZYME ACTIVITY; KETONES; METALS; ORGANIC COMPOUNDS;

AMINO ACIDS;

5' C GLYCYLURIDINE; AMINO ACID; AMINO ACID DERIVATIVE; GLYCINE; NUCLEOSIDE; PYRIDOXAL 5 PHOSPHATE; SERINE; THREONINE:URIDINE 5' ALDEHYDE TRANSALDOLASE; TRANSALDOLASE; UNCLASSIFIED DRUG;

AMALGAMATION; ANTIBIOTIC BIOSYNTHESIS; ARTICLE; CATALYST; CHEMICAL MODIFICATION; DIASTEREOISOMER; ENZYME STRUCTURE; STEREOCHEMISTRY;

ALDEHYDES; ANTI-BACTERIAL AGENTS; BIOCATALYSIS; COMPUTATIONAL BIOLOGY; MOLECULAR CONFORMATION; NUCLEOSIDES; THREONINE; TRANSALDOLASE; URIDINE;

EID: 84869424326     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja308185q     Document Type: Article

References (23)

1. Isono, K. Pharmacol. Ther. 1991, 52, 269
2. Winn, M.; Goss, R. J.; Kimura, K.; Bugg, T. D. Nat. Prod. Rep. 2010, 27, 279
3. Fujita, Y.; Kizuka, M.; Funabashi, M.; Ogawa, Y.; Ishikawa, T.; Nonaka, K.; Takatsu, T. J. Antibiot. 2011, 64, 495
4. Igarashi, M.; Takahashi, Y.; Shitara, T.; Nakamura, H.; Naganawa, H; Miyake, T.; Akamatsu, Y. J. Antibiot. 2005, 58, 327
5. McDonald, L. A.; Barbieri, L. R.; Carter, G. T.; Lenoy, E.; Lotvin, J.; Petersen, P. J.; Siegel, M. M.; Singh, G.; Williamson, R. T. J. Am. Chem. Soc. 2002, 124, 10260
6. Funabashi, M.; Baba, S.; Nonaka, K.; Hosobuchi, M.; Fujita, Y.; Shibata, T.; Van Lanen, S. G. ChemBioChem 2010, 11, 184
7. Kaysser, L.; Lutsch, L.; Siebenberg, S.; Wemakor, E.; Kammerer, B.; Gust, B. J. Biol. Chem. 2009, 284, 14987
8. Cheng, L.; Chen, W.; Zhai, L.; Xu, D.; Huang, T.; Lin, S.; Zhou, X.; Deng, Z. Mol. Biosyst. 2011, 7, 920
9. Schirch, L.; Gross, T. J. Biol. Chem. 1968, 243, 5651
10. Gutierrez, M. L.; Garrabou, X.; Agosta, E.; Servi, S.; Parella, T.; Joglar, J.; Clapés, P. Chem. - Eur. J. 2008, 14, 4647
11. Yang, Z J. Biol. Chem. 2011, 286, 7885
12. Chi, X.; Pahara, P.; Nonaka, K.; Van Lanen, S. G. J. Am. Chem. Soc. 2011, 133, 14452
13. Kimura, T.; Vassilev, V. P.; Shen, G. J.; Wong, C. H. J. Am. Chem. Soc. 1997, 119, 11734
14. Contestabile, R.; Paiardini, A.; Pascarella, S.; di Salvo, M. L.; D'Aguanno, S.; Bossa, F. Eur. J. Biochem. 2001, 268, 6508
15. Schirch, V.; Hopkins, S.; Villar, E.; Angelaccio, S. J. Bacteriol. 1985, 163, 1
16. Ishimaru, T. Nippon Kagaku Zasshi 1960, 81, 1589
17. Saeed, A.; Young, D. W. Tetrahedron 1992, 48, 2507
18. Bartos, J.; Pesez, M. Pure Appl. Chem. 1979, 51, 1803
19. Wang, X.; Mann, C. J.; Bai, Y.; Ni, L.; Weiner, H. J. Bacteriol. 1998, 180, 822
20. Schirch, L. V.; Tatum, C. M., Jr.; Benkovic, S. J. Biochemistry 1977, 16, 410
21. Murphy, C. D.; O'Hagan, D.; Schaffrath, C. Angew. Chem., Int. Ed. 2001, 40, 4479
22. Deng, H.; Cross, S. M.; McGlinchey, R. P.; Hamilton, J. T.; O'Hagan, D. Chem. Biol. 2008, 15, 1268
23. Takayama, S.; McGarvey, G. J.; Wong, C.-H. Annu. Rev. Microbiol. 1997, 51, 285