6533b850fe1ef96bd12a859c

RESEARCH PRODUCT

Chiral recognition of protected amino acids by means of fluorescent binary complex pyrene/heptakis-(6-amino)-(6-deoxy)-β-cyclodextrin

Rosalia GiacaloneFrancesca D'annaMichelangelo GruttadauriaRenato NotoSerena RielaPaolo Lo Meo

subject

chemistry.chemical_classificationCyclodextrinStereochemistryOrganic ChemistryPhenylalanineSettore CHIM/06 - Chimica OrganicaBiochemistryAmino acidchemistry.chemical_compoundchemistryDrug DiscoveryMoleculePyreneTernary operationTernary complexaminoacid chiral recognition cyclodextrinHistidine

description

The ability of the binary complex pyrene (Py)/heptakis-(6-amino)-(6-deoxy)-β-cyclodextrin (am-β-CD) to act as a chiral selector was tested at two pH values (8.0 and 9.0). Phenylalanine (Phe), methionine (Met) and histidine (His) were used as chiral model molecules. The stability of ternary complexes Py/am-β-CD/amino acid was determined by means of spectrofluorimetric measurements. The data collected showed an increase in stability going from the binary to ternary complex and above all the possibility to use the binary complex as a chiral selector. Finally, data collected at two pH values showed that the binary complex is a better chiral selector when charged rather than in its neutral form.

yearjournalcountryeditionlanguage
2006-05-01Tetrahedron
https://doi.org/10.1016/j.tet.2006.02.069