β-Turn secondary structure and melanocortin ligands

Bioorganic and Medicinal Chemistry

Volumn 17, Issue 3, 2009, Pages 952-958

  Haslach, Erica M ^a   Schaub, Jay W ^a   Haskell Luevano, Carrie ^a  

^a UNIVERSITY OF FLORIDA   (United States)

Author keywords

Diabetes; MC4R; Melanocortin; Melanocortin receptors; Melanotropin; Obesity

Indexed keywords

G PROTEIN COUPLED RECEPTOR; LIGAND; MELANOCORTIN; MELANOCORTIN RECEPTOR; MELANOCORTIN RECEPTOR AGONIST; MOLECULAR SCAFFOLD;

ARTICLE; BETA TURN; NON INSULIN DEPENDENT DIABETES MELLITUS; OBESITY; PROTEIN ANALYSIS; PROTEIN FUNCTION; PROTEIN LOCALIZATION; PROTEIN PROTEIN INTERACTION; PROTEIN SECONDARY STRUCTURE;

AMINO ACID SEQUENCE; LIGANDS; MELANOCORTINS; PROTEIN STRUCTURE, SECONDARY; RECEPTORS, MELANOCORTIN; STEREOISOMERISM;

EID: 58949096132     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2008.02.090     Document Type: Article

References (66)

1. Mountjoy K.G., Robbins L.S., Mortrud M.T., and Cone R.D. Science 257 (1992) 1248
2. Lu D., Väge D.I., and Cone R.D. Mol. Endocrinol. 12 (1998) 592
3. Grunfeld C., Hagman J., Sabin E.A., Buckley D.I., Jones D.S., and Ramachandran J. Endocrinology 116 (1985) 113
4. Boston B.A., and Cone R.D. Endocrinology 137 (1996) 2043
5. Halkerston I.D. Adv. Cyclic Nucleotide Res. 6 (1975) 99
6. Gantz I., Konda Y., Tashiro T., Shimoto Y., Miwa H., Munzert G., Watson S.J., DelValle J., and Yamada T. J. Biol. Chem. 268 (1993) 8246
7. Chhajlani V. Biochem. Mol. Biol. Int. 38 (1996) 73
8. Roselli-Rehfuss L., Mountjoy K.G., Robbins L.S., Mortrud M.T., Low M.J., and Tatro J.B. Proc. Natl. Acad. Sci. U.S.A. 90 (1993) 8856
9. Butler A.A., Kesterson R.A., Khong K., Cullen M.J., Pelleymounter M.A., Dekoning J., Baetscher M., and Cone R.D. Endocrinology 141 (2000) 3518
10. Chen A.S., Marsh D.J., Trumbauer M.E., Frazier E.G., Guan X.M., Yu H., Rosenblum C.I., Vongs A., Feng Y., Cao L., Metzger J.M., Strack A.M., Camacho R.E., Mellin T.N., Nunes C.N., Min W., Fisher J., Gopal-Truter S., MacIntyre D.E., Chen H.Y., and Van Der Ploeg L.H. Nat. Genet. 26 (2000) 97
11. Gantz I., Miwa H., Konda Y., Shimoto Y., Tashiro T., Watson S.J., Delvalle J., and Yamada T. J. Biol. Chem. 268 (1993) 15174
12. Mountjoy K.G., Mortrud M.T., Low M.J., Simerly R.B., and Cone R.D. Mol. Endocrinol. 8 (1994) 1298
13. Liu H., Kishi T., Roseberry A.G., Cai X., Lee C.E., Montez J.M., Friedman J.M., and Elmquist J.K. J. Neurosci. 23 (2003) 7143
14. Kishi T., Aschkenasi C.J., Lee C.E., Mountjoy K.G., Saper C.B., and Elmquist J.K. J. Comp. Neurol. 457 (2003) 213
15. Fan W., Boston B.A., Kesterson R.A., Hruby V.J., and Cone R.D. Nature 385 (1997) 165
16. Huszar D., Lynch C.A., Fairchild-Huntress V., Dunmore J.H., Smith F.J., Kesterson R.A., Boston B.A., Fang Q., Berkemeir L.R., Gu W., Cone R.D., Campfield L.A., and Lee F. Cell 88 (1997) 131
17. Schioth H.B., Muceniece R., Mutulis F., Bouifrouri A.A., Mutule I., and Wikberg J.E.S. Neuropeptides 33 (1999) 191
18. Benoit S.C., Schwartz M.W., Lachey J.L., Hagan M.M., Rushing P.A., Blake K.A., Yagaloff K.A., Kurylko G., Franco L., Danhoo W., and Seeley R.J. J. Neurosci. 20 (2000) 3442
19. Van Der Ploeg L.H., Martin W.J., Howard A.D., Nargund R.P., Austin C.P., Guan X., Drisko J., Cashen D., Sebhat I., Patchett A.A., Figueroa D.J., DiLella A.G., Connolly B.M., Weinberg D.H., Tan C.P., Palyha O.C., Pong S.S., MacNeil T., Rosenblum C., Vongs A., Tang R., Yu H., Sailer A.W., Fong T.M., Huang C., Tota M.R., Chang R.S., Stearns R., Tamvakopoulos C., Christ G., Drazen D.L., Spar B.D., Nelson R.J., and MacIntyre D.E. Proc. Natl. Acad. Sci. U.S.A. 99 (2002) 11381
20. Irani B.G., Xiang Z., Moore M.C., Mandel R.J., and Haskell-Luevano C. Biochem. Biophys. Res. Commun. 326 (2005) 638
21. Wessells H., Fuciarelli K., Hansen J., Hadley M.E., Hruby V.J., Dorr R., and Levine N. J. Urol. 160 (1998) 389
22. Griffon N., Mignon V., Facchinetti P., Diaz J., Schwartz J., and Sokoloff P. Biochem. Biophys. Res. Commun. 200 (1994) 1007
23. Chen W., Kelly M.A., Opitz-Araya X., Thomas R.E., Low M.J., and Cone R.D. Cell 91 (1997) 789
24. Van Der. Kraan M., Adan R.A.H., Entwistle M.L., Gispen W.H., Burbach J.P.H., and Tatro J.B. Endocrinology 139 (1998) 2348
25. Ollmann M.M., Wilson B.D., Yang Y.-K., Kerns J.A., Chen Y., Gantz I., and Barsh G.S. Science 278 (1997) 135
26. Lerner A.B., and McGuire J.S. Nature 189 (1961) 176
27. Eberle A.N. The Melanotropins: Chemistry, Physiology and Mechanism of Action (1988), Karger, Basel
28. Smith A.I., and Funder J.W. Endocr. Rev. 9 (1988) 159
29. Riniker B., Sieber P., Rittel W., and Zuber H. Nat. New Biol. 235 (1972) 114
30. Notake M., Tobimatsu T., Watanabe Y., Takahashi H., Mishina M., and Numa S. FEBS Lett. 156 (1983) 67
31. Drouin J., Chamberland M., Charron J., Jeannotte L., and Nemer M. FEBS Lett. 193 (1985) 54
32. Boileau G., Barbeau C., Jeannotte L., Chretien M., and Drouin J. Nucleic Acids Res. 11 (1983) 8063
33. Chang A.C., Cochet M., and Cohen S.N. Proc. Natl. Acad. Sci. U.S.A. 77 (1980) 4890
34. Patel P.D., Sherman T.G., and Watson S.J. DNA 7 (1988) 627
35. Hruby V.J., Wilkes B.C., Hadley M.E., Al-Obeidi F., Sawyer T.K., Staples D.J., de Vaux A.E., Dym O., Castrucci A.M., Hintz M.F., et al. J. Med. Chem. 30 (1987) 2126
36. Castrucci A.M., Hadley M.E., Sawyer T.K., Wilkes B.C., al-Obeidi F., Staples D.J., de Vaux A.E., Dym O., Hintz M.F., Riehm J.P., et al. Gen. Comp. Endocrinol. 73 (1989) 157
37. Haskell-Luevano C., Sawyer T.K., Hendrata S., North C., Panahinia L., Stum M., Staples D.J., Castrucci A.M., Hadley M.F., and Hruby V.J. Peptides 17 (1996) 995
38. Haskell-Luevano C., Holder J.R., Monck E.K., and Bauzo R.M. J. Med. Chem. 44 (2001) 2247
39. Hruby V.J., Wilkes B.C., Cody W.L., Sawyer T.K., and Hadley M.E. Peptide Protein Rev. 3 (1984) 1
40. Smith J.A., and Pease L.G. Reverse Turns in Peptides and Proteins (1980), CRC Pres, Boca Raton
41. Rose G.D., Gierasch L.M., and Smith J.A. Adv. Protein Chem. 37 (1985) 1
42. Souers A., and Ellman J.A. Tetrahedron 57 (2001) 7431
43. Eguchi M., and Kahn M. Mini-Rev. Med. Chem. 2 (2002) 447
44. Rizo J., and Gierasch L.M. Annu. Rev. Biochem. 61 (1992) 387
45. Hruby V.J., Li G., Haskell-Luevano C., and Shenderovich M. Biopolym. Peptide Sci. 43 (1997) 219
46. Kessler H. Angew. Chem., Int. Ed. Engl. 21 (1982) 512
47. Hruby V.J. Life Sci. 31 (1982) 189
48. Sawyer T.K., Sanfilippo P.J., Hruby V.J., Engel M.H., Heward C.B., Burnett J.B., and Hadley M.E. Proc. Natl. Acad. Sci. U.S.A. 77 (1980) 5754
49. Castrucci A.M.L., Hadley M.E., Sawyer T.K., and Hruby V.J. Comp. Biochem. Physiol. 78B (1984) 519
50. Sawyer T.K., Hruby V.J., Darman P.S., and Hadley M.E. Proc. Natl. Acad. Sci. U.S.A. 79 (1982) 1751
51. Knittel J.J., Sawyer T.K., Hruby V.J., and Hadley M.E. J. Med. Chem. 26 (1983) 125
52. Al-Obeidi F., Hadley M.E., Pettitt B.M., and Hruby V.J. J. Am. Chem. Soc. 111 (1989) 3413
53. Al-Obeidi F., Castrucci A.M., Hadley M.E., and Hruby V.J. J. Med. Chem. 32 (1989) 2555
54. Al-Obeidi F., Hruby V.J., Castrucci A.M., and Hadley M.E. J. Med. Chem. 32 (1989) 174
55. Sugg E.E., Castrucci A.M., Hadley M.E., van Binst G., and Hruby V.J. Biochemistry 27 (1988) 8181
56. Haskell-Luevano C., Nikiforovich G., Sharma S.D., Yang Y.K., Dickinson C., Hruby V.J., and Gantz I. J. Med. Chem. 40 (1997) 1738
57. Haskell-Luevano C., Rosenquist A., Souers A., Khong K.C., Ellman J.A., and Cone R.D. J. Med. Chem. 42 (1999) 4380
58. Al-Obeidi F., O'Connor S.D., Job C., Hruby V.J., and Pettitt B.M. J. Pept. Res. 51 (1998) 420
59. Ying J., Kover K.E., Gu X., Han G., Trivedi D.B., Kavarana M.J., and Hruby V.J. Biopolymers 71 (2003) 696
60. Ying J., Gu X., Cai M., Dedek M., Vagner J., Trivedi D.B., and Hruby V.J. J. Med. Chem. 49 (2006) 6888
61. Haskell-Luevano C., Hendrata S., North C., Sawyer T.K., Hadley M.E., Hruby V.J., Dickinson C., and Gantz I. J. Med. Chem. 40 (1997) 2133
62. Bondebjerg J., Xiang Z., Bauzo R.M., Haskell-Luevano C., and Meldal M. J. Am. Chem. Soc. 124 (2002) 11046
63. Cain J.P., Mayorov A.V., Cai M., Wang H., Tan B., Chandler K., Lee Y., Petrov R.R., Trivedi D., and Hruby V.J. Bioorg. Med. Chem. Lett. 16 (2006) 5462
64. Verdie P., Subra G., Feliu L., Sanchez P., Berge G., Garcin G., and Martinez J. J. Comb. Chem. 9 (2007) 254
65. Chianelli D., Kim Y.C., Lvovskiy D., and Webb T.R. Bioorg. Med. Chem. 11 (2003) 5059
66. Webb T.R., Jiang L., Sviridov S., Venegas R.E., Vlaskina A.V., McGrath D., Tucker J., Wang J., Deschenes A., and Li R. J. Comb. Chem. 9 (2007) 704