Chiral separation of homocysteine by derivatization with 4-aminosulfonyl-7-fluoro-2,1,3-benzoxadiazole followed by capillary electrophoresis using gamma-cyclodextrin.
Homocysteine was derivatized with 4-aminosulfonyl-7-fluoro-2,1,3-benzoxadiazole (ABD-F) to form an inclusion complex with cyclodextrin and to facilitate UV detection. ABD-homocysteine showed interaction with beta- and gamma-cyclodextrin in capillary electrophoresis at pH 2.25 as indicated by the decreased migration time. However, chiral separation of D,L-ABD-homocysteine was observed using gamma-CD only. Optimal separation was obtained at pH 2.25, 50 mM gamma-CD concentration, and 20 kV applied voltage. L-ABD-Homocysteine migrated faster than the D-isomer as demonstrated by a spiking experiment using dithiothreitol-reduced L-homocystine.
Kim
I J
IJ
School of Chemistry & Molecular Engineering, Seoul National University, South Korea.
Park
S J
SJ
Kim
H J
HJ
D002851:Chromatography, High Pressure Liquid / Q000379:methods; D003505:Cyclodextrins / Q000737:chemistry*; D019075:Electrophoresis, Capillary / Q000379:methods*; D005456:Fluorescent Dyes / Q000737:chemistry*; D006710:Homocysteine / Q000737:chemistry / Q000302:isolation & purification*; D006863:Hydrogen-Ion Concentration; D010069:Oxadiazoles / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism; D047408:gamma-Cyclodextrins
D003505:Cyclodextrins; D005456:Fluorescent Dyes; D010069:Oxadiazoles; D047408:gamma-Cyclodextrins; D006710:Homocysteine; C046364:4-(aminosulfonyl)-7-fluoro-2,1,3-benzoxadiazole; C023792:gamma-cyclodextrin