2011
DOI: 10.1002/bmc.1689
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Validated high‐performance liquid chromatographic enantioseparation of selenomethionine using isothiocyanate based chiral derivatizing reagents

Abstract: A high-performance liquid chromatographic (HPLC) method for enantioseparation of selenomethionine (SeMet) was developed using two isothiocyanate-based chiral derivatizing reagents [(R)-methyl benzyl isothiocyanate (MBIC) and (S)-1-(1-naphthyl) ethyl isothiocyanate (NEIC)] and UV detection. Diastereomers of selenomethionine were synthesized either via stirring (using MBIC) or by microwave irradiation (using NEIC). Derivatization conditions were optimized and the synthesized diastereomers were successfully resol… Show more

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Cited by 16 publications
(19 citation statements)
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“…In continuation to our work on enantioseparation of SeMet (Bhushan and Dubey, , ) and taking into account the literature cited therein, there was observed a need to develop certain new CDRs with improved separation efficiencies. CC and its 6‐butoxy derivative were chosen as a platform in which optically pure amines, ( R )‐(+)‐naphthylethyl amine [( R )‐(+)‐NEA] and ( S )‐(+)‐1‐benzyl‐3‐aminopyrrolidine [( S )‐(+)‐BAP] (Fig.…”
Section: Introductionmentioning
confidence: 70%
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“…In continuation to our work on enantioseparation of SeMet (Bhushan and Dubey, , ) and taking into account the literature cited therein, there was observed a need to develop certain new CDRs with improved separation efficiencies. CC and its 6‐butoxy derivative were chosen as a platform in which optically pure amines, ( R )‐(+)‐naphthylethyl amine [( R )‐(+)‐NEA] and ( S )‐(+)‐1‐benzyl‐3‐aminopyrrolidine [( S )‐(+)‐BAP] (Fig.…”
Section: Introductionmentioning
confidence: 70%
“…The CDRs so developed have advantages as they require mild derivatization conditions, and provide excellent stability of diastereomers and enhanced resolution in comparison to other CDRs. The application of these reagents provided lower LOD in comparison to CC‐based (Bhushan and Dubey, ) and isothiocyanate‐based CDRs (Bhushan and Dubey, ). The method was also found to be successful for separation of mixture of diastereomers of dl ‐SeMet and dl ‐Met.…”
Section: Resultsmentioning
confidence: 99%
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“…b] and ( S )‐1‐(1‐naphthyl) ethyl isothiocyanate, [( S )‐NEIT, Fig. c] have been successful for enantioseparation of various amino groups containing chiral compounds (Nimura et al ., ; Ilisz et al ., ; Toyo'oka, ; Gal et al ., ; Gal and Sedman, ; Bhushan and Dubey, ).…”
Section: Introductionmentioning
confidence: 99%