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The design of potential antidiabetic drugs: experimental investigation of a number of beta-D-glucose analogue inhibitors of glycogen phosphorylase.
Oikonomakos, N G; Kontou, M; Zographos, S E; Tsitoura, H S; Johnson, L N; Watson, K A; Mitchell, E P; Fleet, G W; Son, J C; Bichard, C J.
Afiliación
  • Oikonomakos NG; National Hellenic Research Foundation, Athens, Greece.
Eur J Drug Metab Pharmacokinet ; 19(3): 185-92, 1994.
Article en En | MEDLINE | ID: mdl-7867660
alpha-D-glucose is a weak inhibitor (Ki = 1.7 mM) of glycogen phosphorylase (GP) and acts as physiological regulator of hepatic glycogen metabolism; it binds to GP at the catalytic site and stabilizes the inactive T state of the enzyme promoting the action of protein phosphatase 1 and stimulating glycogen synthase. The three-dimensional structures of T state rabbit muscle GPb and the GPb-alpha-D-glucose complex have been exploited in the design of better regulators of GP that could shift the balance between glycogen synthesis and glycogen degradation in favour of the former. Close examination of the catalytic site with alpha-D-glucose bound shows that there is an empty pocket adjacent to the beta-1-C position. beta-D-glucose is a poorer inhibitor (Ki = 7.4 mM) than alpha-D-glucose, but mutarotation has prevented the binding of beta-D-glucose in T state GP crystals. A series of beta-D-glucose analogues has been designed and tested in kinetic and crystallographic experiments. Several compounds have been discovered that have an increased affinity for GP than the parent compound.
Asunto(s)
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Diseño de Fármacos / Glucosa / Fosforilasas / Hipoglucemiantes Idioma: En Revista: Eur J Drug Metab Pharmacokinet Año: 1994 Tipo del documento: Article País de afiliación: Grecia Pais de publicación: Francia
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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Diseño de Fármacos / Glucosa / Fosforilasas / Hipoglucemiantes Idioma: En Revista: Eur J Drug Metab Pharmacokinet Año: 1994 Tipo del documento: Article País de afiliación: Grecia Pais de publicación: Francia