An anionic inositol phosphate glycan pseudotetrasaccharide exhibits high insulin-mimetic activity in rat adipocytes

Bioorganic and Medicinal Chemistry

Volumn 13, Issue 24, 2005, Pages 6732-6741

  Chakraborty, Nilanjana ^a   D'Alarcao, Marc ^a  

^a TUFTS UNIVERSITY   (United States)

Author keywords

Diabetes; Inositol phosphate glycan; Insulin; Lipogenesis

Indexed keywords

CARBOHYDRATE DERIVATIVE; INSULIN; MANNOSE; SULFATE;

ADIPOCYTE; ANIMAL CELL; ARTICLE; INSULIN RESPONSE; LIPOGENESIS; NONHUMAN; RAT; STIMULATION;

ADIPOCYTES; ANIMALS; ANIONS; BIOMIMETIC MATERIALS; BIOMIMETICS; CARBOHYDRATE SEQUENCE; CELLS, CULTURED; INOSITOL PHOSPHATES; INSULIN; LIPOGENESIS; POLYSACCHARIDES; RATS;

ANIMALIA;

EID: 27644597380     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2005.07.020     Document Type: Article

References (47)

1. A.R. Saltiel Am. J. Physiol. 270 1996 E375 E385
2. M.F. White Diabetologia 40 1997 S2 S17
3. J. Avruch Mol. Cell. Biochem. 182 1998 31 48
4. R.T. Watson, and J.E. Pessin Recent Prog. Horm. Res. 56 2001 175 193
5. A. Cheng, N. Dube, F. Gu, and M.L. Tremblay Eur. J. Biochem. 269 2002 1050 1059
6. D.E. Misek, and A.R. Saltiel J. Biol. Chem. 267 1992 16266 16273
7. D.E. Misek, and A.R. Saltiel Endocrinology 135 1994 1869 1876
8. G. Müller, S. Wied, A. Crecelius, A. Kessler, and J. Eckel Endocrinology 138 1997 3459 3475
9. A. Kessler, G. Müller, S. Wied, A. Crecelius, and J. Eckel Biochem. J. 330 1998 277 286
10. G. Müller, S. Wied, C. Piossek, A. Bauer, and J. Bauer Mol. Med. 4 1998 299 323
11. G. Romero, and J. Larner Adv. Pharmacol. 24 1993 21 50
12. H.N. Caro, S. Kunjara, T.W. Rademacher, Y. Leon, and D.R. Jones Biochem. Mol. Med. 61 1997 214 228
13. A.R. Saltiel Diabetes Care 13 1990 244 256
14. I. Varela-Nieto, Y. Leon, and H.N. Caro Comp. Biochem. Physiol. B: Biochem. Mol. Biol. 115 1996 223 241
15. D.R. Jones, and I. Varela-Nieto Int. J. Biochem. Cell Biol. 30 1998 313 326
16. J. Larner, and L.C. Huang Diabetes Rev. 7 1999 217 231
17. R. Plourde, and M. d'Alarcao Tetrahedron Lett. 31 1990 2693 2696
18. W.K. Berlin, W.S. Zhang, and T.Y. Shen Tetrahedron 47 1991 1 20
19. J.E. Cobb, and M.R. Johnson Tetrahedron 47 1991 21 30
20. R. Plourde, M. d'Alarcao, and A.R. Saltiel J. Org. Chem. 57 1992 2606 2610
21. S.V. Ley, and L.L. Yeung Synlett 1992 997 998
22. K.K. Reddy, J.R. Falck, and J. Capdevila Tetrahedron Lett. 34 1993 7869 7872
23. C. Jaramillo, J.L. Chiara, and M. Martin-Lomas J. Org. Chem. 59 1994 3135 3141
24. A. Zapata, Y. Leon, J.M. Mato, I. Varela-Nieto, and S. Penades Carbohydr. Res. 264 1994 21 31
25. P.J. Garegg, P. Konradsson, S. Oscarson, and K. Ruda Tetrahedron 53 1997 17727 17734
26. P.J. Garegg, P. Konradsson, D. Lezdins, S. Oscarson, and K. Ruda Pure Appl. Chem. 70 1998 293 298
27. W. Frick, A. Bauer, J. Bauer, S. Wied, and G. Müller Biochemistry 37 1998 13421 13436
28. C.H. Jaworek, P. Calias, S. Iacobucci, and M. d'Alarcao Tetrahedron Lett. 40 1999 667 670
29. H. Dietrich, J.F. Espinosa, J.L. Chiara, J. Jimenez-Barbero, and Y. Leon Chem. Eur. J. 5 1999 320 336
30. M. Martin-Lomas, N. Khiar, S. Garcia, J.L. Koessler, and P.M. Nieto Chem. Eur. J. 6 2000 3608 3621
31. M. Martin-Lomas, M. Flores-Mosquera, and N. Khiar Eur. J. Org. Chem. 2000 1539 1545
32. C.H. Jaworek, S. Iacobucci, P. Calias, and M. d'Alarcao Carbohydr. Res. 331 2001 375 391
33. J.B. Bonilla, J.L. Munoz-Ponce, P.M. Nieto, M.B. Cid, and N. Khiar Eur. J. Org. Chem. 2002 889 898
34. G. Müller, C. Jung, W. Frick, W. Bandlow, and W. Kramer Arch. Biochem. Biophys. 408 2002 7 16
35. K. Suzuki Pure Appl. Chem. 66 1994 1557 1564
36. C. Murakata, and T. Ogawa Carbohydr. Res. 235 1992 95 114
37. R. Gigg, S. Payne, and R. Conant J. Carbohydr. Chem. 2 1983 207 223
38. Iacobucci, S.; Ph.D. Thesis; Department of Chemistry, Tufts University, Medford, MA, 1996.
39. E.J. Corey, M. d'Alarcao, and K.S. Kyler Tetrahedron Lett. 26 1985 3919 3922
40. G.H. Posner, and S.R. Haines Tetrahedron Lett. 26 1985 5 8
41. K. Bock, and C. Pedersen J. Chem. Soc., Perkin Trans. 2 1974 293 299
42. E.J. Corey, and J.W. Suggs J. Org. Chem. 38 1973 3224
43. J. Xia, C.F. Piskorz, J.L. Alderfer, R.D. Locke, and K.L. Matta Tetrahedron Lett. 41 2000 2773 2776
44. J. Smrt, and J. Catlin Tetrahedron Lett. 11 1970 5081 5082
45. M. Rodbell J. Biol. Chem. 239 1964 375 384
46. A.J. Moody, M.A. Stan, M. Stan, and J. Gliemann Horm. Metab. Res. 6 1974 12 16
47. A.R. Saltiel, and L.R. Sorbara-Cazan Biochem. Biophys. Res. Commun. 149 1987 1084 1092