메뉴 건너뛰기




Volumn 82, Issue 7, 1999, Pages 1066-1095

Catalytic dendrophanes as enzyme mimics: Synthesis, binding properties, micropolarity effect, and catalytic activity of dendritic thiazolio- cyclophanes

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPHANE DERIVATIVE; DENDROPHANE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0032814271     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1522-2675(19990707)82:7<1066::AID-HLCA1066>3.0.CO;2-O     Document Type: Article
Times cited : (82)

References (72)
  • 1
    • 0003074603 scopus 로고    scopus 로고
    • A. J. Kirby, Angew. Chem. 1996, 108, 771; ibid., Int. Ed. 1996, 35, 707;
    • (1996) Angew. Chem. , vol.108 , pp. 771
    • Kirby, A.J.1
  • 2
    • 33746204093 scopus 로고    scopus 로고
    • A. J. Kirby, Angew. Chem. 1996, 108, 771; ibid., Int. Ed. 1996, 35, 707;
    • (1996) Angew. Chem., Int. Ed. , vol.35 , pp. 707
  • 5
    • 0025373701 scopus 로고
    • a) D. A. Tomalia, A. M. Naylor, W. A. Goddard III, Angew. Chem. 1990, 102, 119; ibid., Int. Ed. 1990,29, 138;
    • (1990) Angew. Chem., Int. Ed. , vol.29 , pp. 138
  • 10
    • 0032481562 scopus 로고    scopus 로고
    • D. K. Smith, F. Diederich, Chem. Eur. J. 1998, 4, 1353; C. Gorman, Adv. Mater. 1998, 10, 295.
    • (1998) Adv. Mater. , vol.10 , pp. 295
    • Gorman, C.1
  • 11
    • 0000917805 scopus 로고
    • P. J. Dandliker, F. Diederich, M. Gross, C. B. Knobler, A. Louati, E. M. Sandford, Angew. Chem. 1994, 106, 1821; ibid., Int. Ed. 1994, 33, 1739; P. J. Dandliker, F. Diederich, J.-P. Gisselbrecht, A. Louati, M. Gross, Angew. Chem. 1995, 107, 2906; ibid., Int. Ed. 1995, 34, 2725; P. J. Dandliker, F. Diederich, A. Zingg, J.-P. Gisselbrecht, M. Gross, A. Louati, E. Sanford, Helv. Chim. Acta 1997, 80, 1773.
    • (1994) Angew. Chem. , vol.106 , pp. 1821
    • Dandliker, P.J.1    Diederich, F.2    Gross, M.3    Knobler, C.B.4    Louati, A.5    Sandford, E.M.6
  • 12
    • 33748515236 scopus 로고
    • P. J. Dandliker, F. Diederich, M. Gross, C. B. Knobler, A. Louati, E. M. Sandford, Angew. Chem. 1994, 106, 1821; ibid., Int. Ed. 1994, 33, 1739; P. J. Dandliker, F. Diederich, J.-P. Gisselbrecht, A. Louati, M. Gross, Angew. Chem. 1995, 107, 2906; ibid., Int. Ed. 1995, 34, 2725; P. J. Dandliker, F. Diederich, A. Zingg, J.-P. Gisselbrecht, M. Gross, A. Louati, E. Sanford, Helv. Chim. Acta 1997, 80, 1773.
    • (1994) Angew. Chem., Int. Ed. , vol.33 , pp. 1739
  • 13
    • 0000917340 scopus 로고
    • P. J. Dandliker, F. Diederich, M. Gross, C. B. Knobler, A. Louati, E. M. Sandford, Angew. Chem. 1994, 106, 1821; ibid., Int. Ed. 1994, 33, 1739; P. J. Dandliker, F. Diederich, J.-P. Gisselbrecht, A. Louati, M. Gross, Angew. Chem. 1995, 107, 2906; ibid., Int. Ed. 1995, 34, 2725; P. J. Dandliker, F. Diederich, A. Zingg, J.-P. Gisselbrecht, M. Gross, A. Louati, E. Sanford, Helv. Chim. Acta 1997, 80, 1773.
    • (1995) Angew. Chem. , vol.107 , pp. 2906
    • Dandliker, P.J.1    Diederich, F.2    Gisselbrecht, J.-P.3    Louati, A.4    Gross, M.5
  • 14
    • 2042486283 scopus 로고
    • P. J. Dandliker, F. Diederich, M. Gross, C. B. Knobler, A. Louati, E. M. Sandford, Angew. Chem. 1994, 106, 1821; ibid., Int. Ed. 1994, 33, 1739; P. J. Dandliker, F. Diederich, J.-P. Gisselbrecht, A. Louati, M. Gross, Angew. Chem. 1995, 107, 2906; ibid., Int. Ed. 1995, 34, 2725; P. J. Dandliker, F. Diederich, A. Zingg, J.-P. Gisselbrecht, M. Gross, A. Louati, E. Sanford, Helv. Chim. Acta 1997, 80, 1773.
    • (1995) Angew. Chem., Int. Ed. , vol.34 , pp. 2725
  • 15
    • 0030819453 scopus 로고    scopus 로고
    • P. J. Dandliker, F. Diederich, M. Gross, C. B. Knobler, A. Louati, E. M. Sandford, Angew. Chem. 1994, 106, 1821; ibid., Int. Ed. 1994, 33, 1739; P. J. Dandliker, F. Diederich, J.-P. Gisselbrecht, A. Louati, M. Gross, Angew. Chem. 1995, 107, 2906; ibid., Int. Ed. 1995, 34, 2725; P. J. Dandliker, F. Diederich, A. Zingg, J.-P. Gisselbrecht, M. Gross, A. Louati, E. Sanford, Helv. Chim. Acta 1997, 80, 1773.
    • (1997) Helv. Chim. Acta , vol.80 , pp. 1773
    • Dandliker, P.J.1    Diederich, F.2    Zingg, A.3    Gisselbrecht, J.-P.4    Gross, M.5    Louati, A.6    Sanford, E.7
  • 16
    • 3743150592 scopus 로고    scopus 로고
    • F. Zeng, S. C. Zimmerman, Chem. Rev. 1997, 97, 1681; G. R. Newkome, L. A. Godinez, C. N. Moorefield, Chem. Commun. 1998, 1821; S. C. Zimmerman, Y. Wang, P. Bharathi, J. S. Moore, J. Am. Chem. Soc. 1998, 120, 2172.
    • (1997) Chem. Rev. , vol.97 , pp. 1681
    • Zeng, F.1    Zimmerman, S.C.2
  • 17
    • 21844461036 scopus 로고    scopus 로고
    • F. Zeng, S. C. Zimmerman, Chem. Rev. 1997, 97, 1681; G. R. Newkome, L. A. Godinez, C. N. Moorefield, Chem. Commun. 1998, 1821; S. C. Zimmerman, Y. Wang, P. Bharathi, J. S. Moore, J. Am. Chem. Soc. 1998, 120, 2172.
    • (1998) Chem. Commun. , pp. 1821
    • Newkome, G.R.1    Godinez, L.A.2    Moorefield, C.N.3
  • 18
    • 0032507283 scopus 로고    scopus 로고
    • F. Zeng, S. C. Zimmerman, Chem. Rev. 1997, 97, 1681; G. R. Newkome, L. A. Godinez, C. N. Moorefield, Chem. Commun. 1998, 1821; S. C. Zimmerman, Y. Wang, P. Bharathi, J. S. Moore, J. Am. Chem. Soc. 1998, 120, 2172.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 2172
    • Zimmerman, S.C.1    Wang, Y.2    Bharathi, P.3    Moore, J.S.4
  • 23
    • 0030037036 scopus 로고    scopus 로고
    • P. Bhyrappa, J. K. Young, J. S. Moore, K. S. Suslick, J. Am. Chem. Soc. 1996, 118, 5708; H. Brunner, S. Altmann, Chem. Ber. 1994, 127, 2285; P. Leoni, M. Pasquali, T. Beringhelli, G. Dalfonso, A. P. Minoja, J. Organomet. Chem. 1995, 488, 39; D. Scebach, P. B. Rheiner, G. Greiveldinger, T. Butz, H. Sellner, Top. Curr. Chem. 1998, 197, 125; H.-F. Chow, C. C. Mak, J. Org. Chem. 1997, 62, 5116.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 5708
    • Bhyrappa, P.1    Young, J.K.2    Moore, J.S.3    Suslick, K.S.4
  • 24
    • 84989483164 scopus 로고
    • P. Bhyrappa, J. K. Young, J. S. Moore, K. S. Suslick, J. Am. Chem. Soc. 1996, 118, 5708; H. Brunner, S. Altmann, Chem. Ber. 1994, 127, 2285; P. Leoni, M. Pasquali, T. Beringhelli, G. Dalfonso, A. P. Minoja, J. Organomet. Chem. 1995, 488, 39; D. Scebach, P. B. Rheiner, G. Greiveldinger, T. Butz, H. Sellner, Top. Curr. Chem. 1998, 197, 125; H.-F. Chow, C. C. Mak, J. Org. Chem. 1997, 62, 5116.
    • (1994) Chem. Ber. , vol.127 , pp. 2285
    • Brunner, H.1    Altmann, S.2
  • 25
    • 0002932948 scopus 로고
    • P. Bhyrappa, J. K. Young, J. S. Moore, K. S. Suslick, J. Am. Chem. Soc. 1996, 118, 5708; H. Brunner, S. Altmann, Chem. Ber. 1994, 127, 2285; P. Leoni, M. Pasquali, T. Beringhelli, G. Dalfonso, A. P. Minoja, J. Organomet. Chem. 1995, 488, 39; D. Scebach, P. B. Rheiner, G. Greiveldinger, T. Butz, H. Sellner, Top. Curr. Chem. 1998, 197, 125; H.-F. Chow, C. C. Mak, J. Org. Chem. 1997, 62, 5116.
    • (1995) J. Organomet. Chem. , vol.488 , pp. 39
    • Leoni, P.1    Pasquali, M.2    Beringhelli, T.3    Dalfonso, G.4    Minoja, A.P.5
  • 26
    • 0000491602 scopus 로고    scopus 로고
    • P. Bhyrappa, J. K. Young, J. S. Moore, K. S. Suslick, J. Am. Chem. Soc. 1996, 118, 5708; H. Brunner, S. Altmann, Chem. Ber. 1994, 127, 2285; P. Leoni, M. Pasquali, T. Beringhelli, G. Dalfonso, A. P. Minoja, J. Organomet. Chem. 1995, 488, 39; D. Scebach, P. B. Rheiner, G. Greiveldinger, T. Butz, H. Sellner, Top. Curr. Chem. 1998, 197, 125; H.-F. Chow, C. C. Mak, J. Org. Chem. 1997, 62, 5116.
    • (1998) Top. Curr. Chem. , vol.197 , pp. 125
    • Scebach, D.1    Rheiner, P.B.2    Greiveldinger, G.3    Butz, T.4    Sellner, H.5
  • 27
    • 0030750239 scopus 로고    scopus 로고
    • P. Bhyrappa, J. K. Young, J. S. Moore, K. S. Suslick, J. Am. Chem. Soc. 1996, 118, 5708; H. Brunner, S. Altmann, Chem. Ber. 1994, 127, 2285; P. Leoni, M. Pasquali, T. Beringhelli, G. Dalfonso, A. P. Minoja, J. Organomet. Chem. 1995, 488, 39; D. Scebach, P. B. Rheiner, G. Greiveldinger, T. Butz, H. Sellner, Top. Curr. Chem. 1998, 197, 125; H.-F. Chow, C. C. Mak, J. Org. Chem. 1997, 62, 5116.
    • (1997) J. Org. Chem. , vol.62 , pp. 5116
    • Chow, H.-F.1    Mak, C.C.2
  • 28
    • 33845283300 scopus 로고
    • R. Kluger, Chem. Rev. 1987, 87, 863; J. A. Zoltewicz, G. Uray, Bioorg. Chem. 1994, 22, 1.
    • (1987) Chem. Rev. , vol.87 , pp. 863
    • Kluger, R.1
  • 30
    • 0000260773 scopus 로고
    • R. Breslow, J. Am. Chem. Soc. 1957, 79, 1762; R. Breslow, J. Am. Chem. Soc. 1958, 80, 3719.
    • (1957) J. Am. Chem. Soc. , vol.79 , pp. 1762
    • Breslow, R.1
  • 31
    • 3142640259 scopus 로고
    • R. Breslow, J. Am. Chem. Soc. 1957, 79, 1762; R. Breslow, J. Am. Chem. Soc. 1958, 80, 3719.
    • (1958) J. Am. Chem. Soc. , vol.80 , pp. 3719
    • Breslow, R.1
  • 33
    • 37949035021 scopus 로고
    • F. Diederich, L. Jimenez, Tetrahedron Lett. 1989, 30, 2759: S.-W. Tam-Chang, L. Jimenez, F. Diederich, Helv. Chim. Acta 1993, 76, 2616.
    • (1989) Tetrahedron Lett. , vol.30 , pp. 2759
    • Diederich, F.1    Jimenez, L.2
  • 35
    • 0345485527 scopus 로고    scopus 로고
    • P. Mattei, F. Diederich, Angew. Chem. 1996, 108, 1434; ibid., Int. Ed. 1996, 35, 1341; P. Mattei, F. Diederich, Helv. Chim. Acta 1997, 80, 1555.
    • (1996) Angew. Chem. , vol.108 , pp. 1434
    • Mattei, P.1    Diederich, F.2
  • 36
    • 0029811413 scopus 로고    scopus 로고
    • P. Mattei, F. Diederich, Angew. Chem. 1996, 108, 1434; ibid., Int. Ed. 1996, 35, 1341; P. Mattei, F. Diederich, Helv. Chim. Acta 1997, 80, 1555.
    • (1996) Angew. Chem., Int. Ed. , vol.35 , pp. 1341
  • 37
    • 0001701372 scopus 로고    scopus 로고
    • P. Mattei, F. Diederich, Angew. Chem. 1996, 108, 1434; ibid., Int. Ed. 1996, 35, 1341; P. Mattei, F. Diederich, Helv. Chim. Acta 1997, 80, 1555.
    • (1997) Helv. Chim. Acta , vol.80 , pp. 1555
    • Mattei, P.1    Diederich, F.2
  • 39
    • 0021137019 scopus 로고
    • B. Sedewitz, K. H. Schleifer, F. Götz, J. Bacteriol. 1984, 160, 273; Y. A. Muller, G. E. Schulz, Science (Washington D.C.) 1993, 259, 965; Y. A. Muller, G. Schumacher, R. Rudolph, G. E. Schulz, J. Mol. Biol. 1994, 315; R. L. Schowen in 'Comprehensive Biological Catalysis', Vol. II, Ed. M. Sinnott, Academic Press, San Diego, 1998, pp 221-262.
    • (1984) J. Bacteriol. , vol.160 , pp. 273
    • Sedewitz, B.1    Schleifer, K.H.2    Götz, F.3
  • 40
    • 0027479683 scopus 로고
    • B. Sedewitz, K. H. Schleifer, F. Götz, J. Bacteriol. 1984, 160, 273; Y. A. Muller, G. E. Schulz, Science (Washington D.C.) 1993, 259, 965; Y. A. Muller, G. Schumacher, R. Rudolph, G. E. Schulz, J. Mol. Biol. 1994, 315; R. L. Schowen in 'Comprehensive Biological Catalysis', Vol. II, Ed. M. Sinnott, Academic Press, San Diego, 1998, pp 221-262.
    • (1993) Science (Washington D.C.) , vol.259 , pp. 965
    • Muller, Y.A.1    Schulz, G.E.2
  • 41
    • 0028296918 scopus 로고
    • B. Sedewitz, K. H. Schleifer, F. Götz, J. Bacteriol. 1984, 160, 273; Y. A. Muller, G. E. Schulz, Science (Washington D.C.) 1993, 259, 965; Y. A. Muller, G. Schumacher, R. Rudolph, G. E. Schulz, J. Mol. Biol. 1994, 315; R. L. Schowen in 'Comprehensive Biological Catalysis', Vol. II, Ed. M. Sinnott, Academic Press, San Diego, 1998, pp 221-262.
    • (1994) J. Mol. Biol. , pp. 315
    • Muller, Y.A.1    Schumacher, G.2    Rudolph, R.3    Schulz, G.E.4
  • 42
    • 0344450306 scopus 로고    scopus 로고
    • Ed. M. Sinnott, Academic Press, San Diego
    • B. Sedewitz, K. H. Schleifer, F. Götz, J. Bacteriol. 1984, 160, 273; Y. A. Muller, G. E. Schulz, Science (Washington D.C.) 1993, 259, 965; Y. A. Muller, G. Schumacher, R. Rudolph, G. E. Schulz, J. Mol. Biol. 1994, 315; R. L. Schowen in 'Comprehensive Biological Catalysis', Vol. II, Ed. M. Sinnott, Academic Press, San Diego, 1998, pp 221-262.
    • (1998) Comprehensive Biological Catalysis , vol.2 , pp. 221-262
    • Schowen, R.L.1
  • 44
    • 0014959829 scopus 로고
    • J. Crosby, G. E. Lienhard, J. Am. Chem. Soc. 1970, 92, 5707; J. Crosby, R. Stone, G. E. Lienhard, J. Am. Chem. Soc. 1970, 92, 2891.
    • (1970) J. Am. Chem. Soc. , vol.92 , pp. 5707
    • Crosby, J.1    Lienhard, G.E.2
  • 56
    • 0021159751 scopus 로고
    • V. Dourtoglou, J.-C. Ziegler, B. Gross, Tetrahedron Lett. 1978, 1269; V. Dourtoglou, B. Gross, Synthesis 1984, 572
    • (1984) Synthesis , pp. 572
    • Dourtoglou, V.1    Gross, B.2
  • 61
    • 0003956419 scopus 로고
    • Dissertation, University of California, Los Angeles
    • 'Associate V. 1.6', B. R. Peterson, Dissertation, University of California, Los Angeles, 1994.
    • (1994) Associate V. 1.6
    • Peterson, B.R.1
  • 62
    • 0013915140 scopus 로고
    • W. McClure, G. Edelman, Biochemistry 1966, 5, 1908: C. Reichardt, Chem. Rev. 1994, 94, 2319; D. Turner, L. Brand, Biochemistry 1968, 7, 3381.
    • (1966) Biochemistry , vol.5 , pp. 1908
    • McClure, W.1    Edelman, G.2
  • 63
    • 5844252510 scopus 로고
    • W. McClure, G. Edelman, Biochemistry 1966, 5, 1908: C. Reichardt, Chem. Rev. 1994, 94, 2319; D. Turner, L. Brand, Biochemistry 1968, 7, 3381.
    • (1994) Chem. Rev. , vol.94 , pp. 2319
    • Reichardt, C.1
  • 64
    • 0014342841 scopus 로고
    • W. McClure, G. Edelman, Biochemistry 1966, 5, 1908: C. Reichardt, Chem. Rev. 1994, 94, 2319; D. Turner, L. Brand, Biochemistry 1968, 7, 3381.
    • (1968) Biochemistry , vol.7 , pp. 3381
    • Turner, D.1    Brand, L.2
  • 65
    • 0344450302 scopus 로고    scopus 로고
    • Spectrum Software Associates, Chapel Hill, NC 27515-4494
    • R. A. Binstead, A. D. Hungerbühler, 'SPECFIT V. 2.10', Spectrum Software Associates, Chapel Hill, NC 27515-4494, 1997.
    • (1997) SPECFIT V. 2.10
    • Binstead, R.A.1    Hungerbühler, A.D.2
  • 68
    • 0004230692 scopus 로고
    • Garland, New York
    • J. Kyte, 'Mechanism in Protein Chemistry', Garland, New York, 1995; J. Kyte, 'Structure in Protein Chemistry', Garland, New York, 1995.
    • (1995) Mechanism in Protein Chemistry
    • Kyte, J.1
  • 69
    • 0004241543 scopus 로고
    • Garland, New York
    • J. Kyte, 'Mechanism in Protein Chemistry', Garland, New York, 1995; J. Kyte, 'Structure in Protein Chemistry', Garland, New York, 1995.
    • (1995) Structure in Protein Chemistry
    • Kyte, J.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.