Addendum and corrigendum to "Inhibition of O-GlcNAcase by PUGNAc is dependent upon the oxime stereochemistry". [Bioorg. Med. Chem. 14 (2006) 837-846] (DOI:10.1016/j.bmc.2005.09.013);Inhibition of O-GlcNAcase by PUGNAc is dependent upon the oxime stereochemistry

Bioorganic and Medicinal Chemistry

Volumn 14, Issue 3, 2006, Pages 837-846

  Perreira, Melissa ^a   Kim, Eun Ju ^a   Thomas, Craig J ^a   Hanover, John A ^a  

^a NATIONAL INSTITUTE OF DIABETES AND DIGESTIVE AND KIDNEY DISEASES   (United States)

Author keywords

O GlcNAcase; Oxime stereochemistry; PUGNAc

Indexed keywords

ACETYLGLUCOSAMINIDASE; CARBAMIC ACID DERIVATIVE; GLYCOSIDASE INHIBITOR; O (ACETAMIDO 2 DEOXY DEXTRO GLUCOPYRANOSYLIDENE)AMINO N PHENYLCARBAMATE; OXIME; UNCLASSIFIED DRUG;

ARTICLE; BECKMANN REARRANGEMENT; DRUG ACTIVITY; DRUG SYNTHESIS; ENZYME INHIBITION; HUMAN; HUMAN CELL; STEREOCHEMISTRY; STEREOISOMERISM;

EID: 28844440881     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2006.08.006     Document Type: Erratum

References (43)

1. F.I. Comer, and G.W. Hart J. Biol. Chem. 275 2000 29179
2. L. Wells, K. Vosseller, and G.W. Hart Science 291 2001 2376
3. L. Wells, and G.W. Hart FEBS Lett. 546 2003 154
4. J.A. Hanover FASEB J. 15 2001 1865
5. N.E. Zachara, and G.W. Hart Chem. Rev. 102 2002 431
6. C. Slawson, and G.W. Hart Curr. Opin. Struct. Biol. 13 2003 631
7. R.J. Konrad, F. Zhang, J.E. Hale, M.D. Knierman, G.W. Becker, and J.E. Kudlow Biochem. Biophys. Res. Commun. 293 2002 207
8. M. Horsch, L. Hoesch, A. Vasella, and D.M. Rast Eur. J. Biochem. 197 1991 815
9. D.L.-Y. Dong, and G.W. Hart J. Biol. Chem. 269 1994 19321
10. R.J. Konrad, I. Mikolaenko, J.F. Tolar, K. Liu, and J.E. Kudlow Biochem. J. 356 2001 31
11. E.B. Arias, J. Kim, and G.D. Cartee Diabetes 53 2004 921
12. D. Beer, J.-L. Maloisel, D.M. Rast, and A. Vasella Helv. Chim. Acta 73 1990 1918
13. H. Mohan, and A. Vasella Helv. Chim. Acta 83 2000 114
14. J.E. Johnson, J.R. Springfield, J.S. Hwang, L.J. Hayes, W.C. Cunningham, and D.L. McClaugherty J. Org. Chem. 36 1971 284
15. A. Kjaer, I.K. Larson, and P. Sivertsen Acta Chem. Scand. Ser. B 31 1977 415
16. Bradshaw, J.; Webb, G. B. U.S. Patent # 3903113, 1975.
17. B.M. Aebischer, H.W. Hanseen, A.T. Vasella, and W.B. Schweizer J. Chem. Soc. Perkin Trans. 1 1982 2139
18. D. Beer, and A. Vasella Helv. Chim. Acta 68 1985 2254
19. H.Y. Kim, D.A. Lantrip, and P.L. Fuchs Org. Lett. 3 2001 2137
20. H. Baji, M. Flammang, T. Kimny, F. Gasquez, P.L. Compagnon, and A. Delcourt Eur. J. Med. Chem. 30 1995 617
21. S. Emami, and A. Shafiee Heterocycles 55 2001 2059
22. P. Uhlmann, E. Harth, A.B. Naughton, and A. Vasella Helv. Chim. Acta 77 1994 2335
23. M.S. Gordon, S.A. Sojka, and J.G. Krause J. Org. Chem. 49 1984 97
24. Y. Takahashi, and A. Vasella Helv. Chim. Acta 75 1992 1563
25. A. Vasella, C. Witzig, C. Waldraff, P. Uhlmann, K. Briner, B. Bernet, L. Panza, and R. Husi Helv. Chim. Acta 76 1993 2847
26. G.C. Levy, and G.L. Nelson J. Am. Chem. Soc. 94 1972 4897
27. G.E. Hawkes, K. Herwig, and J.D. Roberts J. Org. Chem. 39 1974 1017
28. B. Unterhalt, and H. Koehler Archiv. Der Pharmazie 311 1978 366
29. N. Khouri, A. Usubillaga, and J.N. Delgado Spectrosc. Lett. 26 1993 859
30. P. Sohar, A. Bodor, and R. Schwartz Steroids 64 1999 246
31. A.V. Afonin, I.A. Ushakov, O.A. Tarasova, E.Y. Shmidt, A.I. Mikhaleva, and V.K. Voronov Russ. J. Org. Chem. 36 2000 1777
32. W. Holzer, K. Hahn, T. Brehmer, R.M. Claramunt, and M. Perez-Torralba Eur. J. Org. Chem. 2003 1209
33. M.T. Nguyen, G. Raspoet, and L.G. Vanquickenborne J. Am. Chem. Soc. 119 1997 2552
34. Kim, E.-J.; Kang, D. O.; Love, D. C.; Hanover, J. A. Biochemistry, submitted.
35. R.S. Haltiwanger, K. Grove, and G.A. Philipsberg J. Biol. Chem. 273 1998 3611
36. D. Barford, J.W.R. Schwabe, N.G. Oikonomakos, K.R. Acharya, J. Hajdu, A.C. Papageorgiou, J.L. Martin, J.C.A. Knott, A. Vasella, and L.N. Johnson Biochemistry 27 1988 6733
37. G. Vaaje-Kolstad, A. Vasella, M.G. Peter, C. Netter, D.R. Houston, B. Westereng, B. Synstad, V.G.H. Eijsink, and D.M.F. van Aalten J. Biol. Chem. 279 2004 3612
38. I. Agranat, H. Craner, and J. Caldwell Nat. Rev. Drug Disc. 1 2002 753
39. S. Soga, S.V. Sharma, Y. Shiotsu, M. Shimizu, H. Tahara, K. Yamaguchi, Y. Ikuina, C. Murakata, T. Tamaoki, J. Kurebayashi, T.W. Schulte, L.M. Neckers, and S. Akinaga Cancer Chemother. Pharmacol. 48 2001 435
40. A. Palani, S. Shapiro, H. Josien, T. Bara, J.W. Clader, W.J. Greenlee, K. Cox, J.M. Strizke, and B.M. Baroudy J. Med. Chem. 45 2002 3143
41. M.S. Macauley, G.E. Whitworth, A.W. Debowski, D. Chin, and E.J. Vocadlo J. Biol. Chem. 280 2005 25313
42. Kim, E.-J.; Darout, E.; Thomas, C. J.; Knapp, S.; Hanover, J. A. manuscript in preparation.
43. I. Tews, A.C. Terwisscha van Scheltinga, A. Perrakis, K.S. Wilson, and B.W. Dijkstra J. Am. Chem. Soc. 119 1997 7954