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Volumn 131, Issue 15, 2009, Pages 5564-5572

Design, synthesis, and evaluation of an a-helix mimetic library targeting protein-protein interactions

Author keywords

[No Author keywords available]

Indexed keywords

INTEGRAL COMPONENTS; ITERATIVE DESIGN; LIQUID-LIQUID EXTRACTION; NATURALLY OCCURRING; PROTEIN-PROTEIN INTERACTIONS; SIDE CHAINS; SMALL-MOLECULE LIBRARY; SOLUTION PHASE SYNTHESIS; SYNTHETIC PROTOCOLS;

EID: 67849119649     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja810025g     Document Type: Article
Times cited : (127)

References (86)
  • 1
  • 2
    • 22144454687 scopus 로고    scopus 로고
    • Small-molecule modulators of protein-protein interactions:(a) Yin, H.; Hamilton, A. D. Angew. Chem., Int. Ed. 2005, 44, 4130-4163.
    • Small-molecule modulators of protein-protein interactions:(a) Yin, H.; Hamilton, A. D. Angew. Chem., Int. Ed. 2005, 44, 4130-4163.
  • 8
    • 0343550320 scopus 로고    scopus 로고
    • Solution-phase preparation of libraries:(a) Boger, D. L.; Lee, J. K.; Goldberg, J.; Jin, Q. J. Org. Chem. 2000, 65, 1467-1474.
    • Solution-phase preparation of libraries:(a) Boger, D. L.; Lee, J. K.; Goldberg, J.; Jin, Q. J. Org. Chem. 2000, 65, 1467-1474.
  • 26
    • 0037196281 scopus 로고    scopus 로고
    • Goldberg, J.; Jin, Q.; Ambroise, Satoh, S.; Y.; Desharnais, J.; Capps, K.; Boger, D. L. J. Am. Chem. Soc. 2002, 124, 544-555.
    • Goldberg, J.; Jin, Q.; Ambroise, Satoh, S.; Y.; Desharnais, J.; Capps, K.; Boger, D. L. J. Am. Chem. Soc. 2002, 124, 544-555.
  • 32
    • 49649122323 scopus 로고    scopus 로고
    • Lee, A. M.; Rojek, J. M.; Spiropoulou, C. F.; Gunderson, A.; Jin, W.; Shaginian, A.; York, J.; Nunberg, J. H.; Boger, D. L.; Oldstone, M. B. A; Kunz, S. J. Biol. Chem. 2008, 283, 18734-18742.
    • Lee, A. M.; Rojek, J. M.; Spiropoulou, C. F.; Gunderson, A.; Jin, W.; Shaginian, A.; York, J.; Nunberg, J. H.; Boger, D. L.; Oldstone, M. B. A; Kunz, S. J. Biol. Chem. 2008, 283, 18734-18742.
  • 33
    • 33644762865 scopus 로고    scopus 로고
    • Additional recent examples:(a) Xu, Y.; Shi, J.; Yamamoto, N.; Moss, J. A.; Vogt, P. K.; Janda, K. D. Bioorg. Med. Chem. 2006, 14, 2660-2673.
    • Additional recent examples:(a) Xu, Y.; Shi, J.; Yamamoto, N.; Moss, J. A.; Vogt, P. K.; Janda, K. D. Bioorg. Med. Chem. 2006, 14, 2660-2673.
  • 39
    • 33744460279 scopus 로고    scopus 로고
    • α-Helix mimetic library: (a) Lu, F.; Chi, S-W.; Kim, D-H.; Han, K.-H; Kuntz, I. D.; Guy, R. K. J. Comb. Chem. 2006, 8, 315-325.
    • α-Helix mimetic library: (a) Lu, F.; Chi, S-W.; Kim, D-H.; Han, K.-H; Kuntz, I. D.; Guy, R. K. J. Comb. Chem. 2006, 8, 315-325.
  • 41
    • 0035959447 scopus 로고    scopus 로고
    • β- Strand or β-sheet mimetic library
    • (c) Souers, A. J.; Ellman, J. A. Tetrahedron 2001, 57, 7431-7448. β- Strand or β-sheet mimetic library:
    • (2001) Tetrahedron , vol.57 , pp. 7431-7448
    • Souers, A.J.1    Ellman, J.A.2
  • 44
    • 18844423053 scopus 로고    scopus 로고
    • Terphenyls and terpyridines: (a) Yin, H.; Lee, G.-I.; Park, H. S.; Payne, G. A.; Rodriguez, J. M.; Sebti, S. M.; Hamilton, A. D. Angew. Chem., Int. Ed. 2005, 44, 2704-2707.
    • Terphenyls and terpyridines: (a) Yin, H.; Lee, G.-I.; Park, H. S.; Payne, G. A.; Rodriguez, J. M.; Sebti, S. M.; Hamilton, A. D. Angew. Chem., Int. Ed. 2005, 44, 2704-2707.
  • 51
    • 0037415861 scopus 로고    scopus 로고
    • Oligoamide: Ernst, J. T.; Becerril, J.; Park, H. S.; Yin, H.; Hamilton, A. D. Angew. Chem., Int. Ed. 2003, 42, 535-539.
    • Oligoamide: Ernst, J. T.; Becerril, J.; Park, H. S.; Yin, H.; Hamilton, A. D. Angew. Chem., Int. Ed. 2003, 42, 535-539.
  • 52
    • 17644365389 scopus 로고    scopus 로고
    • Terephthalamide: (a) Yin, H.; Sedey, K. A.; Rodriguez, J. M.; Wang, H.-G.; Sebti, S. M.; Hamilton, A. D J. Am. Chem. Soc. 2005, 127, 5463-5468.
    • Terephthalamide: (a) Yin, H.; Sedey, K. A.; Rodriguez, J. M.; Wang, H.-G.; Sebti, S. M.; Hamilton, A. D J. Am. Chem. Soc. 2005, 127, 5463-5468.
  • 57
    • 0031280019 scopus 로고    scopus 로고
    • (c) Shir, M. D. Chem. Biol. 1997, 4, 791-794.
    • (1997) Chem. Biol , vol.4 , pp. 791-794
    • Shir, M.D.1
  • 74
    • 33244473080 scopus 로고    scopus 로고
    • Peptide-based MDM2 inhibitors: (a) Hara, T.; Durell, S. R.; Myers, M. C.; Appella, D. H. J. Am. Chem. Soc. 2006, 128, 1995-2004.
    • Peptide-based MDM2 inhibitors: (a) Hara, T.; Durell, S. R.; Myers, M. C.; Appella, D. H. J. Am. Chem. Soc. 2006, 128, 1995-2004.
  • 84
    • 67849101617 scopus 로고    scopus 로고
    • A figure displaying a complete table of all coupling yields and product amounts (400 compounds) is provided in the Supporting Information.
    • A figure displaying a complete table of all coupling yields and product amounts (400 compounds) is provided in the Supporting Information.
  • 85
    • 34447344851 scopus 로고    scopus 로고
    • For details on the MDM2/p53 binding assay conditions see the Supporting Information
    • Woon, E. C. Y.; Arcieri, M.; Wilderspin, A. F.; Malkinson, J. P.; Searcey, M. J. Org. Chem. 2007, 72, 5146-5151, For details on the MDM2/p53 binding assay conditions see the Supporting Information.
    • (2007) J. Org. Chem , vol.72 , pp. 5146-5151
    • Woon, E.C.Y.1    Arcieri, M.2    Wilderspin, A.F.3    Malkinson, J.P.4    Searcey, M.5
  • 86
    • 84869575347 scopus 로고    scopus 로고
    • The library is stored, 20 °C) as a sealed 50 mM solution in DMSO (master plate) that is dispensed and routinely stored, 20 °C) at a 10-fold dilution as a 5 mM solution in DMSO (typically 10 μL total daughter plates, The further 100-fold dilution of the daughter plate solution into an assay (e.g, 1 μL into a 100 μL assay now 1% DMSO) provides a 50 μM solution of the tested compounds. The daughter plates (typically 3-6 prepared at a time) are accessed routinely as needed up to 5-10 times before being depleted. In this manner and for our uses, the master plate is accessed infrequently and even the daughter plates experience limited freeze/thaw access that can erode their quality H2O absorption, At our present usage rate of the α-helix mimetic library, we anticipate only accessing the master plate approximately every 2 years
    • 2O absorption). At our present usage rate of the α-helix mimetic library, we anticipate only accessing the master plate approximately every 2 years.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.