The protonation thermodynamics of cyclodextrin-containing polymers for drug inclusion (Articolo in rivista)

Type
Label
  • The protonation thermodynamics of cyclodextrin-containing polymers for drug inclusion (Articolo in rivista) (literal)
Anno
  • 2010-01-01T00:00:00+01:00 (literal)
Alternative label
  • Casolaro M., Staltari L., Anselmi C., Mendichi R., Bernini A (2010)
    The protonation thermodynamics of cyclodextrin-containing polymers for drug inclusion
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Casolaro M., Staltari L., Anselmi C., Mendichi R., Bernini A (literal)
Pagina inizio
  • 141 (literal)
Pagina fine
  • 151 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 67 (literal)
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Mendichi R.; Istituto per lo Studio delle Macromolecole (CNR), Milano, Italy Casolaro M., Staltari L., Anselmi C., Bernini A.; Università di Siena, Siena, Italy (literal)
Titolo
  • The protonation thermodynamics of cyclodextrin-containing polymers for drug inclusion (literal)
Abstract
  • A poly(amido-amine), PAA, bearing b-CD units in the side chain was synthesized by a polyaddition reaction of 1,4-bis-acryloyl-piperazine with 6-monodeoxy-6-monoamino-b-cyclodextrin (b-CD-NH2). Unlike the simple b-CD-NH2 with greater basicity constant (logK = 8.60), the polymer revealed an unusual polyelectrolyte behaviour with lower basicity constant (logK° = 6.29) of the tertiary nitrogen atom that is strongly dependent on the degree of protonation a of the whole macromolecule. It follows the modified Henderson-Hasselbalch equation with n = 1.75, in a wide a-range. The greater (46.9 kJ/mol) and the lower (28.9 kJ/mol) enthalpy (-DH°) changes of the compounds were in line with the protonation of a primary or a tertiary nitrogen atom. Calorimetric data suggested that the PAA protonation destroyed a packing structure formed by two rigid b-CD side chain interacting heat-to-head. UV spectrophotometric data showed that the PAA exhibits affinity with the L-ascorbic acid at low pH (pH 2.46) with an isosbestic point at 241 nm and a slight blue shift of the maximum absorption of the ascorbic acid (244 nm) on PAA additions. (literal)
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