Discovery of the chemical function of glycosidases: Design, synthesis, and evaluation of mass-differentiated carbohydrate libraries

Organic Letters

Volumn 6, Issue 12, 2004, Pages 2031-2033

  Yu, Yang ^a   Ko, Kwang Seuk ^a   Zea, Corbin J ^a   Pohl, Nicola L ^a  

^a IOWA STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOHYDRATE; ENZYME; ENZYME INHIBITOR; GLYCOSIDASE;

ARTICLE; CARBOHYDRATE ANALYSIS; CARBOHYDRATE SYNTHESIS; ENZYME ANALYSIS; ENZYME MECHANISM; ENZYME SUBSTRATE; GENOME; HEAT; MASS; MASS SPECTROMETRY; MOLECULAR LIBRARY; PROTEIN FUNCTION; PROTEOMICS; THERMOSTABILITY;

EID: 3042706057     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol049389b     Document Type: Article

References (25)

1. (a) Zea, C. J.; Pohl, N. L. Anal. Biochem. 2004, 327, 107-113.
2. (b) Jeffery, D. A.; Bogyo, M. Curr. Opin. Biotechnol. 2003, 14, 87-95.
3. (c) Oda, Y.; Owa, T.; Sato, T.; Boucher, T.; Daniels, S.; Yamanaka, H.; Shinohara, Y.; Yokoi, A.; Kuromitsu, J.; Nagasu, T. Anal. Chem. 2003, 75, 2159-2165.
4. (d) Edwards, A. M.; Arrowsmith, C. H.; Pallieres, B. Mod. Drug Discovery 2000, 3, 35-44.
5. (e) Cravatt, B. F.; Sorensen, E. J. Curr. Opin. Chem. Biol. 2000, 4, 663-668.
6. (a) Coutinho, P. M.; Deleury, E.; Henrissat, B. J. Appl. Glycosci. 2003, 50, 241-244.
7. (b) Coutinho, P. M.; Stam, M.; Blanc, E.; Henrissat, B. Trends Plant Sci. 2003, 8, 563-565.
8. (c) Henrissat, B.; Coutinho, P. M.; Davies, G. J. Plant Mol. Biol. 2001, 47, 55-72.
9. (a) Baum, L. G. Immunity 2002, 16, 5-8.
10. (b) Scanlin, T. F.; Glick, M. C. Glycoconjugate J. 2001, 17, 617-626.
11. (c) Johnson, D. A.; Liu, H.-W. Deoxysugars: Occurrence, Genetics, and Mechanisms of Biosynthesis. In Comprehensive Natural Products Chemistry; Elsevier: New York, 1999; Vol. 3, pp 311-365.
12. (d) Trefzer, A.; Bechthold, A.; Salas, J. A. Nat. Prod. Rep. 1999, 16, 283-299.
13. (e) Alberts, B.; Bray, D.; Lewis, L.; Martin, R.; Roberts, K.; Watson, J. D. Molecular Biology of the Cell, 3rd ed.; Garland Publishing: New York, 1994; pp 13-14.
14. Seto, N. O. L.; Palcic, M. M.; Compston, C. A.; Li, H.; Bundle, D. R.; Narang, S. A. J. Biol. Chem. 1997, 272, 14133-14138.
15. (a) Veness, R. G.; Evans, C. S. J. Chromatogr., A 1996, 721, 165-172.
16. (b) Que, A. H.; Novotny, M. V. Anal. Bioanal. Chem. 2003, 375, 599-608.
17. (a) Robyt, J. F. Essentials of Carbohydrate Chemistry; Springer-Verlag: New York, 1998, Chapter 6.
18. (b) Melvin, F.; McNeill, A.; Henderson, P. J. F.; Herbert, R. B. Tetrahedron Lett. 1999, 40, 1201-1202.
19. (c) Utille, J. P.; Priem, P. Carbohydr. Res. 2000, 329, 431-439.
20. (d) McGeary, R. P.; Wright, K.; Toth, I. J. Org. Chem. 2001, 66, 5102-5105.
21. (e) Davis, B. G.; Maughan, M. A. T.; Green, M. P.; Ullman, A.; Jones, J. B. Tetrahedron: Asymmetry 2000, 11, 245-262.
22. (f) Kikuchi, H.; Saito, Y.; Komiya, J.; Takaya, Y.; Honma, S.; Nakahata, N.; Ito, A.; Oshima, Y. J. Org. Chem. 2001, 66, 6982-6987. See also the Supporting Information.
23. Sheeley, D. M.; Reinhold: V. N. Anal. Chem. 1998, 70, 3053-3059.
24. Willams, D.; Lee, T. D.; Dinh, N.; Young, M. K. Rapid Commun. Mass Spectrom. 2000, 14, 1530-1537.
25. Basile, F.; Ferrer, I.; Furlong, E. T.; Voorhees, K. J. Anal. Chem. 2002, 74, 4290-4293.