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Volumn 64, Issue 17, 1999, Pages 6235-6238

Binding of phosphates to aminocyclodextrin biomimetics

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA CYCLODEXTRIN DERIVATIVE; AMINOCYCLODEXTRIN; ANION; BETA CYCLODEXTRIN DERIVATIVE; ORGANOPHOSPHATE; PHOSPHATIDYLINOSITOL; UNCLASSIFIED DRUG;

EID: 0033588129     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9902392     Document Type: Article
Times cited : (19)

References (28)
  • 3
    • 0003461218 scopus 로고    scopus 로고
    • Lehn, J. M., Ed.; Pergamon: New York; and references therein
    • (a) Komiyama, M. In Comprehensive Supramolecular Chemistry; Lehn, J. M., Ed.; Pergamon: New York, 1996; Vol. 3 and references therein.
    • (1996) Comprehensive Supramolecular Chemistry , vol.3
    • Komiyama, M.1
  • 9
    • 0029018771 scopus 로고
    • b ≈ 1.7 kcal/mol: (a) Kano, K.; Tamiya, Y.; Hashimoto, S. J. Inclusion Phenom. 1992, 13, 287. (b) Connors, K. A. J. Pharm. Sci. 1995, 84, 843.
    • (1995) J. Pharm. Sci. , vol.84 , pp. 843
    • Connors, K.A.1
  • 17
    • 0345034595 scopus 로고    scopus 로고
    • note
    • The observed data fit 2:1 binding for the PI analogue at ratios of βeACD:3 greater than 8:1. The simplest explanation has 1:1 binding via aryl inclusion at the secondary face of βeACD with the second βeACD providing weak electrostatic binding.
  • 18
    • 0344603622 scopus 로고    scopus 로고
    • note
    • βACD is insoluble at mildly alkaline pH and cannot be used for study of pH dependence.
  • 21
    • 0031210123 scopus 로고    scopus 로고
    • Potentiometric titrations have indicated high binding constants for phosphate nucleotides to two ACD derivatives [ref 15], but high barriers to dissociation and pseudorotaxane formation have not been reported. Pseudorotaxane formation between ACDs and nucleotides has been observed in our labs [Borrajo and Thatcher, unpublished data]. A large literature exists on pseudorotaxane formation with native CDs, in which metal ions or aqueous solvation spheres serve to cap the included thread [Hermann, W.; Keller, B.; Wenz, G. Macromolecules 1997, 30, 4966. Smith, A. C.; Macartney, D. F. J. Org. Chem. 1998, 63, 9243].
    • (1997) Macromolecules , vol.30 , pp. 4966
    • Hermann, W.1    Keller, B.2    Wenz, G.3
  • 22
    • 0032509555 scopus 로고    scopus 로고
    • Potentiometric titrations have indicated high binding constants for phosphate nucleotides to two ACD derivatives [ref 15], but high barriers to dissociation and pseudorotaxane formation have not been reported. Pseudorotaxane formation between ACDs and nucleotides has been observed in our labs [Borrajo and Thatcher, unpublished data]. A large literature exists on pseudorotaxane formation with native CDs, in which metal ions or aqueous solvation spheres serve to cap the included thread [Hermann, W.; Keller, B.; Wenz, G. Macromolecules 1997, 30, 4966. Smith, A. C.; Macartney, D. F. J. Org. Chem. 1998, 63, 9243].
    • (1998) J. Org. Chem. , vol.63 , pp. 9243
    • Smith, A.C.1    Macartney, D.F.2
  • 27
    • 79960798772 scopus 로고
    • and references therein
    • Dietrich, B. Pure Appl. Chem. 1983, 65, 1457 and references therein.
    • (1983) Pure Appl. Chem. , vol.65 , pp. 1457
    • Dietrich, B.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.