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Selective binding of bile salts by β-cyclodextrin derivatives with appended quinolyl arms 被引量:4

Selective binding of bile salts by β-cyclodextrin derivatives with appended quinolyl arms
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摘要 Two β-cyclodextrin derivatives bearing appended quinolyl and isoquinolyl arms,i.e.mono-(6-quinolyl- 6-deoxy)-β-cyclodextrin(1) and mono-(6-isoquinolyl-6-deoxy)-β-cyclodextrin(2) were synthesized in satisfactory yields and fully characterized.Their original conformations and binding behaviors toward four bile salt vips,that is,sodium cholate(CA),sodium deoxycholate(DCA),sodium glycocholate (GCA),and sodium taurocholate(TCA),were investigated by means of fluorescence,circular dichroism and 2D NMR spectroscopy.The study of solution structures revealed that both quinolyl and isoquinolyl arms were located outside the cyclodextrin cavity.The results obtained from the fluorescence titrations showed that the binding abilities of hosts 1 and 2 with selected bile salts varied in an order of DCA 〉 CA 〉 GCA.The selective binding of hosts toward bile salt vips was discussed from the viewpoints of induced-fit and multiple binding. Two β-cyclodextrin derivatives bearing appended quinolyl and isoquinolyl arms,i.e.mono-(6-quinolyl- 6-deoxy)-β-cyclodextrin(1) and mono-(6-isoquinolyl-6-deoxy)-β-cyclodextrin(2) were synthesized in satisfactory yields and fully characterized.Their original conformations and binding behaviors toward four bile salt vips,that is,sodium cholate(CA),sodium deoxycholate(DCA),sodium glycocholate (GCA),and sodium taurocholate(TCA),were investigated by means of fluorescence,circular dichroism and 2D NMR spectroscopy.The study of solution structures revealed that both quinolyl and isoquinolyl arms were located outside the cyclodextrin cavity.The results obtained from the fluorescence titrations showed that the binding abilities of hosts 1 and 2 with selected bile salts varied in an order of DCA 〉 CA 〉 GCA.The selective binding of hosts toward bile salt vips was discussed from the viewpoints of induced-fit and multiple binding.
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2013年第6期442-446,共5页 中国化学快报(英文版)
基金 973 Program(No.2011CB932502) NNSFC(Nos. 20932004,91027007 and 21272125) Program for New Century Excellent Talents in University(No.NCET-10-0500) for financial support
关键词 Cyclodextrin derivatives Bile salts Molecular recognition Cyclodextrin derivatives Bile salts Molecular recognition
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