메뉴 건너뛰기




Volumn 3, Issue 9, 1997, Pages 1526-1536

Complex formation of the antiviral 9-[2-(Phosphonomethoxy)ethyl]adenine (PMEA) and of its N1, N3, and N7 deaza derivatives with copper(II) in aqueous solution

Author keywords

Adenine; Isomerizations; NMR spectroscopy; Nucleotides; Stability constants

Indexed keywords


EID: 0030821817     PISSN: 09476539     EISSN: None     Source Type: Journal    
DOI: 10.1002/chem.19970030922     Document Type: Article
Times cited : (52)

References (78)
  • 1
    • 0008474395 scopus 로고    scopus 로고
    • Probing of Nucleic Acids by Metal Ion Complexes of Small Molecules
    • M. Dekker, New York, Basel, Hong Kong
    • a) Probing of Nucleic Acids by Metal Ion Complexes of Small Molecules (Eds.: A. Sigel, H. Sigel), in Met. Ions Biol. Syst., Vol. 33, M. Dekker, New York, Basel, Hong Kong, 1996, pp. 1-678;
    • (1996) Met. Ions Biol. Syst. , vol.33 , pp. 1-678
    • Sigel, A.1    Sigel, H.2
  • 2
    • 0000320156 scopus 로고    scopus 로고
    • Interactions of Metal Ions with Nucleotides, Nucleic Acids, and Their Constituents
    • b) Interactions of Metal Ions with Nucleotides, Nucleic Acids, and Their Constituents (Eds.: A. Sigel, H. Sigel), in ibid., Vol. 32, 1996, pp. 1-814;
    • (1996) Met. Ions Biol. Syst. , vol.32 , pp. 1-814
    • Sigel, A.1    Sigel, H.2
  • 3
    • 0002144961 scopus 로고
    • Interrelations among Metal Ions, Enzymes, and Gene Expression
    • c) Interrelations among Metal Ions, Enzymes, and Gene Expression (Eds.: A. Sigel, H. Sigel), in ibid., Vol. 25, 1989, pp. 1-557.
    • (1989) Met. Ions Biol. Syst. , vol.25 , pp. 1-557
    • Sigel, A.1    Sigel, H.2
  • 4
    • 0003318964 scopus 로고
    • Nucleotide Analogues as Antiviral Agents
    • American Chemical Society, Washington, DC
    • a) Nucleotide Analogues as Antiviral Agents (Ed.: J. C. Martin), in ACS Symp. Ser., Vol. 401, American Chemical Society, Washington, DC, 1989;
    • (1989) ACS Symp. Ser. , vol.401
    • Martin, J.C.1
  • 7
    • 85036486038 scopus 로고    scopus 로고
    • note
    • b) Of course, PMEA is actually more closely related to 2′-deoxy-5′-AMP or even 2′,3′-dideoxy-5′-AMP, but for these less information is available and therefore 5′-AMP is used for comparisons. With regard to the metal-ion-binding properties this does not matter, because the ribose moiety does not commonly participate in the binding of the biologically significant metal ions [3c].
  • 9
    • 0002819926 scopus 로고
    • Regarding the anti/syn conformations see: a) R. B. Martin, Y. H. Mariam, Met. Ions Biol. Syst. 1979, 8, 57-124; b) R. Tribolet, H. Sigel, Eur. J. Biochem. 1987, 163, 353-363.
    • (1979) Met. Ions Biol. Syst. , vol.8 , pp. 57-124
    • Martin, R.B.1    Mariam, Y.H.2
  • 10
    • 0023137221 scopus 로고
    • Regarding the anti/syn conformations see: a) R. B. Martin, Y. H. Mariam, Met. Ions Biol. Syst. 1979, 8, 57-124; b) R. Tribolet, H. Sigel, Eur. J. Biochem. 1987, 163, 353-363.
    • (1987) Eur. J. Biochem. , vol.163 , pp. 353-363
    • Tribolet, R.1    Sigel, H.2
  • 19
    • 0004155427 scopus 로고
    • W. H. Freeman, New York
    • L. Stryer, Biochemistry, W. H. Freeman, New York, 1988; L. Stryer, Biochemie, Spektrum, Heidelberg, Berlin, New York, 1991, p. 431.
    • (1988) Biochemistry
    • Stryer, L.1
  • 20
    • 0004091816 scopus 로고
    • Spektrum, Heidelberg, Berlin, New York
    • L. Stryer, Biochemistry, W. H. Freeman, New York, 1988; L. Stryer, Biochemie, Spektrum, Heidelberg, Berlin, New York, 1991, p. 431.
    • (1991) Biochemie , pp. 431
    • Stryer, L.1
  • 27
    • 0000887006 scopus 로고    scopus 로고
    • P. Ray Award Lecture
    • b) H. Sigel, J. Indian Chem. Soc. (P. Ray Award Lecture) 1997, 74, 261-271.
    • (1997) J. Indian Chem. Soc. , vol.74 , pp. 261-271
    • Sigel, H.1
  • 30
    • 0000002872 scopus 로고
    • Ed.: E. De Clercq, JAI Press, Greenwich, Connecticut, USA
    • c) A. Holý in Advances in Antiviral Drug Design, Vol. 1 (Ed.: E. De Clercq), JAI Press, Greenwich, Connecticut, USA, 1993, pp. 179-231;
    • (1993) Advances in Antiviral Drug Design , vol.1 , pp. 179-231
    • Holý, A.1
  • 34
    • 0003527329 scopus 로고
    • Metalloenzymes Involving Amino Acid Residue and Related Radicals
    • M. Dekker, New York, Basel, Hong Kong
    • b) Metalloenzymes Involving Amino Acid Residue and Related Radicals (Eds.: H. Sigel, A. Sigel), in Met. Ions Biol. Syst., Vol. 30, M. Dekker, New York, Basel, Hong Kong, 1994, pp. 1-494;
    • (1994) Met. Ions Biol. Syst. , vol.30 , pp. 1-494
    • Sigel, H.1    Sigel, A.2
  • 36
    • 0142133806 scopus 로고
    • Electron Transfer Reactions in Metalloproteins
    • M. Dekker, New York, Basel, Hong Kong
    • d) Electron Transfer Reactions in Metalloproteins (Eds.: H. Sigel, A. Sigel), in Met. Ions Biol. Syst., Vol. 27, M. Dekker, New York, Basel, Hong Kong, 1991, pp. 1-537.
    • (1991) Met. Ions Biol. Syst. , vol.27 , pp. 1-537
    • Sigel, H.1    Sigel, A.2
  • 43
    • 85036480964 scopus 로고    scopus 로고
    • ref. [18a]
    • + isomer considered in ref. [22].
  • 45
    • 85036481297 scopus 로고    scopus 로고
    • note
    • + isomer considered in ref. [22].
  • 46
    • 85036494036 scopus 로고    scopus 로고
    • note
    • If a PA species contains the N1 atom, this is always the most basic site in the corresponding nucleobase [17] (see also footnote [b] in Table 1).
  • 47
    • 85036490056 scopus 로고    scopus 로고
    • note
    • + systems.
  • 48
    • 85036489256 scopus 로고    scopus 로고
    • note
    • H·PMEA·Cu = (1.05±0.13) + (0.40±0.15) = 1.45±0.20;
  • 49
    • 85036481003 scopus 로고    scopus 로고
    • note
    • b) the average of the corresponding slopes given in ref. [20b] is very similar, i.e., m = 0.47;
  • 51
    • 85036481798 scopus 로고    scopus 로고
    • note
    • + as given in columns 8 and 9, respectively, of Table 2.
  • 52
    • 85036489505 scopus 로고    scopus 로고
    • note
    • + would occur at 96% [R = 21.4; Eq. (9)];
  • 61
    • 85036493765 scopus 로고    scopus 로고
    • note
    • H(3d-PMEA);
  • 62
    • 0001443387 scopus 로고
    • b) R. B. Martin, Science 1963, 139, 1198-1203.
    • (1963) Science , vol.139 , pp. 1198-1203
    • Martin, R.B.1
  • 66
    • 85036488715 scopus 로고    scopus 로고
    • note
    • a≈ - 4.2 [36b]) in very strong acids;
  • 68
    • 85036488451 scopus 로고    scopus 로고
    • note
    • Detailed derivations of the various equations are given in refs. [10] and (12); here they are summarized only to the extent needed to make the presented results understandable.
  • 71
    • 84909771141 scopus 로고
    • Zinc and Its Role in Biology and Nutrition
    • M. Dekker, New York, Basel
    • a) Zinc and Its Role in Biology and Nutrition (Ed.: H. Sigel), in Met. Ions Biol. Syst., Vol. 15, M. Dekker, New York, Basel, 1983, pp. 1-493;
    • (1983) Met. Ions Biol. Syst. , vol.15 , pp. 1-493
    • Sigel, H.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.