Enantioselective chromenone benzoxazole receptor for glutamic acid and its derivatives.
Combination of a binaphthyl unit with chromenone benzoxazole fragments provided a chiral receptor that is enantioselective for glutamic acid and its derivatives. The receptor racemic mixture was resolved by TLCs impregnated with (R,R)-thiodilactic acid. High association constants were measured for dansylglutamic acid, using a fluorescent method. This receptor can be used for the resolution of the tosylglutamic acid racemic mixture.
Hernández
José V
JV
Departamento de Química Orgánica, Plaza de los Caídos 1-5, Universidad de Salamanca, Salamanca, E-37008, Spain. romoran@usal.es
Oliva
Ana I
AI
Simón
Luis
L
Muñiz
Francisco M
FM
Mateos
A Alonso
AA
Morán
Joaquín R
JR
D001583:Benzoxazoles / Q000737:chemistry*; D003619:Dansyl Compounds / Q000737:chemistry; D005971:Glutamates / Q000737:chemistry; D018698:Glutamic Acid / Q000031:analogs & derivatives*; D008958:Models, Molecular; D018716:Molecular Mimicry; D015394:Molecular Structure; D017470:Receptors, Glutamate / Q000737:chemistry*; D013237:Stereoisomerism
D001583:Benzoxazoles; D003619:Dansyl Compounds; D005971:Glutamates; D017470:Receptors, Glutamate; D018698:Glutamic Acid; C018257:dansylglutamic acid