Sulfated cyclodextrins for the chiral separations of catecholamines and related compounds in the reversed electrophoretic polarity mode.
The utility of negatively charged sulfated cyclodextrins (SCD) as chiral additives (CA) in capillary electrophoresis (CE) was studied in the chiral resolution of several compounds of pharmaceutical interest, including catecholamines such as norepinephrine, epinephrine, DOPA and their precursors, phenylalanine, and tyrosine. Experiments were conducted using 10 mM sodium phosphate monobasic solution and 2% SCD adjusted to pH 3.2 with phosphoric acid. Chiral recognition mechanisms were explored using structurally related analytes including basic, acidic, and neutral compounds as well as 3,5-dinitrobenzoyl phenylglycine, phenylalanine, and homophenylalanine. The advantage of the reversed electrophoretic polarity mode for the enantioresolution of these compounds is also discussed.
Gahm
K H
KH
Department of Chemistry, University of Hawaii at Manoa, Honolulu, USA.
Stalcup
A M
AM
D001665:Binding Sites; D002197:Capillary Action; D002395:Catecholamines / Q000737:chemistry* / Q000302:isolation & purification*; D003505:Cyclodextrins; D004295:Dihydroxyphenylalanine / Q000737:chemistry / Q000302:isolation & purification; D004586:Electrophoresis; D004837:Epinephrine / Q000737:chemistry / Q000302:isolation & purification; D007202:Indicators and Reagents; D007700:Kinetics; D008956:Models, Chemical; D009638:Norepinephrine / Q000737:chemistry / Q000302:isolation & purification; D010649:Phenylalanine / Q000737:chemistry / Q000302:isolation & purification; D013237:Stereoisomerism; D013464:Sulfuric Acids; D014443:Tyrosine / Q000737:chemistry / Q000302:isolation & purification
D002395:Catecholamines; D003505:Cyclodextrins; D007202:Indicators and Reagents; D013464:Sulfuric Acids; D014443:Tyrosine; D010649:Phenylalanine; D004295:Dihydroxyphenylalanine; D009638:Norepinephrine; D004837:Epinephrine