Host-Guest Chemistry: Mimetic Approaches to Study by Benjamin T. Houseman, Milan Mrksich (auth.), Prof. Dr.

By Benjamin T. Houseman, Milan Mrksich (auth.), Prof. Dr. Soledad Penadés (eds.)

B.T. Houseman, M. Mrksich: version structures for learning Polyvalent Carbohydrate Binding Interactions.- J.Rojo, J.C. Morales, S. Penades: Carbohydrate-Carbohydrate Interactions in organic and version Systems.- S.R. Hasely, J.P. Kamerling, J.F.G. Vliegenhart: Unravelling Carbohydrate Interactions with Biosensors utilizing floor Plasmon Resonance (SPR) Detection.- C. Tromas, R. Garcia: interplay Forces with Carbohydrates Measured by way of Atomic strength Microscopy.- G. Li, M.-F. Gouzy, J.-H. Fuhrhop: acceptance procedures with Amphiphilic Carboyhdrates in Water.- T.D. James, S. Shinkai: synthetic Receptors as Chemosensors for Carbohydrates.- T.K. Lindhorst: man made Multivalent Sugar Ligands to appreciate and control Carbohydrate-Protein Interactions.

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Extra info for Host-Guest Chemistry: Mimetic Approaches to Study Carbohydrate Recognition

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43. 44. 45. 46. 47. 48. 49. 50. 51. 52. 53. 54. 55. 56. 57. 58. 59. 60. 61. 62. 63. 64. 65. 66. 67. 68. 69. 70. 71. 72. 73. 74. 75. 76. 77. 78. 79. 80. 81. T. Houseman · M. Mrksich Hayashida O, Shimizu C, Fujimoto T, Aoyama Y (1998) Chem Lett 13 Roy R, Kim JM (1999) Angew Chemie Int Ed Engl 38:369 Fujimoto T, Miyata T, Aoyama Y (2000) J Am Chem Soc 122:3558 Kim Y, Zimmerman SC (1998) Curr Opin Chem Biol 2:733 Zanini D, Roy R (1997) Bioconj Chem 8:187 Andre S, Ortega PJC, Perez MA, Roy R, Gabius HJ (1999) Glycobiology 9:1253 Colonna B, Harding VD, Nepogodiev SA, Raymo FM, Spencer N, Stoddart JF (1998) Chem Eur J 4:1244 Turnbull WB, Pease AR, Stoddart JF (2000) ChemBiochem 1:70 Lord JM, Smith DC, Roberts LM (1999) Cell Microbiol 1:85 Fan E, Zhang Z, Minke WE, Hou Z, Verlinde CLMJ, Hol WGJ (2000) J Am Chem Soc 122:2663 Kitov PI, Sadowska JM, Mulvey G, Armstrong GD, Ling H, Pannu NS, Read RJ, Bundle DR (2000) Nature 403:669 Saha UK, Roy R (1997) Tetrahedron Lett 39:253 Kim JM, Roy R (1997) Tetrahedron Lett 38:3487 Konig B, Fricke T, Wabmann, Krallmann-Wenzel U, Lindhorst TK (1998) Tetrahedron Lett 39:2307 Arya P, Kutterer KMK, Qin H, Roby J, Barnes ML, Lin S, Lingwood CA, Peter MG (1999) Bioorg Med Chem 7:2823 Arya P, Kutterer KMK, Qin H, Roby J, Barnes ML (1998) Bioorg Med Chem Lett 8:1127 Sprengard U, Schudok M, Schmidt W, Kretzschmar G, Kunz H (1996) Angew Chemie Int Ed Engl 35:321 Sprengard U, Dretzschmar G, Bartnik E, Huls C, Kunz H (1995) Angew Chemie Int Ed Engl 34:990 Burke SD, Shao Q, Schuster MC, Kiessling LL (2000) J Am Chem Soc 122:4518 Reuter JD, Myc A, Hayes MM, Gan ZH, Roy R, Qin DJ, Yin R, Piehler LT, Esfand R, Tomalia DA, Baker JR (1999) Bioconj Chem 10:271 Kuberan B, Lindhardt RJ (2000) Curr Org Chem 4:653 Caron M, Seve AP, Bladier D, Joubert-Caron R (1998) J Chromatogr B 715:153 Varki A (1997) FASEB J 11:248 An YH, Friedman RJ (1998) J Biomed Mater Res 43:338 Davis BG, Lloyd RC, Jones JB (2000) Bioorg Med Chem 8:1527 Davis BG, Jones JB (1999) Synlett 1495 Macmillan D, Bertozzi CR (2000) Tetrahedron 9515 Borgia JA, Fields GB (2000) Trends Biotech 18:243 Yarema K, Bertozzi CR (1998) Curr Opin Chem Biol 2:49 Kochendoerfer GG, Kent SBH (1999) Curr Opin Chem Biol 3:665 Roy R (1996) Trends Glycosci Glyc 8:79 Kadokawa J, Tagaya H, Chiba K (1999) Synlett 1845 Thoma G, Patton JT, Magnani JL, Ernst B, Ohrlein R, Duthaler RO (1999) J Am Chem Soc 121:5919 Matsuura K, Ketakouji H, Sawada N, Ishida H, Kiso M, Kitajima K, Kobayashi K (2000) J Am Chem Soc 122:7406 Tsuchida A, Kobayashi K, Matsubara N, Muramatsu T, Suzuki T, Suzuki Y (1998) Glycoconj J 15:1047 Yoshitani N, Takasaki S (2000) Anal Biochem 277:127 Kobayashi K, Tsuchida A, Usui T, Akaike T (1997) Macromolecules 30:2016 Dohi H, Nishida Y, Mizuno M, Shinkai M, Kobayashi T, Takeda T, Uzawa H, Kobayashi K (1999) Bioorg Med Chem 7:2053 Yamada K, Minoda M, Miyamoto T (1997) J Polym Sci Pol Chem 35:751 Sallas F, Nishimura SI (2000) J Chem Soc Perkin Trans 1 2091 Bovin NV (1998) Glycoconj J 15:431 Mammen M, Helmerson R, Kishore R, Choi S-K, Phillips WD, Whitesides GM (1996) Chem Biol 3:757 Model Systems for Studying Polyvalent Carbohydrate Binding Interactions 82.

59. 60. 61. 62. 63. 64. 65. 66. 67. 68. 69. 70. 71. 72. 73. 74. 75. 76. 77. 78. 79. 80. 81. T. Houseman · M. Mrksich Hayashida O, Shimizu C, Fujimoto T, Aoyama Y (1998) Chem Lett 13 Roy R, Kim JM (1999) Angew Chemie Int Ed Engl 38:369 Fujimoto T, Miyata T, Aoyama Y (2000) J Am Chem Soc 122:3558 Kim Y, Zimmerman SC (1998) Curr Opin Chem Biol 2:733 Zanini D, Roy R (1997) Bioconj Chem 8:187 Andre S, Ortega PJC, Perez MA, Roy R, Gabius HJ (1999) Glycobiology 9:1253 Colonna B, Harding VD, Nepogodiev SA, Raymo FM, Spencer N, Stoddart JF (1998) Chem Eur J 4:1244 Turnbull WB, Pease AR, Stoddart JF (2000) ChemBiochem 1:70 Lord JM, Smith DC, Roberts LM (1999) Cell Microbiol 1:85 Fan E, Zhang Z, Minke WE, Hou Z, Verlinde CLMJ, Hol WGJ (2000) J Am Chem Soc 122:2663 Kitov PI, Sadowska JM, Mulvey G, Armstrong GD, Ling H, Pannu NS, Read RJ, Bundle DR (2000) Nature 403:669 Saha UK, Roy R (1997) Tetrahedron Lett 39:253 Kim JM, Roy R (1997) Tetrahedron Lett 38:3487 Konig B, Fricke T, Wabmann, Krallmann-Wenzel U, Lindhorst TK (1998) Tetrahedron Lett 39:2307 Arya P, Kutterer KMK, Qin H, Roby J, Barnes ML, Lin S, Lingwood CA, Peter MG (1999) Bioorg Med Chem 7:2823 Arya P, Kutterer KMK, Qin H, Roby J, Barnes ML (1998) Bioorg Med Chem Lett 8:1127 Sprengard U, Schudok M, Schmidt W, Kretzschmar G, Kunz H (1996) Angew Chemie Int Ed Engl 35:321 Sprengard U, Dretzschmar G, Bartnik E, Huls C, Kunz H (1995) Angew Chemie Int Ed Engl 34:990 Burke SD, Shao Q, Schuster MC, Kiessling LL (2000) J Am Chem Soc 122:4518 Reuter JD, Myc A, Hayes MM, Gan ZH, Roy R, Qin DJ, Yin R, Piehler LT, Esfand R, Tomalia DA, Baker JR (1999) Bioconj Chem 10:271 Kuberan B, Lindhardt RJ (2000) Curr Org Chem 4:653 Caron M, Seve AP, Bladier D, Joubert-Caron R (1998) J Chromatogr B 715:153 Varki A (1997) FASEB J 11:248 An YH, Friedman RJ (1998) J Biomed Mater Res 43:338 Davis BG, Lloyd RC, Jones JB (2000) Bioorg Med Chem 8:1527 Davis BG, Jones JB (1999) Synlett 1495 Macmillan D, Bertozzi CR (2000) Tetrahedron 9515 Borgia JA, Fields GB (2000) Trends Biotech 18:243 Yarema K, Bertozzi CR (1998) Curr Opin Chem Biol 2:49 Kochendoerfer GG, Kent SBH (1999) Curr Opin Chem Biol 3:665 Roy R (1996) Trends Glycosci Glyc 8:79 Kadokawa J, Tagaya H, Chiba K (1999) Synlett 1845 Thoma G, Patton JT, Magnani JL, Ernst B, Ohrlein R, Duthaler RO (1999) J Am Chem Soc 121:5919 Matsuura K, Ketakouji H, Sawada N, Ishida H, Kiso M, Kitajima K, Kobayashi K (2000) J Am Chem Soc 122:7406 Tsuchida A, Kobayashi K, Matsubara N, Muramatsu T, Suzuki T, Suzuki Y (1998) Glycoconj J 15:1047 Yoshitani N, Takasaki S (2000) Anal Biochem 277:127 Kobayashi K, Tsuchida A, Usui T, Akaike T (1997) Macromolecules 30:2016 Dohi H, Nishida Y, Mizuno M, Shinkai M, Kobayashi T, Takeda T, Uzawa H, Kobayashi K (1999) Bioorg Med Chem 7:2053 Yamada K, Minoda M, Miyamoto T (1997) J Polym Sci Pol Chem 35:751 Sallas F, Nishimura SI (2000) J Chem Soc Perkin Trans 1 2091 Bovin NV (1998) Glycoconj J 15:431 Mammen M, Helmerson R, Kishore R, Choi S-K, Phillips WD, Whitesides GM (1996) Chem Biol 3:757 Model Systems for Studying Polyvalent Carbohydrate Binding Interactions 82.

Colorimetric detection of toxins using a supported bilayer [111]. The extensively con- jugated poly(acetylene) network on the left exhibits a blue color. Binding of a toxin to the ganglioside in the bilayer decreases the length of the conjugated network and changes the color of the film from blue to red. T. Houseman · M. Mrksich Ultraviolet illumination of the bilayer afforded an extended network of conjugated polyacetylenes having a blue color. Binding of a bacterial toxin to the ganglioside ligand perturbed the structure of the monolayer, decreasing the length of the conjugated backbone, and resulting in a color change from blue to red.

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