calix(4)arene has been researched along with tetrandrine* in 1 studies
1 other study(ies) available for calix(4)arene and tetrandrine
Article | Year |
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Recognition of alpha-amino acid derivatives by N,N'-dibenzylated S,S-(+)-tetrandrine.
Complexation of free and N-acetylated alpha-amino acid anions (Gly, Ala, Phe) and some structurally related guests by a dicationic cyclophane-type N,N'-dibenzylated chiral derivative of a bisisoquinoline macrocyclic alkaloid S,S-(+)-tetrandrine (DBT) has been studied by (1)H-NMR titrations in D(2)O. In contrast to other macrocyclic hosts like cyclodextrins and calixarenes, DBT shows highest affinity and large enantioselectivity (K(S)/K(R) >/=10) toward smaller N-acetylalanine and binds larger phenylalanine derivatives more weakly and non-selectively. With 1,2,3,4-tetrahydroisoquinoline-3-carboxylate, a rigid analog of phenylalanine, binding again becomes enantioselective with K(S)/K(R)= 3.8. The binding specificity of DBT is rationalized on the basis of molecular mechanics calculations. Topics: Acetylation; Alkaloids; Amino Acids; Anions; Benzyl Compounds; Benzylisoquinolines; Calixarenes; Cyclodextrins; Deuterium Oxide; Kinetics; Magnetic Resonance Spectroscopy; Models, Molecular; Molecular Structure; Phenols; Stereoisomerism | 2004 |