TY - JOUR
T1 - Analytical and preparative enantioseparation of dl-penicillamine and dl-cysteine by high-performance liquid chromatography on α-acid glycoprotein and β-cyclodextrin columns using ninhydrin as a reversible tagging reagent
AU - Bhushan, Ravi
AU - Kumar, Rajender
PY - 2009/4/10
Y1 - 2009/4/10
N2 - Two sulfur-containing amino acids, dl-cysteine (Cys) and dl-penicillamine (PenA), were condensed with ninhydrin to form their spirothiazolidine derivatives. These were separated by HPLC using α-acid glycoprotein (AGP) and β-cyclodextrin (β-CD) columns. The resolution conditions were optimized and the results were compared. Since the method provided resolution greater than 2 it was also applied to preparative separation. After separation, each of them was detagged using Zn dust and 10% aqueous trifluoroacetic acid. For analytical purposes dinitrophenyl (DNP) derivatives of dl-Cys and dl-PenA were also prepared and were resolved on both the columns. The detection was carried out using photodiode array detection system at 231 nm. The limits of detection were found to be 0.01% and 0.004% for spirothiazolidine carboxylic acid and DNP derivatives, respectively.
AB - Two sulfur-containing amino acids, dl-cysteine (Cys) and dl-penicillamine (PenA), were condensed with ninhydrin to form their spirothiazolidine derivatives. These were separated by HPLC using α-acid glycoprotein (AGP) and β-cyclodextrin (β-CD) columns. The resolution conditions were optimized and the results were compared. Since the method provided resolution greater than 2 it was also applied to preparative separation. After separation, each of them was detagged using Zn dust and 10% aqueous trifluoroacetic acid. For analytical purposes dinitrophenyl (DNP) derivatives of dl-Cys and dl-PenA were also prepared and were resolved on both the columns. The detection was carried out using photodiode array detection system at 231 nm. The limits of detection were found to be 0.01% and 0.004% for spirothiazolidine carboxylic acid and DNP derivatives, respectively.
KW - Detagging
KW - Enantiomeric resolution
KW - HPLC
KW - Ninhydrin derivatives
KW - Preparative separation
KW - Sulfur-containing amino acids
UR - http://www.scopus.com/inward/record.url?scp=62249122447&partnerID=8YFLogxK
U2 - 10.1016/j.chroma.2009.02.015
DO - 10.1016/j.chroma.2009.02.015
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C2 - 19246042
AN - SCOPUS:62249122447
SN - 0021-9673
VL - 1216
SP - 3413
EP - 3417
JO - Journal of Chromatography A
JF - Journal of Chromatography A
IS - 15
ER -