Synthesis of the 6-O-Methyl-D-glycero-α-Lgluco-heptopyranose Moiety present in the capsular polysaccharide from campylobacter jejuni NCTC 11168

Organic Letters

Volumn 13, Issue 19, 2011, Pages 5290-5293

  Peng, Wenjie ^a   Jayasuriya, Anushka B ^a   Imamura, Akihiro ^a   Lowary, Todd L ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

6 O METHYL D GLYCERO ALPHA L GLUCO HEPTOPYRANOSE; 6-O-METHYL-D-GLYCERO-ALPHA-L-GLUCO-HEPTOPYRANOSE; BOVINE SERUM ALBUMIN; DRUG DERIVATIVE; GLYCEROL; MONOSACCHARIDE; POLYSACCHARIDE;

ANIMAL; ARTICLE; CAMPYLOBACTER JEJUNI; CATTLE; CHEMICAL STRUCTURE; CHEMISTRY; SYNTHESIS;

ANIMALS; CAMPYLOBACTER JEJUNI; CATTLE; GLYCEROL; MOLECULAR STRUCTURE; MONOSACCHARIDES; POLYSACCHARIDES; SERUM ALBUMIN, BOVINE;

EID: 80054772239     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol202152r     Document Type: Article

References (22)

1. Sherman, P. M.; Ossa, J. C.; Wine, E. Curr. Opin. Gastroenterol. jejuni NCTC 111168. 2010, 26, 1-4.
2. Pithadia, A. B.; Kakadia, N. Pharmacol. Rep. 2010, 62, 220-232.
3. Guerry, P.; Szymanski, C. M. Trends Microbiol. 2008, 16, 428-435.
4. Poulin, M. B.; Nothaft, H.; Hug, I.; Feldman, M. F.; Szymanski, C. M.; Lowary, T. L. J. Biol. Chem. 2010, 285, 493-501.
5. Szymanski, C. M.; St. Michael, F.; Jarrell, H. C.; Li, J.; Gilbert, M.; Larocque, S.; Vinogradov, E.; Brisson, J.-R. J. Biol. Chem. 2003, 278, 24509-24520.
6. Kosma, P. Curr. Org. Chem. 2008, 12, 1021-1039.
7. St Michael, F.; Szymanski, C. M.; Li, J.; Chan, K. H.; Khieu, N. H.; Larocque, S.; Wakarchuk, W. W.; Brisson, J.-R.; Monteiro, M. A. Eur. J. Biochem. 2002, 269, 5119-5136.
8. Hansson, J.; Oscarson, S. Curr. Org. Chem. 2000, 4, 535-564.
9. Oscarson, S. Top. Curr. Chem. 1997, 186, 171-202.
10. Ohara, T.; Adibekian, A.; Esposito, D.; Stallforth, P.; Seeberger, P. H. Chem. Commun. 2010, 46, 4106-4108.
11. Morrison, J. D.; Mosher, H. S. Asymmetric Organic Reactions; Prentice-Hall: Washington D. C., 1991; pp 133-141.
12. Green, J. W.; Pacsu, E. J. Am. Chem. Soc. 1937, 59, 1205-1210.
13. Sugawara, F.; Nakayama, H.; Ogawa, T. Agric. Biol. Chem. 1986, 50, 1557-1561.
14. Gurjar,M. K.; Reddy, L. K.; Hotha, S. J. Org. Chem. 2001, 66, 4657-4660.
15. Bai, Y.; Lowary, T. L. J. Org. Chem. 2006, 71, 9672-9680.
16. Boschetti, A.; Nicotra, F.; Panza, L.; Russo, G. J. Org. Chem. 1988, 53, 4181-4185.
17. Nolen, E. G.; Kurish, A. J.; Potter, J. M.; Donahue, L. A.; Orlando, M. D. Org. Lett. 2005, 7, 3383-3386.
18. Behr, J. B.; Guillerm, G. Tetrahedron Lett. 2007, 48, 2369-2372.
19. Seepersaud, M.; Al-Abed, Y. Tetrahedron Lett. 2000, 41, 7801-7803.
20. Konradsson, P.; Udodong, U. E.; Fraser-Reid, B. Tetrahedron Lett. 1990, 31, 4313-4316.
21. Schmidt, R. R.; Kinzy, W. Adv. Carbohydr. Chem. Biochem. 1994, 50, 21-123.
22. Gadikota, R. R.; Callam, C. S.; Appelmelk, B. J.; Lowary, T. L. J. Carbohydr. Chem. 2003, 22, 459-480.