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Volumn 2, Issue 21, 2004, Pages 3075-3079

EPR and affinity studies of mannose-TEMPO functionalized PAMAM dendrimers

Author keywords

[No Author keywords available]

Indexed keywords

AFFINITY CHROMATOGRAPHY; BINDING ENERGY; CARBOHYDRATES; HYDROXYLATION; PARAMAGNETIC RESONANCE; PROTEINS; SYNTHESIS (CHEMICAL);

EID: 9144273963     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/b411643g     Document Type: Article
Times cited : (21)

References (40)
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    • For some examples, see: Linear polymer: (a) Z. Yang, E. B. Pugger, J. K. Pontrello and L. Kiessling, Carbohydrate Res., 2002, 337, 1605-1613; (b) L. L. Kiessling, in Recent Trends in Molecular Recognition; ed. F. Diederich and H. Kunzer, Springer-Verlag, Berlin Heidelberg: Berlin, 1998, p. 183-212; (c) G. B. Sigal, M. Mammen, G. Dahmann and G. M. Whitesides, J. Am. Chem. Soc., 1996, 118, 3789-3800; (d) Virus cage: K. S. Raja, Q. Wang and M. G. Finn, ChemBioChem, 2003, 4, 1348-1351; (e) Gold nanoparticle: J. Rojo, V. Diaz, J. M. de la Fuente, I. Segura, A. G. Barrientos, H. H. Riese, A. Bernad and S. Penades, ChemBioChem, 2004, 5, 291-297; (f) C.-C. Lin, Y.-C. Yeh, C.-Y. Yang, G.-F. Chen, Y.-C. Chen, Y.-C. Wu and C.-C. Chen, Chem. Commun., 2003, 2920-2921; (g) Cyclodextrin: A. Mazzaglia, D. Forde, D. Garozzo, P. Malvagna, B. J. Ravoo and D. Darcy, Org. Biomol. Chem., 2004, 2, 957-960; (h) T. Ooya, M. Eguchi and N. Yui, J. Am. Chem. Soc., 2003, 125, 13016-13017; (i) A. Nelson and J. F. Stoddart, Org. Lett., 2003, 5, 3783-3786; (j) C. O. Mellet, J. Defaye and J. M. G. Fernandez, Chem. Eur. J., 2002, 8, 1983-1990; (k) F. Ortega-Caballero, J. J. Gimenez-Martinez, L. Garcia-Fuentes, E. Ortiz-Salmeron, F. Santoyo-Gonzalez and A. Vargas-Berenguel, J. Org. Chem., 2001, 66, 7786-6695; (l) S. Andre, H. Kaltner, T. Furuike, S.-I. Nishimura and H.-J. Gabius, Bioconjugate Chem., 2004, 15, 87-98.
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    • For some examples, see: Linear polymer: (a) Z. Yang, E. B. Pugger, J. K. Pontrello and L. Kiessling, Carbohydrate Res., 2002, 337, 1605-1613; (b) L. L. Kiessling, in Recent Trends in Molecular Recognition; ed. F. Diederich and H. Kunzer, Springer-Verlag, Berlin Heidelberg: Berlin, 1998, p. 183-212; (c) G. B. Sigal, M. Mammen, G. Dahmann and G. M. Whitesides, J. Am. Chem. Soc., 1996, 118, 3789-3800; (d) Virus cage: K. S. Raja, Q. Wang and M. G. Finn, ChemBioChem, 2003, 4, 1348-1351; (e) Gold nanoparticle: J. Rojo, V. Diaz, J. M. de la Fuente, I. Segura, A. G. Barrientos, H. H. Riese, A. Bernad and S. Penades, ChemBioChem, 2004, 5, 291-297; (f) C.-C. Lin, Y.-C. Yeh, C.-Y. Yang, G.-F. Chen, Y.-C. Chen, Y.-C. Wu and C.-C. Chen, Chem. Commun., 2003, 2920-2921; (g) Cyclodextrin: A. Mazzaglia, D. Forde, D. Garozzo, P. Malvagna, B. J. Ravoo and D. Darcy, Org. Biomol. Chem., 2004, 2, 957-960; (h) T. Ooya, M. Eguchi and N. Yui, J. Am. Chem. Soc., 2003, 125, 13016-13017; (i) A. Nelson and J. F. Stoddart, Org. Lett., 2003, 5, 3783-3786; (j) C. O. Mellet, J. Defaye and J. M. G. Fernandez, Chem. Eur. J., 2002, 8, 1983-1990; (k) F. Ortega-Caballero, J. J. Gimenez-Martinez, L. Garcia-Fuentes, E. Ortiz-Salmeron, F. Santoyo-Gonzalez and A. Vargas-Berenguel, J. Org. Chem., 2001, 66, 7786-6695; (l) S. Andre, H. Kaltner, T. Furuike, S.-I. Nishimura and H.-J. Gabius, Bioconjugate Chem., 2004, 15, 87-98.
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    • 0348048560 scopus 로고    scopus 로고
    • For some examples, see: Linear polymer: (a) Z. Yang, E. B. Pugger, J. K. Pontrello and L. Kiessling, Carbohydrate Res., 2002, 337, 1605-1613; (b) L. L. Kiessling, in Recent Trends in Molecular Recognition; ed. F. Diederich and H. Kunzer, Springer-Verlag, Berlin Heidelberg: Berlin, 1998, p. 183-212; (c) G. B. Sigal, M. Mammen, G. Dahmann and G. M. Whitesides, J. Am. Chem. Soc., 1996, 118, 3789-3800; (d) Virus cage: K. S. Raja, Q. Wang and M. G. Finn, ChemBioChem, 2003, 4, 1348-1351; (e) Gold nanoparticle: J. Rojo, V. Diaz, J. M. de la Fuente, I. Segura, A. G. Barrientos, H. H. Riese, A. Bernad and S. Penades, ChemBioChem, 2004, 5, 291-297; (f) C.-C. Lin, Y.-C. Yeh, C.-Y. Yang, G.-F. Chen, Y.-C. Chen, Y.-C. Wu and C.-C. Chen, Chem. Commun., 2003, 2920-2921; (g) Cyclodextrin: A. Mazzaglia, D. Forde, D. Garozzo, P. Malvagna, B. J. Ravoo and D. Darcy, Org. Biomol. Chem., 2004, 2, 957-960; (h) T. Ooya, M. Eguchi and N. Yui, J. Am. Chem. Soc., 2003, 125, 13016-13017; (i) A. Nelson and J. F. Stoddart, Org. Lett., 2003, 5, 3783-3786; (j) C. O. Mellet, J. Defaye and J. M. G. Fernandez, Chem. Eur. J., 2002, 8, 1983-1990; (k) F. Ortega-Caballero, J. J. Gimenez-Martinez, L. Garcia-Fuentes, E. Ortiz-Salmeron, F. Santoyo-Gonzalez and A. Vargas-Berenguel, J. Org. Chem., 2001, 66, 7786-6695; (l) S. Andre, H. Kaltner, T. Furuike, S.-I. Nishimura and H.-J. Gabius, Bioconjugate Chem., 2004, 15, 87-98.
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    • For some examples, see: Linear polymer: (a) Z. Yang, E. B. Pugger, J. K. Pontrello and L. Kiessling, Carbohydrate Res., 2002, 337, 1605-1613; (b) L. L. Kiessling, in Recent Trends in Molecular Recognition; ed. F. Diederich and H. Kunzer, Springer-Verlag, Berlin Heidelberg: Berlin, 1998, p. 183-212; (c) G. B. Sigal, M. Mammen, G. Dahmann and G. M. Whitesides, J. Am. Chem. Soc., 1996, 118, 3789-3800; (d) Virus cage: K. S. Raja, Q. Wang and M. G. Finn, ChemBioChem, 2003, 4, 1348-1351; (e) Gold nanoparticle: J. Rojo, V. Diaz, J. M. de la Fuente, I. Segura, A. G. Barrientos, H. H. Riese, A. Bernad and S. Penades, ChemBioChem, 2004, 5, 291-297; (f) C.-C. Lin, Y.-C. Yeh, C.-Y. Yang, G.-F. Chen, Y.-C. Chen, Y.-C. Wu and C.-C. Chen, Chem. Commun., 2003, 2920-2921; (g) Cyclodextrin: A. Mazzaglia, D. Forde, D. Garozzo, P. Malvagna, B. J. Ravoo and D. Darcy, Org. Biomol. Chem., 2004, 2, 957-960; (h) T. Ooya, M. Eguchi and N. Yui, J. Am. Chem. Soc., 2003, 125, 13016-13017; (i) A. Nelson and J. F. Stoddart, Org. Lett., 2003, 5, 3783-3786; (j) C. O. Mellet, J. Defaye and J. M. G. Fernandez, Chem. Eur. J., 2002, 8, 1983-1990; (k) F. Ortega-Caballero, J. J. Gimenez-Martinez, L. Garcia-Fuentes, E. Ortiz-Salmeron, F. Santoyo-Gonzalez and A. Vargas-Berenguel, J. Org. Chem., 2001, 66, 7786-6695; (l) S. Andre, H. Kaltner, T. Furuike, S.-I. Nishimura and H.-J. Gabius, Bioconjugate Chem., 2004, 15, 87-98.
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    • Rojo, J.1    Diaz, V.2    De La Fuente, J.M.3    Segura, I.4    Barrientos, A.G.5    Riese, H.H.6    Bernad, A.7    Penades, S.8
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    • For some examples, see: Linear polymer: (a) Z. Yang, E. B. Pugger, J. K. Pontrello and L. Kiessling, Carbohydrate Res., 2002, 337, 1605-1613; (b) L. L. Kiessling, in Recent Trends in Molecular Recognition; ed. F. Diederich and H. Kunzer, Springer-Verlag, Berlin Heidelberg: Berlin, 1998, p. 183-212; (c) G. B. Sigal, M. Mammen, G. Dahmann and G. M. Whitesides, J. Am. Chem. Soc., 1996, 118, 3789-3800; (d) Virus cage: K. S. Raja, Q. Wang and M. G. Finn, ChemBioChem, 2003, 4, 1348-1351; (e) Gold nanoparticle: J. Rojo, V. Diaz, J. M. de la Fuente, I. Segura, A. G. Barrientos, H. H. Riese, A. Bernad and S. Penades, ChemBioChem, 2004, 5, 291-297; (f) C.-C. Lin, Y.-C. Yeh, C.-Y. Yang, G.-F. Chen, Y.-C. Chen, Y.-C. Wu and C.-C. Chen, Chem. Commun., 2003, 2920-2921; (g) Cyclodextrin: A. Mazzaglia, D. Forde, D. Garozzo, P. Malvagna, B. J. Ravoo and D. Darcy, Org. Biomol. Chem., 2004, 2, 957-960; (h) T. Ooya, M. Eguchi and N. Yui, J. Am. Chem. Soc., 2003, 125, 13016-13017; (i) A. Nelson and J. F. Stoddart, Org. Lett., 2003, 5, 3783-3786; (j) C. O. Mellet, J. Defaye and J. M. G. Fernandez, Chem. Eur. J., 2002, 8, 1983-1990; (k) F. Ortega-Caballero, J. J. Gimenez-Martinez, L. Garcia-Fuentes, E. Ortiz-Salmeron, F. Santoyo-Gonzalez and A. Vargas-Berenguel, J. Org. Chem., 2001, 66, 7786-6695; (l) S. Andre, H. Kaltner, T. Furuike, S.-I. Nishimura and H.-J. Gabius, Bioconjugate Chem., 2004, 15, 87-98.
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    • Lin, C.-C.1    Yeh, Y.-C.2    Yang, C.-Y.3    Chen, G.-F.4    Chen, Y.-C.5    Wu, Y.-C.6    Chen, C.-C.7
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    • For some examples, see: Linear polymer: (a) Z. Yang, E. B. Pugger, J. K. Pontrello and L. Kiessling, Carbohydrate Res., 2002, 337, 1605-1613; (b) L. L. Kiessling, in Recent Trends in Molecular Recognition; ed. F. Diederich and H. Kunzer, Springer-Verlag, Berlin Heidelberg: Berlin, 1998, p. 183-212; (c) G. B. Sigal, M. Mammen, G. Dahmann and G. M. Whitesides, J. Am. Chem. Soc., 1996, 118, 3789-3800; (d) Virus cage: K. S. Raja, Q. Wang and M. G. Finn, ChemBioChem, 2003, 4, 1348-1351; (e) Gold nanoparticle: J. Rojo, V. Diaz, J. M. de la Fuente, I. Segura, A. G. Barrientos, H. H. Riese, A. Bernad and S. Penades, ChemBioChem, 2004, 5, 291-297; (f) C.-C. Lin, Y.-C. Yeh, C.-Y. Yang, G.-F. Chen, Y.-C. Chen, Y.-C. Wu and C.-C. Chen, Chem. Commun., 2003, 2920-2921; (g) Cyclodextrin: A. Mazzaglia, D. Forde, D. Garozzo, P. Malvagna, B. J. Ravoo and D. Darcy, Org. Biomol. Chem., 2004, 2, 957-960; (h) T. Ooya, M. Eguchi and N. Yui, J. Am. Chem. Soc., 2003, 125, 13016-13017; (i) A. Nelson and J. F. Stoddart, Org. Lett., 2003, 5, 3783-3786; (j) C. O. Mellet, J. Defaye and J. M. G. Fernandez, Chem. Eur. J., 2002, 8, 1983-1990; (k) F. Ortega-Caballero, J. J. Gimenez-Martinez, L. Garcia-Fuentes, E. Ortiz-Salmeron, F. Santoyo-Gonzalez and A. Vargas-Berenguel, J. Org. Chem., 2001, 66, 7786-6695; (l) S. Andre, H. Kaltner, T. Furuike, S.-I. Nishimura and H.-J. Gabius, Bioconjugate Chem., 2004, 15, 87-98.
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    • For some examples, see: Linear polymer: (a) Z. Yang, E. B. Pugger, J. K. Pontrello and L. Kiessling, Carbohydrate Res., 2002, 337, 1605-1613; (b) L. L. Kiessling, in Recent Trends in Molecular Recognition; ed. F. Diederich and H. Kunzer, Springer-Verlag, Berlin Heidelberg: Berlin, 1998, p. 183-212; (c) G. B. Sigal, M. Mammen, G. Dahmann and G. M. Whitesides, J. Am. Chem. Soc., 1996, 118, 3789-3800; (d) Virus cage: K. S. Raja, Q. Wang and M. G. Finn, ChemBioChem, 2003, 4, 1348-1351; (e) Gold nanoparticle: J. Rojo, V. Diaz, J. M. de la Fuente, I. Segura, A. G. Barrientos, H. H. Riese, A. Bernad and S. Penades, ChemBioChem, 2004, 5, 291-297; (f) C.-C. Lin, Y.-C. Yeh, C.-Y. Yang, G.-F. Chen, Y.-C. Chen, Y.-C. Wu and C.-C. Chen, Chem. Commun., 2003, 2920-2921; (g) Cyclodextrin: A. Mazzaglia, D. Forde, D. Garozzo, P. Malvagna, B. J. Ravoo and D. Darcy, Org. Biomol. Chem., 2004, 2, 957-960; (h) T. Ooya, M. Eguchi and N. Yui, J. Am. Chem. Soc., 2003, 125, 13016-13017; (i) A. Nelson and J. F. Stoddart, Org. Lett., 2003, 5, 3783-3786; (j) C. O. Mellet, J. Defaye and J. M. G. Fernandez, Chem. Eur. J., 2002, 8, 1983-1990; (k) F. Ortega-Caballero, J. J. Gimenez-Martinez, L. Garcia-Fuentes, E. Ortiz-Salmeron, F. Santoyo-Gonzalez and A. Vargas-Berenguel, J. Org. Chem., 2001, 66, 7786-6695; (l) S. Andre, H. Kaltner, T. Furuike, S.-I. Nishimura and H.-J. Gabius, Bioconjugate Chem., 2004, 15, 87-98.
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    • 0242712912 scopus 로고    scopus 로고
    • For some examples, see: Linear polymer: (a) Z. Yang, E. B. Pugger, J. K. Pontrello and L. Kiessling, Carbohydrate Res., 2002, 337, 1605-1613; (b) L. L. Kiessling, in Recent Trends in Molecular Recognition; ed. F. Diederich and H. Kunzer, Springer-Verlag, Berlin Heidelberg: Berlin, 1998, p. 183-212; (c) G. B. Sigal, M. Mammen, G. Dahmann and G. M. Whitesides, J. Am. Chem. Soc., 1996, 118, 3789-3800; (d) Virus cage: K. S. Raja, Q. Wang and M. G. Finn, ChemBioChem, 2003, 4, 1348-1351; (e) Gold nanoparticle: J. Rojo, V. Diaz, J. M. de la Fuente, I. Segura, A. G. Barrientos, H. H. Riese, A. Bernad and S. Penades, ChemBioChem, 2004, 5, 291-297; (f) C.-C. Lin, Y.-C. Yeh, C.-Y. Yang, G.-F. Chen, Y.-C. Chen, Y.-C. Wu and C.-C. Chen, Chem. Commun., 2003, 2920-2921; (g) Cyclodextrin: A. Mazzaglia, D. Forde, D. Garozzo, P. Malvagna, B. J. Ravoo and D. Darcy, Org. Biomol. Chem., 2004, 2, 957-960; (h) T. Ooya, M. Eguchi and N. Yui, J. Am. Chem. Soc., 2003, 125, 13016-13017; (i) A. Nelson and J. F. Stoddart, Org. Lett., 2003, 5, 3783-3786; (j) C. O. Mellet, J. Defaye and J. M. G. Fernandez, Chem. Eur. J., 2002, 8, 1983-1990; (k) F. Ortega-Caballero, J. J. Gimenez-Martinez, L. Garcia-Fuentes, E. Ortiz-Salmeron, F. Santoyo-Gonzalez and A. Vargas-Berenguel, J. Org. Chem., 2001, 66, 7786-6695; (l) S. Andre, H. Kaltner, T. Furuike, S.-I. Nishimura and H.-J. Gabius, Bioconjugate Chem., 2004, 15, 87-98.
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    • Nelson, A.1    Stoddart, J.F.2
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    • 0345071156 scopus 로고    scopus 로고
    • For some examples, see: Linear polymer: (a) Z. Yang, E. B. Pugger, J. K. Pontrello and L. Kiessling, Carbohydrate Res., 2002, 337, 1605-1613; (b) L. L. Kiessling, in Recent Trends in Molecular Recognition; ed. F. Diederich and H. Kunzer, Springer-Verlag, Berlin Heidelberg: Berlin, 1998, p. 183-212; (c) G. B. Sigal, M. Mammen, G. Dahmann and G. M. Whitesides, J. Am. Chem. Soc., 1996, 118, 3789-3800; (d) Virus cage: K. S. Raja, Q. Wang and M. G. Finn, ChemBioChem, 2003, 4, 1348-1351; (e) Gold nanoparticle: J. Rojo, V. Diaz, J. M. de la Fuente, I. Segura, A. G. Barrientos, H. H. Riese, A. Bernad and S. Penades, ChemBioChem, 2004, 5, 291-297; (f) C.-C. Lin, Y.-C. Yeh, C.-Y. Yang, G.-F. Chen, Y.-C. Chen, Y.-C. Wu and C.-C. Chen, Chem. Commun., 2003, 2920-2921; (g) Cyclodextrin: A. Mazzaglia, D. Forde, D. Garozzo, P. Malvagna, B. J. Ravoo and D. Darcy, Org. Biomol. Chem., 2004, 2, 957-960; (h) T. Ooya, M. Eguchi and N. Yui, J. Am. Chem. Soc., 2003, 125, 13016-13017; (i) A. Nelson and J. F. Stoddart, Org. Lett., 2003, 5, 3783-3786; (j) C. O. Mellet, J. Defaye and J. M. G. Fernandez, Chem. Eur. J., 2002, 8, 1983-1990; (k) F. Ortega-Caballero, J. J. Gimenez-Martinez, L. Garcia-Fuentes, E. Ortiz-Salmeron, F. Santoyo-Gonzalez and A. Vargas-Berenguel, J. Org. Chem., 2001, 66, 7786-6695; (l) S. Andre, H. Kaltner, T. Furuike, S.-I. Nishimura and H.-J. Gabius, Bioconjugate Chem., 2004, 15, 87-98.
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    • 0035900484 scopus 로고    scopus 로고
    • For some examples, see: Linear polymer: (a) Z. Yang, E. B. Pugger, J. K. Pontrello and L. Kiessling, Carbohydrate Res., 2002, 337, 1605-1613; (b) L. L. Kiessling, in Recent Trends in Molecular Recognition; ed. F. Diederich and H. Kunzer, Springer-Verlag, Berlin Heidelberg: Berlin, 1998, p. 183-212; (c) G. B. Sigal, M. Mammen, G. Dahmann and G. M. Whitesides, J. Am. Chem. Soc., 1996, 118, 3789-3800; (d) Virus cage: K. S. Raja, Q. Wang and M. G. Finn, ChemBioChem, 2003, 4, 1348-1351; (e) Gold nanoparticle: J. Rojo, V. Diaz, J. M. de la Fuente, I. Segura, A. G. Barrientos, H. H. Riese, A. Bernad and S. Penades, ChemBioChem, 2004, 5, 291-297; (f) C.-C. Lin, Y.-C. Yeh, C.-Y. Yang, G.-F. Chen, Y.-C. Chen, Y.-C. Wu and C.-C. Chen, Chem. Commun., 2003, 2920-2921; (g) Cyclodextrin: A. Mazzaglia, D. Forde, D. Garozzo, P. Malvagna, B. J. Ravoo and D. Darcy, Org. Biomol. Chem., 2004, 2, 957-960; (h) T. Ooya, M. Eguchi and N. Yui, J. Am. Chem. Soc., 2003, 125, 13016-13017; (i) A. Nelson and J. F. Stoddart, Org. Lett., 2003, 5, 3783-3786; (j) C. O. Mellet, J. Defaye and J. M. G. Fernandez, Chem. Eur. J., 2002, 8, 1983-1990; (k) F. Ortega-Caballero, J. J. Gimenez-Martinez, L. Garcia-Fuentes, E. Ortiz-Salmeron, F. Santoyo-Gonzalez and A. Vargas-Berenguel, J. Org. Chem., 2001, 66, 7786-6695; (l) S. Andre, H. Kaltner, T. Furuike, S.-I. Nishimura and H.-J. Gabius, Bioconjugate Chem., 2004, 15, 87-98.
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    • Ortega-Caballero, F.1    Gimenez-Martinez, J.J.2    Garcia-Fuentes, L.3    Ortiz-Salmeron, E.4    Santoyo-Gonzalez, F.5    Vargas-Berenguel, A.6
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    • For a more in-depth discussion of MALDI-TOF MS characterization of mannose functionalized dendrimers, see reference 3c.
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    • note
    • Comparison of the double integral signal intensity values for 3-9 with their equivalently-functionalized deacetylated dendrimers 10-16 gives results analogous to those obtained from comparison of A/B peak height ratios. The integral areas and the EPR absorbance spectra are provided in the supporting informationt.


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