메뉴 건너뛰기




Volumn 38, Issue 20, 1999, Pages 2978-2996

Carbohydrate recognition through noncovalent interactions: A challenge for biomimetic and supramolecular chemistry

Author keywords

Bioorganic chemistry carbohydrates; Molecular recognition; Receptors; Supramolecular chemistry

Indexed keywords

CARBOHYDRATE; MONOSACCHARIDE; OLIGOSACCHARIDE; RECEPTOR;

EID: 0033581586     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(19991018)38:20<2978::AID-ANIE2978>3.0.CO;2-P     Document Type: Review
Times cited : (458)

References (140)
  • 1
    • 0000199897 scopus 로고
    • See for example: a) N. Sharon, H. Lis, Chem. Br. 1990, 26, 679; b) S. Hakomori, Pure Appl. Chem. 1991, 63, 473; c) S. D. Rosen, C. R. Bertozzi, Curr. Opin. Cell Biol. 1994, 6, 663; d) N. Sharon, H. Lis, Essays Biochem. 1995, 30, 59; e) Y. C. Lee, R. T. Lee, Acc. Chem. Res. 1995, 28, 321; f) R. A. Dwek, Chem. Rev. 1996, 96, 683.
    • (1990) Chem. Br. , vol.26 , pp. 679
    • Sharon, N.1    Lis, H.2
  • 2
    • 0000147431 scopus 로고
    • See for example: a) N. Sharon, H. Lis, Chem. Br. 1990, 26, 679; b) S. Hakomori, Pure Appl. Chem. 1991, 63, 473; c) S. D. Rosen, C. R. Bertozzi, Curr. Opin. Cell Biol. 1994, 6, 663; d) N. Sharon, H. Lis, Essays Biochem. 1995, 30, 59; e) Y. C. Lee, R. T. Lee, Acc. Chem. Res. 1995, 28, 321; f) R. A. Dwek, Chem. Rev. 1996, 96, 683.
    • (1991) Pure Appl. Chem. , vol.63 , pp. 473
    • Hakomori, S.1
  • 3
    • 0028048830 scopus 로고
    • See for example: a) N. Sharon, H. Lis, Chem. Br. 1990, 26, 679; b) S. Hakomori, Pure Appl. Chem. 1991, 63, 473; c) S. D. Rosen, C. R. Bertozzi, Curr. Opin. Cell Biol. 1994, 6, 663; d) N. Sharon, H. Lis, Essays Biochem. 1995, 30, 59; e) Y. C. Lee, R. T. Lee, Acc. Chem. Res. 1995, 28, 321; f) R. A. Dwek, Chem. Rev. 1996, 96, 683.
    • (1994) Curr. Opin. Cell Biol. , vol.6 , pp. 663
    • Rosen, S.D.1    Bertozzi, C.R.2
  • 4
    • 0029434560 scopus 로고
    • See for example: a) N. Sharon, H. Lis, Chem. Br. 1990, 26, 679; b) S. Hakomori, Pure Appl. Chem. 1991, 63, 473; c) S. D. Rosen, C. R. Bertozzi, Curr. Opin. Cell Biol. 1994, 6, 663; d) N. Sharon, H. Lis, Essays Biochem. 1995, 30, 59; e) Y. C. Lee, R. T. Lee, Acc. Chem. Res. 1995, 28, 321; f) R. A. Dwek, Chem. Rev. 1996, 96, 683.
    • (1995) Essays Biochem. , vol.30 , pp. 59
    • Sharon, N.1    Lis, H.2
  • 5
    • 0000358206 scopus 로고
    • See for example: a) N. Sharon, H. Lis, Chem. Br. 1990, 26, 679; b) S. Hakomori, Pure Appl. Chem. 1991, 63, 473; c) S. D. Rosen, C. R. Bertozzi, Curr. Opin. Cell Biol. 1994, 6, 663; d) N. Sharon, H. Lis, Essays Biochem. 1995, 30, 59; e) Y. C. Lee, R. T. Lee, Acc. Chem. Res. 1995, 28, 321; f) R. A. Dwek, Chem. Rev. 1996, 96, 683.
    • (1995) Acc. Chem. Res. , vol.28 , pp. 321
    • Lee, Y.C.1    Lee, R.T.2
  • 6
    • 0001094662 scopus 로고    scopus 로고
    • See for example: a) N. Sharon, H. Lis, Chem. Br. 1990, 26, 679; b) S. Hakomori, Pure Appl. Chem. 1991, 63, 473; c) S. D. Rosen, C. R. Bertozzi, Curr. Opin. Cell Biol. 1994, 6, 663; d) N. Sharon, H. Lis, Essays Biochem. 1995, 30, 59; e) Y. C. Lee, R. T. Lee, Acc. Chem. Res. 1995, 28, 321; f) R. A. Dwek, Chem. Rev. 1996, 96, 683.
    • (1996) Chem. Rev. , vol.96 , pp. 683
    • Dwek, R.A.1
  • 7
    • 0345600357 scopus 로고
    • Recent reviews: C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 435; Angew. Chem. Int. Ed. Engl. 1995, 34, 412; C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 559; Angew. Chem. Int. Ed. Engl. 1995, 34, 521; S. J. Danishefsky, M. T. Bilodeau, Angew. Chem. 1996, 108, 1482; Angew. Chem. Int. Ed. Engl. 1996, 35, 1380; K. C. Nicolaou, B. M. Smith, J. Pastor, Y. Watanabe, D. S. Weinstein, Synlett 1997, 401; P. Arya, R. N. Ben, Angew. Chem. 1997, 109, 1280; Angew. Chem. Int. Ed. Engl. 1997, 36, 1280. See also articles in: Glycoscience Synthesis of Oligosaccharides and Glycoconjugates (Eds.: H. Driguez, J. Thiem), Springer, Berlin, 1997; Preparative Carbohydrate Chemistry (Ed.: S. Hanessian), Marcel Dekker, New York, 1997; Modern Methods in Carbohydrate Synthesis (Eds.: S. H. Khan, R. A. O'Neill), Harwood Academic, Chur, Switzerland, 1996.
    • (1995) Angew. Chem. , vol.107 , pp. 435
    • Wong, C.H.1    Halcomb, R.L.2    Ichikawa, Y.3    Kajimoto, T.4
  • 8
    • 0029109703 scopus 로고
    • Recent reviews: C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 435; Angew. Chem. Int. Ed. Engl. 1995, 34, 412; C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 559; Angew. Chem. Int. Ed. Engl. 1995, 34, 521; S. J. Danishefsky, M. T. Bilodeau, Angew. Chem. 1996, 108, 1482; Angew. Chem. Int. Ed. Engl. 1996, 35, 1380; K. C. Nicolaou, B. M. Smith, J. Pastor, Y. Watanabe, D. S. Weinstein, Synlett 1997, 401; P. Arya, R. N. Ben, Angew. Chem. 1997, 109, 1280; Angew. Chem. Int. Ed. Engl. 1997, 36, 1280. See also articles in: Glycoscience Synthesis of Oligosaccharides and Glycoconjugates (Eds.: H. Driguez, J. Thiem), Springer, Berlin, 1997; Preparative Carbohydrate Chemistry (Ed.: S. Hanessian), Marcel Dekker, New York, 1997; Modern Methods in Carbohydrate Synthesis (Eds.: S. H. Khan, R. A. O'Neill), Harwood Academic, Chur, Switzerland, 1996.
    • (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 412
  • 9
    • 0002561452 scopus 로고
    • Recent reviews: C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 435; Angew. Chem. Int. Ed. Engl. 1995, 34, 412; C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 559; Angew. Chem. Int. Ed. Engl. 1995, 34, 521; S. J. Danishefsky, M. T. Bilodeau, Angew. Chem. 1996, 108, 1482; Angew. Chem. Int. Ed. Engl. 1996, 35, 1380; K. C. Nicolaou, B. M. Smith, J. Pastor, Y. Watanabe, D. S. Weinstein, Synlett 1997, 401; P. Arya, R. N. Ben, Angew. Chem. 1997, 109, 1280; Angew. Chem. Int. Ed. Engl. 1997, 36, 1280. See also articles in: Glycoscience Synthesis of Oligosaccharides and Glycoconjugates (Eds.: H. Driguez, J. Thiem), Springer, Berlin, 1997; Preparative Carbohydrate Chemistry (Ed.: S. Hanessian), Marcel Dekker, New York, 1997; Modern Methods in Carbohydrate Synthesis (Eds.: S. H. Khan, R. A. O'Neill), Harwood Academic, Chur, Switzerland, 1996.
    • (1995) Angew. Chem. , vol.107 , pp. 559
    • Wong, C.H.1    Halcomb, R.L.2    Ichikawa, Y.3    Kajimoto, T.4
  • 10
    • 0029163690 scopus 로고
    • Recent reviews: C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 435; Angew. Chem. Int. Ed. Engl. 1995, 34, 412; C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 559; Angew. Chem. Int. Ed. Engl. 1995, 34, 521; S. J. Danishefsky, M. T. Bilodeau, Angew. Chem. 1996, 108, 1482; Angew. Chem. Int. Ed. Engl. 1996, 35, 1380; K. C. Nicolaou, B. M. Smith, J. Pastor, Y. Watanabe, D. S. Weinstein, Synlett 1997, 401; P. Arya, R. N. Ben, Angew. Chem. 1997, 109, 1280; Angew. Chem. Int. Ed. Engl. 1997, 36, 1280. See also articles in: Glycoscience Synthesis of Oligosaccharides and Glycoconjugates (Eds.: H. Driguez, J. Thiem), Springer, Berlin, 1997; Preparative Carbohydrate Chemistry (Ed.: S. Hanessian), Marcel Dekker, New York, 1997; Modern Methods in Carbohydrate Synthesis (Eds.: S. H. Khan, R. A. O'Neill), Harwood Academic, Chur, Switzerland, 1996.
    • (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 521
  • 11
    • 0001659060 scopus 로고    scopus 로고
    • Recent reviews: C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 435; Angew. Chem. Int. Ed. Engl. 1995, 34, 412; C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 559; Angew. Chem. Int. Ed. Engl. 1995, 34, 521; S. J. Danishefsky, M. T. Bilodeau, Angew. Chem. 1996, 108, 1482; Angew. Chem. Int. Ed. Engl. 1996, 35, 1380; K. C. Nicolaou, B. M. Smith, J. Pastor, Y. Watanabe, D. S. Weinstein, Synlett 1997, 401; P. Arya, R. N. Ben, Angew. Chem. 1997, 109, 1280; Angew. Chem. Int. Ed. Engl. 1997, 36, 1280. See also articles in: Glycoscience Synthesis of Oligosaccharides and Glycoconjugates (Eds.: H. Driguez, J. Thiem), Springer, Berlin, 1997; Preparative Carbohydrate Chemistry (Ed.: S. Hanessian), Marcel Dekker, New York, 1997; Modern Methods in Carbohydrate Synthesis (Eds.: S. H. Khan, R. A. O'Neill), Harwood Academic, Chur, Switzerland, 1996.
    • (1996) Angew. Chem. , vol.108 , pp. 1482
    • Danishefsky, S.J.1    Bilodeau, M.T.2
  • 12
    • 0029739240 scopus 로고    scopus 로고
    • Recent reviews: C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 435; Angew. Chem. Int. Ed. Engl. 1995, 34, 412; C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 559; Angew. Chem. Int. Ed. Engl. 1995, 34, 521; S. J. Danishefsky, M. T. Bilodeau, Angew. Chem. 1996, 108, 1482; Angew. Chem. Int. Ed. Engl. 1996, 35, 1380; K. C. Nicolaou, B. M. Smith, J. Pastor, Y. Watanabe, D. S. Weinstein, Synlett 1997, 401; P. Arya, R. N. Ben, Angew. Chem. 1997, 109, 1280; Angew. Chem. Int. Ed. Engl. 1997, 36, 1280. See also articles in: Glycoscience Synthesis of Oligosaccharides and Glycoconjugates (Eds.: H. Driguez, J. Thiem), Springer, Berlin, 1997; Preparative Carbohydrate Chemistry (Ed.: S. Hanessian), Marcel Dekker, New York, 1997; Modern Methods in Carbohydrate Synthesis (Eds.: S. H. Khan, R. A. O'Neill), Harwood Academic, Chur, Switzerland, 1996.
    • (1996) Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 1380
  • 13
    • 0343296064 scopus 로고    scopus 로고
    • Recent reviews: C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 435; Angew. Chem. Int. Ed. Engl. 1995, 34, 412; C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 559; Angew. Chem. Int. Ed. Engl. 1995, 34, 521; S. J. Danishefsky, M. T. Bilodeau, Angew. Chem. 1996, 108, 1482; Angew. Chem. Int. Ed. Engl. 1996, 35, 1380; K. C. Nicolaou, B. M. Smith, J. Pastor, Y. Watanabe, D. S. Weinstein, Synlett 1997, 401; P. Arya, R. N. Ben, Angew. Chem. 1997, 109, 1280; Angew. Chem. Int. Ed. Engl. 1997, 36, 1280. See also articles in: Glycoscience Synthesis of Oligosaccharides and Glycoconjugates (Eds.: H. Driguez, J. Thiem), Springer, Berlin, 1997; Preparative Carbohydrate Chemistry (Ed.: S. Hanessian), Marcel Dekker, New York, 1997; Modern Methods in Carbohydrate Synthesis (Eds.: S. H. Khan, R. A. O'Neill), Harwood Academic, Chur, Switzerland, 1996.
    • (1997) Synlett , pp. 401
    • Nicolaou, K.C.1    Smith, B.M.2    Pastor, J.3    Watanabe, Y.4    Weinstein, D.S.5
  • 14
    • 0030790815 scopus 로고    scopus 로고
    • Recent reviews: C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 435; Angew. Chem. Int. Ed. Engl. 1995, 34, 412; C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 559; Angew. Chem. Int. Ed. Engl. 1995, 34, 521; S. J. Danishefsky, M. T. Bilodeau, Angew. Chem. 1996, 108, 1482; Angew. Chem. Int. Ed. Engl. 1996, 35, 1380; K. C. Nicolaou, B. M. Smith, J. Pastor, Y. Watanabe, D. S. Weinstein, Synlett 1997, 401; P. Arya, R. N. Ben, Angew. Chem. 1997, 109, 1280; Angew. Chem. Int. Ed. Engl. 1997, 36, 1280. See also articles in: Glycoscience Synthesis of Oligosaccharides and Glycoconjugates (Eds.: H. Driguez, J. Thiem), Springer, Berlin, 1997; Preparative Carbohydrate Chemistry (Ed.: S. Hanessian), Marcel Dekker, New York, 1997; Modern Methods in Carbohydrate Synthesis (Eds.: S. H. Khan, R. A. O'Neill), Harwood Academic, Chur, Switzerland, 1996.
    • (1997) Angew. Chem. , vol.109 , pp. 1280
    • Arya, P.1    Ben, R.N.2
  • 15
    • 0030790815 scopus 로고    scopus 로고
    • Recent reviews: C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 435; Angew. Chem. Int. Ed. Engl. 1995, 34, 412; C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 559; Angew. Chem. Int. Ed. Engl. 1995, 34, 521; S. J. Danishefsky, M. T. Bilodeau, Angew. Chem. 1996, 108, 1482; Angew. Chem. Int. Ed. Engl. 1996, 35, 1380; K. C. Nicolaou, B. M. Smith, J. Pastor, Y. Watanabe, D. S. Weinstein, Synlett 1997, 401; P. Arya, R. N. Ben, Angew. Chem. 1997, 109, 1280; Angew. Chem. Int. Ed. Engl. 1997, 36, 1280. See also articles in: Glycoscience Synthesis of Oligosaccharides and Glycoconjugates (Eds.: H. Driguez, J. Thiem), Springer, Berlin, 1997; Preparative Carbohydrate Chemistry (Ed.: S. Hanessian), Marcel Dekker, New York, 1997; Modern Methods in Carbohydrate Synthesis (Eds.: S. H. Khan, R. A. O'Neill), Harwood Academic, Chur, Switzerland, 1996.
    • (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 1280
  • 16
    • 0012416163 scopus 로고    scopus 로고
    • Springer, Berlin
    • Recent reviews: C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 435; Angew. Chem. Int. Ed. Engl. 1995, 34, 412; C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 559; Angew. Chem. Int. Ed. Engl. 1995, 34, 521; S. J. Danishefsky, M. T. Bilodeau, Angew. Chem. 1996, 108, 1482; Angew. Chem. Int. Ed. Engl. 1996, 35, 1380; K. C. Nicolaou, B. M. Smith, J. Pastor, Y. Watanabe, D. S. Weinstein, Synlett 1997, 401; P. Arya, R. N. Ben, Angew. Chem. 1997, 109, 1280; Angew. Chem. Int. Ed. Engl. 1997, 36, 1280. See also articles in: Glycoscience Synthesis of Oligosaccharides and Glycoconjugates (Eds.: H. Driguez, J. Thiem), Springer, Berlin, 1997; Preparative Carbohydrate Chemistry (Ed.: S. Hanessian), Marcel Dekker, New York, 1997; Modern Methods in Carbohydrate Synthesis (Eds.: S. H. Khan, R. A. O'Neill), Harwood Academic, Chur, Switzerland, 1996.
    • (1997) Glycoscience Synthesis of Oligosaccharides and Glycoconjugates
    • Driguez, H.1    Thiem, J.2
  • 17
    • 0004288915 scopus 로고    scopus 로고
    • Ed.: S. Hanessian, Marcel Dekker, New York
    • Recent reviews: C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 435; Angew. Chem. Int. Ed. Engl. 1995, 34, 412; C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 559; Angew. Chem. Int. Ed. Engl. 1995, 34, 521; S. J. Danishefsky, M. T. Bilodeau, Angew. Chem. 1996, 108, 1482; Angew. Chem. Int. Ed. Engl. 1996, 35, 1380; K. C. Nicolaou, B. M. Smith, J. Pastor, Y. Watanabe, D. S. Weinstein, Synlett 1997, 401; P. Arya, R. N. Ben, Angew. Chem. 1997, 109, 1280; Angew. Chem. Int. Ed. Engl. 1997, 36, 1280. See also articles in: Glycoscience Synthesis of Oligosaccharides and Glycoconjugates (Eds.: H. Driguez, J. Thiem), Springer, Berlin, 1997; Preparative Carbohydrate Chemistry (Ed.: S. Hanessian), Marcel Dekker, New York, 1997; Modern Methods in Carbohydrate Synthesis (Eds.: S. H. Khan, R. A. O'Neill), Harwood Academic, Chur, Switzerland, 1996.
    • (1997) Preparative Carbohydrate Chemistry
  • 18
    • 0004111999 scopus 로고    scopus 로고
    • Harwood Academic, Chur, Switzerland
    • Recent reviews: C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 435; Angew. Chem. Int. Ed. Engl. 1995, 34, 412; C. H. Wong, R. L. Halcomb, Y. Ichikawa, T. Kajimoto, Angew. Chem. 1995, 107, 559; Angew. Chem. Int. Ed. Engl. 1995, 34, 521; S. J. Danishefsky, M. T. Bilodeau, Angew. Chem. 1996, 108, 1482; Angew. Chem. Int. Ed. Engl. 1996, 35, 1380; K. C. Nicolaou, B. M. Smith, J. Pastor, Y. Watanabe, D. S. Weinstein, Synlett 1997, 401; P. Arya, R. N. Ben, Angew. Chem. 1997, 109, 1280; Angew. Chem. Int. Ed. Engl. 1997, 36, 1280. See also articles in: Glycoscience Synthesis of Oligosaccharides and Glycoconjugates (Eds.: H. Driguez, J. Thiem), Springer, Berlin, 1997; Preparative Carbohydrate Chemistry (Ed.: S. Hanessian), Marcel Dekker, New York, 1997; Modern Methods in Carbohydrate Synthesis (Eds.: S. H. Khan, R. A. O'Neill), Harwood Academic, Chur, Switzerland, 1996.
    • (1996) Modern Methods in Carbohydrate Synthesis
    • Khan, S.H.1    O'Neill, R.A.2
  • 22
    • 0002765409 scopus 로고
    • Eds.: P. J. Garegg, A. A. Lindberg, American Chemical Society
    • a) R. U. Lemieux in Carbohydrate Antigens (Eds.: P. J. Garegg, A. A. Lindberg), American Chemical Society, 1993, pp. 5-18;
    • (1993) Carbohydrate Antigens , pp. 5-18
    • Lemieux, R.U.1
  • 26
    • 0030059669 scopus 로고    scopus 로고
    • T. D. James, P. Linnane, S. Shinkai, Chem. Commun. 1996, 281; T. D. James, K. R. A. S. Sandanayake, S. Shinkai, Angew. Chem. 1996, 108, 2038; Angew. Chem. Int. Ed. Engl. 1996, 35, 1911; B. D. Smith, Supramol. Chem. 1996, 7, 55; K. R. A. S. Sandanayake, T. D. James, S. Shinkai, Pure Appl. Chem. 1996, 68, 1207.
    • (1996) Chem. Commun. , pp. 281
    • James, T.D.1    Linnane, P.2    Shinkai, S.3
  • 27
    • 0001679632 scopus 로고    scopus 로고
    • T. D. James, P. Linnane, S. Shinkai, Chem. Commun. 1996, 281; T. D. James, K. R. A. S. Sandanayake, S. Shinkai, Angew. Chem. 1996, 108, 2038; Angew. Chem. Int. Ed. Engl. 1996, 35, 1911; B. D. Smith, Supramol. Chem. 1996, 7, 55; K. R. A. S. Sandanayake, T. D. James, S. Shinkai, Pure Appl. Chem. 1996, 68, 1207.
    • (1996) Angew. Chem. , vol.108 , pp. 2038
    • James, T.D.1    Sandanayake, K.R.A.S.2    Shinkai, S.3
  • 28
    • 0001074765 scopus 로고    scopus 로고
    • T. D. James, P. Linnane, S. Shinkai, Chem. Commun. 1996, 281; T. D. James, K. R. A. S. Sandanayake, S. Shinkai, Angew. Chem. 1996, 108, 2038; Angew. Chem. Int. Ed. Engl. 1996, 35, 1911; B. D. Smith, Supramol. Chem. 1996, 7, 55; K. R. A. S. Sandanayake, T. D. James, S. Shinkai, Pure Appl. Chem. 1996, 68, 1207.
    • (1996) Angew. Chem. Int. Ed. Engl. , vol.35 , pp. 1911
  • 29
    • 0002597233 scopus 로고    scopus 로고
    • T. D. James, P. Linnane, S. Shinkai, Chem. Commun. 1996, 281; T. D. James, K. R. A. S. Sandanayake, S. Shinkai, Angew. Chem. 1996, 108, 2038; Angew. Chem. Int. Ed. Engl. 1996, 35, 1911; B. D. Smith, Supramol. Chem. 1996, 7, 55; K. R. A. S. Sandanayake, T. D. James, S. Shinkai, Pure Appl. Chem. 1996, 68, 1207.
    • (1996) Supramol. Chem. , vol.7 , pp. 55
    • Smith, B.D.1
  • 30
    • 0004700731 scopus 로고    scopus 로고
    • T. D. James, P. Linnane, S. Shinkai, Chem. Commun. 1996, 281; T. D. James, K. R. A. S. Sandanayake, S. Shinkai, Angew. Chem. 1996, 108, 2038; Angew. Chem. Int. Ed. Engl. 1996, 35, 1911; B. D. Smith, Supramol. Chem. 1996, 7, 55; K. R. A. S. Sandanayake, T. D. James, S. Shinkai, Pure Appl. Chem. 1996, 68, 1207.
    • (1996) Pure Appl. Chem. , vol.68 , pp. 1207
    • Sandanayake, K.R.A.S.1    James, T.D.2    Shinkai, S.3
  • 33
    • 0344305900 scopus 로고    scopus 로고
    • note
    • Although shown here as α-pyranose structures, it was not proven that 4, 5, and 9 were extracted in these forms.
  • 37
    • 0345600352 scopus 로고    scopus 로고
    • note
    • 3 have suggested that, for most cases, the problem is not serious for concentrations below 5 mM in this solvent. See references [11] and [28]
  • 43
    • 0000759694 scopus 로고
    • For reviews discussing cholic acid and other steroids as building blocks in supramolecular chemistry, see: a) A. P. Davis, Chem. Soc. Rev. 1993, 22, 243; b) A. P. Davis, R. P. Bonar-Law, J. K. M. Sanders in Comprehensive Supramolecular Chemistry, Vol. 4 (Ed.: Y. Murakami), Pergamon, Oxford 1996, pp. 257-286; c) Y. X. Li, J. R. Dias, Chem. Rev. 1997, 97, 283; d) P. Walliman, T. Marti, A. Fürer, F. Diederich, Chem. Rev. 1997, 97, 1567.
    • (1993) Chem. Soc. Rev. , vol.22 , pp. 243
    • Davis, A.P.1
  • 44
    • 0000858712 scopus 로고    scopus 로고
    • Ed.: Y. Murakami, Pergamon, Oxford
    • For reviews discussing cholic acid and other steroids as building blocks in supramolecular chemistry, see: a) A. P. Davis, Chem. Soc. Rev. 1993, 22, 243; b) A. P. Davis, R. P. Bonar-Law, J. K. M. Sanders in Comprehensive Supramolecular Chemistry, Vol. 4 (Ed.: Y. Murakami), Pergamon, Oxford 1996, pp. 257-286; c) Y. X. Li, J. R. Dias, Chem. Rev. 1997, 97, 283; d) P. Walliman, T. Marti, A. Fürer, F. Diederich, Chem. Rev. 1997, 97, 1567.
    • (1996) Comprehensive Supramolecular Chemistry, Vol. 4 , vol.4 , pp. 257-286
    • Davis, A.P.1    Bonar-Law, R.P.2    Sanders, J.K.M.3
  • 45
    • 0000097162 scopus 로고    scopus 로고
    • For reviews discussing cholic acid and other steroids as building blocks in supramolecular chemistry, see: a) A. P. Davis, Chem. Soc. Rev. 1993, 22, 243; b) A. P. Davis, R. P. Bonar-Law, J. K. M. Sanders in Comprehensive Supramolecular Chemistry, Vol. 4 (Ed.: Y. Murakami), Pergamon, Oxford 1996, pp. 257-286; c) Y. X. Li, J. R. Dias, Chem. Rev. 1997, 97, 283; d) P. Walliman, T. Marti, A. Fürer, F. Diederich, Chem. Rev. 1997, 97, 1567.
    • (1997) Chem. Rev. , vol.97 , pp. 283
    • Li, Y.X.1    Dias, J.R.2
  • 46
    • 0001593086 scopus 로고    scopus 로고
    • For reviews discussing cholic acid and other steroids as building blocks in supramolecular chemistry, see: a) A. P. Davis, Chem. Soc. Rev. 1993, 22, 243; b) A. P. Davis, R. P. Bonar-Law, J. K. M. Sanders in Comprehensive Supramolecular Chemistry, Vol. 4 (Ed.: Y. Murakami), Pergamon, Oxford 1996, pp. 257-286; c) Y. X. Li, J. R. Dias, Chem. Rev. 1997, 97, 283; d) P. Walliman, T. Marti, A. Fürer, F. Diederich, Chem. Rev. 1997, 97, 1567.
    • (1997) Chem. Rev. , vol.97 , pp. 1567
    • Walliman, P.1    Marti, T.2    Fürer, A.3    Diederich, F.4
  • 47
    • 37049072585 scopus 로고
    • R. P. Bonar-Law, A. P. Davis, J. Chem. Soc. Chem. Commun. 1989, 1050; see also: R. P. Bonar-Law, A. P. Davis, Tetrahedron 1993, 49, 9829; R. P. Bonar-Law, A. P. Davis, B. J. Dorgan, Tetrahedron 1993, 49, 9855.
    • (1989) J. Chem. Soc. Chem. Commun. , pp. 1050
    • Bonar-Law, R.P.1    Davis, A.P.2
  • 48
    • 0027485707 scopus 로고
    • R. P. Bonar-Law, A. P. Davis, J. Chem. Soc. Chem. Commun. 1989, 1050; see also: R. P. Bonar-Law, A. P. Davis, Tetrahedron 1993, 49, 9829; R. P. Bonar-Law, A. P. Davis, B. J. Dorgan, Tetrahedron 1993, 49, 9855.
    • (1993) Tetrahedron , vol.49 , pp. 9829
    • Bonar-Law, R.P.1    Davis, A.P.2
  • 49
    • 0027370867 scopus 로고
    • R. P. Bonar-Law, A. P. Davis, J. Chem. Soc. Chem. Commun. 1989, 1050; see also: R. P. Bonar-Law, A. P. Davis, Tetrahedron 1993, 49, 9829; R. P. Bonar-Law, A. P. Davis, B. J. Dorgan, Tetrahedron 1993, 49, 9855.
    • (1993) Tetrahedron , vol.49 , pp. 9855
    • Bonar-Law, R.P.1    Davis, A.P.2    Dorgan, B.J.3
  • 52
    • 3643105900 scopus 로고
    • R. P. Bonar-Law, A. P. Davis, B. A. Murray, Angew. Chem. 1990, 102, 1497; Angew. Chem. Int. Ed. Engl. 1990, 29, 1407.
    • (1990) Angew. Chem. Int. Ed. Engl. , vol.29 , pp. 1407
  • 64
    • 2842605870 scopus 로고    scopus 로고
    • J.-I. Hong, S. K. Namgoong, A. Bernardi, W. C. Still, J. Am. Chem. Soc. 1991, 113, 5111; W. C. Still, Acc. Chem. Res. 1996, 29, 155.
    • (1996) Acc. Chem. Res. , vol.29 , pp. 155
    • Still, W.C.1
  • 65
    • 0345600350 scopus 로고    scopus 로고
    • note
    • Molecular modeling in our own laboratory suggests that roughly half of a pyranoside nucleus can enter the cavity of 52.
  • 67
    • 0345600349 scopus 로고
    • Ph.D. dissertation, UCLA, We are grateful to Prof. Canary for details of this unpublished work
    • J. W. Canary, Ph.D. dissertation, UCLA, 1988. We are grateful to Prof. Canary for details of this unpublished work.
    • (1988)
    • Canary, J.W.1
  • 69
    • 0342553400 scopus 로고
    • S. Anderson, U. Neidlein, V. Gramlich, F. Diederich, Angew. Chem. 1995, 107, 1722; Angew. Chem. Int. Ed. Engl. 1995, 34, 1596.
    • (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 1596
  • 71
    • 0345168326 scopus 로고    scopus 로고
    • note
    • It should, however, be noted that the involvement of serine, tyrosine and threonine hydroxy groups is relatively uncommon. See for example reference [3c].
  • 80
    • 0345600347 scopus 로고    scopus 로고
    • note
    • Other bonding patterns are of course possible; see for example reference [46]
  • 88
    • 0344305891 scopus 로고
    • J. F. Kinneary, T. M. Roy, J. S. Albert, H. Yoon, T. R. Wagler, L. Shen, C. J. Burrows, J. Inclusion Phenom. Mol. Recognit. Chem. 1989, 7, 155. For design work related to 85, see also: S. M. Evans, C. J. Burrows, C. A. Venanzi, J. Mol. Struct. 1994, 308, 159; S. M. Evans, C. J. Burrows, C. A. Venanzi, J. Mol. Struct. 1995, 334, 193.
    • (1994) J. Mol. Struct. , vol.308 , pp. 159
    • Evans, S.M.1    Burrows, C.J.2    Venanzi, C.A.3
  • 89
    • 0342340844 scopus 로고
    • J. F. Kinneary, T. M. Roy, J. S. Albert, H. Yoon, T. R. Wagler, L. Shen, C. J. Burrows, J. Inclusion Phenom. Mol. Recognit. Chem. 1989, 7, 155. For design work related to 85, see also: S. M. Evans, C. J. Burrows, C. A. Venanzi, J. Mol. Struct. 1994, 308, 159; S. M. Evans, C. J. Burrows, C. A. Venanzi, J. Mol. Struct. 1995, 334, 193.
    • (1995) J. Mol. Struct. , vol.334 , pp. 193
    • Evans, S.M.1    Burrows, C.J.2    Venanzi, C.A.3
  • 90
    • 0344305890 scopus 로고    scopus 로고
    • note
    • 15 for the biotin-avidin complex.
  • 92
    • 0030042401 scopus 로고    scopus 로고
    • a) See for example: J. H. Naismith, R. A. Field, J. Biol. Chem. 1996, 271, 972; L. Delbaere, M. Vandonselaar, L. Prasad, J. W. Quail, K. S. Wilson, D. Zbigniew, J. Mol. Biol. 1993, 230, 950; b) for a review on polyvalent interactions in biological systems see: M. Mammen, S.-K. Choi, G. M. Whitesides, Angew. Chem. 1998, 110, 2908; Angew. Chem. Int. Ed. 1998, 37, 2754.
    • (1996) J. Biol. Chem. , vol.271 , pp. 972
    • Naismith, J.H.1    Field, R.A.2
  • 93
    • 0027196879 scopus 로고
    • a) See for example: J. H. Naismith, R. A. Field, J. Biol. Chem. 1996, 271, 972; L. Delbaere, M. Vandonselaar, L. Prasad, J. W. Quail, K. S. Wilson, D. Zbigniew, J. Mol. Biol. 1993, 230, 950; b) for a review on polyvalent interactions in biological systems see: M. Mammen, S.-K. Choi, G. M. Whitesides, Angew. Chem. 1998, 110, 2908; Angew. Chem. Int. Ed. 1998, 37, 2754.
    • (1993) J. Mol. Biol. , vol.230 , pp. 950
    • Delbaere, L.1    Vandonselaar, M.2    Prasad, L.3    Quail, J.W.4    Wilson, K.S.5    Zbigniew, D.6
  • 94
    • 0000431920 scopus 로고    scopus 로고
    • a) See for example: J. H. Naismith, R. A. Field, J. Biol. Chem. 1996, 271, 972; L. Delbaere, M. Vandonselaar, L. Prasad, J. W. Quail, K. S. Wilson, D. Zbigniew, J. Mol. Biol. 1993, 230, 950; b) for a review on polyvalent interactions in biological systems see: M. Mammen, S.-K. Choi, G. M. Whitesides, Angew. Chem. 1998, 110, 2908; Angew. Chem. Int. Ed. 1998, 37, 2754.
    • (1998) Angew. Chem. , vol.110 , pp. 2908
    • Mammen, M.1    Choi, S.-K.2    Whitesides, G.M.3
  • 95
    • 0032476812 scopus 로고    scopus 로고
    • a) See for example: J. H. Naismith, R. A. Field, J. Biol. Chem. 1996, 271, 972; L. Delbaere, M. Vandonselaar, L. Prasad, J. W. Quail, K. S. Wilson, D. Zbigniew, J. Mol. Biol. 1993, 230, 950; b) for a review on polyvalent interactions in biological systems see: M. Mammen, S.-K. Choi, G. M. Whitesides, Angew. Chem. 1998, 110, 2908; Angew. Chem. Int. Ed. 1998, 37, 2754.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 2754
  • 96
    • 0344305889 scopus 로고    scopus 로고
    • note
    • This tendency also explains the ability of lectins to cause cells to agglutinate. For example concanavalin A consists of four subunits, each with a carbohydrate binding site, and can therefore act as a "biological glue" between cell surfaces.
  • 97
    • 0026319774 scopus 로고
    • M. Cygler, D. R. Rose, D. R. Bundle, Science 1991, 253, 442; A. Zdanov, Y. Li, D. R. Bundle, S. J. Deng, C. R. MacKenzie, S. A. Narang, N. M. Young, M. Cygler, Proc. Natl. Acad. Sci. USA 1994, 91, 6423.
    • (1991) Science , vol.253 , pp. 442
    • Cygler, M.1    Rose, D.R.2    Bundle, D.R.3
  • 104
    • 33746824856 scopus 로고
    • W. Blokzijl, J. B. F. N. Engberts, Angew. Chem. 1993, 105, 1610; Angew. Chem. Int. Ed. Engl. 1993, 32, 1545.
    • (1993) Angew. Chem. Int. Ed. Engl. , vol.32 , pp. 1545
  • 105
    • 0344305887 scopus 로고    scopus 로고
    • note
    • This conflict with the conventional view of the hydrophobic effect has led Lemieux to propose the term "hydraphobic" for effects deriving from the hydration of amphiphilic surfaces. See reference [4c].
  • 107
    • 0001386929 scopus 로고
    • Leading references: S. B. Ferguson, E. M. Seward, F. Diederich, E. M. Sanford, A. Chou, P. Inocencio-Szweda, C. B. Knobler, J. Org. Chem. 1988, 53, 5593; D. B. Smithrud, T. B. Wymans, F. Diederich, J. Am. Chem. Soc. 1991, 113, 5420.
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 5420
    • Smithrud, D.B.1    Wymans, T.B.2    Diederich, F.3
  • 110
    • 33750338266 scopus 로고
    • Y. Aoyama, Y. Nagai, J. Otsuki, K. Kobayashi, H. Toi, Angew. Chem. 1992, 104, 785; Angew. Chem. Int. Ed. Engl. 1992, 31, 745.
    • (1992) Angew. Chem. Int. Ed. Engl. , vol.31 , pp. 745
  • 114
    • 0003461218 scopus 로고    scopus 로고
    • Eds.: J. Szejtli, T. Osa, Pergamon, Oxford
    • For leading references to cyclodextrins in general, see: "Cyclodextrins": Comprehensive Supramolecular Chemistry, Vol. 3 (Eds.: J. Szejtli, T. Osa), Pergamon, Oxford, 1996; A. Harada, in Large King Molecules (Ed.: J. A. Semlyen), Wiley, Chichester, 1996, pp. 407-432; C. J. Easton, S. F. Lincoln, Chem. Soc. Rev. 1996, 25, 163.
    • (1996) "Cyclodextrins": Comprehensive Supramolecular Chemistry, Vol. 3 , vol.3
  • 115
    • 0000693247 scopus 로고    scopus 로고
    • Ed.: J. A. Semlyen, Wiley, Chichester
    • For leading references to cyclodextrins in general, see: "Cyclodextrins": Comprehensive Supramolecular Chemistry, Vol. 3 (Eds.: J. Szejtli, T. Osa), Pergamon, Oxford, 1996; A. Harada, in Large King Molecules (Ed.: J. A. Semlyen), Wiley, Chichester, 1996, pp. 407-432; C. J. Easton, S. F. Lincoln, Chem. Soc. Rev. 1996, 25, 163.
    • (1996) Large King Molecules , pp. 407-432
    • Harada, A.1
  • 116
    • 0030492351 scopus 로고    scopus 로고
    • For leading references to cyclodextrins in general, see: "Cyclodextrins": Comprehensive Supramolecular Chemistry, Vol. 3 (Eds.: J. Szejtli, T. Osa), Pergamon, Oxford, 1996; A. Harada, in Large King Molecules (Ed.: J. A. Semlyen), Wiley, Chichester, 1996, pp. 407-432; C. J. Easton, S. F. Lincoln, Chem. Soc. Rev. 1996, 25, 163.
    • (1996) Chem. Soc. Rev. , vol.25 , pp. 163
    • Easton, C.J.1    Lincoln, S.F.2
  • 117
    • 0344738100 scopus 로고    scopus 로고
    • note
    • -1 for D-glucose + 86. However, the reliance of these workers on a medical "glucose meter" to detect unbound glucose is suspect. The test is based on oxidation of the glucose by glucose oxidase, and could not distinguish between bound and unbound carbohydrate unless exchange kinetics were unrealistically slow.
  • 123
    • 0026735785 scopus 로고
    • Leading reference: T. Oguchi, H. Yamasato, S. Limmatvapirat, E. Yonemochi, K. Yamamoto, J. Chem. Soc. Faraday Trans. 1998, 94, 923. See also: Y. Aoyama, J. Otsuki, Y. Nagai, K. Kobayashi, H. Toi, Tetrahedron Lett. 1992, 33, 3775.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 3775
    • Aoyama, Y.1    Otsuki, J.2    Nagai, Y.3    Kobayashi, K.4    Toi, H.5
  • 128
    • 0000790932 scopus 로고
    • J. M. Coterón,C. Vicent, C. Bosso, S. Penadés, J. Am. Chem. Soc. 1993, 115, 10066; J. Jiménez-Barbero, E. Junquera, M. Martinpastor, S. Sharma, C. Vicent, S. Penadés, J. Am. Chem. Soc. 1995, 117, 11 198; E. Junquera, J. Laynez, M. Menéndez, S. Sharma, S. Penadés, J. Org. Chem. 1996, 61, 6790.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 10066
    • Coterón, J.M.1    Vicent, C.2    Bosso, C.3    Penadés, S.4
  • 130
    • 0029803412 scopus 로고    scopus 로고
    • J. M. Coterón,C. Vicent, C. Bosso, S. Penadés, J. Am. Chem. Soc. 1993, 115, 10066; J. Jiménez-Barbero, E. Junquera, M. Martinpastor, S. Sharma, C. Vicent, S. Penadés, J. Am. Chem. Soc. 1995, 117, 11 198; E. Junquera, J. Laynez, M. Menéndez, S. Sharma, S. Penadés, J. Org. Chem. 1996, 61, 6790.
    • (1996) J. Org. Chem. , vol.61 , pp. 6790
    • Junquera, E.1    Laynez, J.2    Menéndez, M.3    Sharma, S.4    Penadés, S.5
  • 134
    • 0031901440 scopus 로고    scopus 로고
    • J. C. Morales, S. Penadés, Angew. Chem. 1998, 110, 673; Angew. Chem. Int. Ed. 1998, 37, 654.
    • (1998) Angew. Chem. Int. Ed. , vol.37 , pp. 654
  • 138
    • 0345600337 scopus 로고    scopus 로고
    • note
    • Washing with water was ineffective. Dilute hydrochloric acid was required to regenerate the initial state.
  • 140
    • 0345600336 scopus 로고    scopus 로고
    • note
    • The (non-biomimetic) boronate systems discussed in reference [5] are, of course, excluded from these comments.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.