Encapsulation of Vitamin B(1) and Its Phosphate Derivatives by Cucurbit[7]uril: Tunability of the Binding Site and Affinity by the Presence of Phosphate Groups.
J Org Chem
; 81(3): 1300-3, 2016 Feb 05.
Article
em En
| MEDLINE
| ID: mdl-26745735
ABSTRACT
Vitamin B1 (1) and its phosphate derivatives, thiamine monophosphate (2) and thiamine pyrophosphate (3), are shown to form stable 11 host-guest complexes with cucurbit[7]uril (CB[7]) in aqueous solution. The binding sites of CB[7] on these guests shift from the ethylthiazolium region of 1 to the pyrimidine moiety of 2 and 3 due to the presence of phosphate groups, leading to variations of binding affinities as well as C(2)-H/D exchange rate constants and C(2)-H pKa values with these guest molecules.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Fosfatos
/
Pirimidinas
/
Tiamina
/
Hidrocarbonetos Aromáticos com Pontes
/
Deutério
/
Imidazóis
Idioma:
En
Ano de publicação:
2016
Tipo de documento:
Article