Indirect resolution of enantiomers of penicillamine by TLC and HPLC using Marfey's reagent and its variants

• DOI: 10.1002/bmc.854
• Publication Date: 2007-05-26T23:47:31Z
• Authors: R. Bhushan; H. Brückner; Virender Kumar
• Keywords: Penicillamine; Triethylamine; Trifluoroacetic acid; Repeatability; Diastereomer

Abstract TLC and HPLC methods were developed for indirect chiral separation of penicillamine (3,3‐dimethylcysteine) enantiomers after derivatization with Marfey's reagent (FDNP‐Ala‐NH 2 ) two its structural variants, FDNP‐Phe‐NH FDNP‐Val‐NH . The binary mobile phase phenol–water (3:1 v/v) solvent combinations acetonitrile triethylamine phosphate buffer found to give the best in normal reversed‐phase TLC, respectively. diastereomers also resolved on a C18 column gradient elution 0.01 m trifluoroacetic acid. results due these three reagents compared. method was successful checking enantiomeric impurity l ‐penicillamine d‐ check purity pharmaceutical formulations penicillamine. validated linearity, repeatability, limit detection quantification. Copyright © 2007 John Wiley & Sons, Ltd.