A chiral A2 B2 macrocyclic minireceptor with extreme enantioselectivity.
We describe a novel macrocyclic minireceptor that is assembled from a chiral 1,2-diamine and 5-allyloxyisophthalic acid. After immobilization on HPLC silica, the chiral macrocycle preferentially binds the L-enantiomers of simple amino acid derivatives, with enantioselectivities values up to 3.0 kcal/mol. [structure: see text]
Gasparrini
Francesco
F
Dipartimento di Studi di Chimica e Tecnologia, Sostanze Biologicamente Attive Università degli Studi La Sapienza, P.le A. Moro 5, 00185 Rome, Italy.
Misiti
Domenico
D
Pierini
Marco
M
Villani
Claudio
C
D008958:Models, Molecular; D008968:Molecular Conformation; D011955:Receptors, Drug / Q000737:chemistry* / Q000378:metabolism; D013237:Stereoisomerism; D013379:Substrate Specificity
D011955:Receptors, Drug