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Volumn 127, Issue 30, 2005, Pages 10739-10746

Substrate discrimination by cholapod anion receptors: Geometric effects and the "affinity-selectivity principle"

Author keywords

[No Author keywords available]

Indexed keywords

BIOLOGICAL MEMBRANES; CELLS; FREE ENERGY; GEOMETRY; HYDROGEN BONDS; SOLVENTS; STRUCTURE (COMPOSITION); SUBSTRATES; SUPRAMOLECULAR CHEMISTRY;

EID: 23044438586     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0524144     Document Type: Article
Times cited : (98)

References (79)
  • 6
    • 0033519259 scopus 로고    scopus 로고
    • A few biologically active natural products show anion recognition properties, examples being the vancomycin group of antibiotics (carboxylate recognition: see Williams, D. H.; Bardsley, B. Angew. Chem., Int. Ed. 1999, 38, 1173),
    • (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 1173
    • Williams, D.H.1    Bardsley, B.2
  • 8
    • 0037065296 scopus 로고    scopus 로고
    • and the pamamycins (anionophores: see Jeong, E. J.; Kang, E. J.; Sung, L. T.; Hong, S. K.; Lee, E. J. Am. Chem. Soc. 2002, 124, 14655). However, cation recognition is far better established as a mode of biological activity.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 14655
    • Jeong, E.J.1    Kang, E.J.2    Sung, L.T.3    Hong, S.K.4    Lee, E.5
  • 23
    • 0000147080 scopus 로고    scopus 로고
    • Molecular recognition: Receptors for cationic guests
    • Gokel, G. W., Ed.; Pergamon: Oxford
    • Dobler, M. Molecular recognition: receptors for cationic guests. In Comprehensive Supramolecular Chemistry, Vol. 1; Gokel, G. W., Ed.; Pergamon: Oxford, 1996; p 267.
    • (1996) Comprehensive Supramolecular Chemistry , vol.1 , pp. 267
    • Dobler, M.1
  • 24
    • 33444472538 scopus 로고    scopus 로고
    • note
    • An important exception is the pyrrole unit, as exploited by Sessler in the calixpyrroles (see ref 6a).
  • 58
    • 33444476658 scopus 로고    scopus 로고
    • note
    • Direct comparisons between methyl and eicosyl esters have been made in several cases, revealing no substantial differences.
  • 76
    • 33444475443 scopus 로고    scopus 로고
    • note
    • Values for receptor 12 are offset from these plots, possibly due to geometric and/or chemical differences between ureas and thioureas.
  • 77
    • 33444454997 scopus 로고    scopus 로고
    • note
    • H), and vice versa.
  • 79
    • 33444476804 scopus 로고    scopus 로고
    • note
    • This conclusion is supported by modeling (Macromodel 7.1, MMFFs force field, chloroform solvation). Acetate is found to make four H-bonds of roughly equal length to 5, without causing obvious distortion.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.