Human Symbiont Bacteroides thetaiotaomicron Synthesizes 2-Keto-3-Deoxy-D-Glycero-D- Galacto-Nononic Acid (KDN)

Chemistry and Biology

Volumn 15, Issue 9, 2008, Pages 893-897

  Wang, Liangbing ^a   Lu, Zhibing ^b   Allen, Karen N ^b   Mariano, Patrick S ^a   Dunaway Mariano, Debra ^a  

^a UNIVERSITY OF NEW MEXICO   (United States)

^b BOSTON UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

CHEMBIO; MICROBIO

Indexed keywords

3 DEOXYGLYCERO GALACTO NONULOSONIC ACID; 3-DEOXYGLYCERO-GALACTO-NONULOSONIC ACID; SUGAR ACID;

ARTICLE; BACTEROIDES; CHEMICAL STRUCTURE; CHEMISTRY; HUMAN; METABOLISM; SYMBIOSIS;

BACTEROIDES; HUMANS; MOLECULAR STRUCTURE; SUGAR ACIDS; SYMBIOSIS;

BACTERIA (MICROORGANISMS); BACTEROIDES THETAIOTAOMICRON; BACTEROIDETES;

EID: 51649110132     PISSN: 10745521     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chembiol.2008.08.005     Document Type: Article

References (22)

1. Angata T., and Varki A. Chemical diversity in the sialic acids and related alpha-keto acids: an evolutionary perspective. Chem. Rev. 102 (2002) 439-469
2. Backhed F., Ley R.E., Sonnenburg J.L., Peterson D.A., and Gordon J.I. Host-bacterial mutualism in the human intestine. Science 307 (2005) 1915-1920
3. Comstock L.E., and Kasper D.L. Bacterial glycans: key mediators of diverse host immune responses. Cell 126 (2006) 847-850
4. Coyne M.J., and Comstock L.E. Niche-specific features of the intestinal bacteroidales. J. Bacteriol. 190 (2008) 736-742
5. Glaze P.A., Watson D.C., Young N.M., and Tanner M.E. Biosynthesis of CMP-N,N'-diacetyllegionaminic acid from UDP-N,N'-diacetylbacillosamine in Legionella pneumophila. Biochemistry 47 (2008) 3272-3282
6. Hao J., Balagurumoorthy P., Sarilla S., and Sundaramoorthy M. Cloning, expression, and characterization of sialic acid synthases. Biochem. Biophys. Res. Commun. 338 (2005) 1507-1514
7. Inoue S., and Kitajima K. KDN (deaminated neuraminic acid): dreamful past and exciting future of the newest member of the sialic acid family. Glycoconj. J. 23 (2006) 277-290
8. Krinos C.M., Coyne M.J., Weinacht K.G., Tzianabos A.O., Kasper D.L., and Comstock L.E. Extensive surface diversity of a commensal microorganism by multiple DNA inversions. Nature 414 (2001) 555-558
9. Ley R.E., Turnbaugh P.J., Klein S., and Gordon J.I. Microbial ecology: Human gut microbes associated with obesity. Nature 444 (2006) 1022-1023
10. Liu F., and Tanner M.E. PseG of pseudaminic acid biosynthesis: A UDP-sugar hydrolase as a masked glycosyltransferase. J. Biol. Chem. 281 (2006) 20902-20909
11. Maliekal P., Vertommen D., Delpierre G., and Van Schaftingen E. Identification of the sequence encoding N-acetylneuraminate-9-phosphate phosphatase. Glycobiology 16 (2006) 165-172
12. Mazmanian S.K., and Kasper D.L. The love-hate relationship between bacterial polysaccharides and the host immune system. Nat. Rev. Immunol. 6 (2006) 849-858
13. Mazmanian S.K., Round J.L., and Kasper D.L. A microbial symbiosis factor prevents intestinal inflammatory disease. Nature 453 (2008) 620-625
14. Severi E., Hood D.W., and Thomas G.H. Sialic acid utilization by bacterial pathogens. Microbiology 153 (2007) 2817-2822
15. Tremblay L.W., Dunaway-Mariano D., and Allen K.N. Structure and activity analyses of Escherichia coli K-12 NagD provide insight into the evolution of biochemical function in the haloalkanoic acid dehalogenase superfamily. Biochemistry 45 (2006) 1183-1193
16. Turnbaugh P.J., Ley R.E., Mahowald M.A., Magrini V., Mardis E.R., and Gordon J.I. An obesity-associated gut microbiome with increased capacity for energy harvest. Nature 444 (2006) 1027-1031
17. Turnbaugh P.J., Backhed F., Fulton L., and Gordon J.I. Diet-induced obesity is linked to marked but reversible alterations in the mouse distal gut microbiome. Cell Host Microbe 3 (2008) 213-223
18. Varki A. Glycan-based interactions involving vertebrate sialic-acid-recognizing proteins. Nature 446 (2007) 1023-1029
19. Wu J., and Woodard R.W. Escherichia coli YrbI is 3-deoxy-D-manno-octulosonate 8-phosphate phosphatase. J. Biol. Chem. 278 (2003) 18117-18123
20. Xu J., Bjursell M.K., Himrod J., Deng S., Carmichael L.K., Chiang H.C., Hooper L.V., and Gordon J.I. A genomic view of the human-Bacteroides thetaiotaomicron symbiosis. Science 299 (2003) 2074-2076
21. Xu J., Chiang H.C., Bjursell M.K., and Gordon J.I. Message from a human gut symbiont: Sensitivity is a prerequisite for sharing. Trends Microbiol. 12 (2004) 21-28
22. Xu J., Mahowald M.A., Ley R.E., Lozupone C.A., Hamady M., Martens E.C., Henrissat B., Coutinho P.M., Minx P., Latreille P., et al. Evolution of symbiotic bacteria in the distal human intestine. PLoS Biol. 5 (2007) e156