L-Cysteine (3-Nitrophenyl)methyl Ester Hydrochloride: A New Chiral Reagent in the Sugar Analysis

Title:L-Cysteine (3-Nitrophenyl)methyl Ester Hydrochloride: A New Chiral Reagent in the Sugar Analysis

Volume: 14 Issue: 2

Author(s): Simona De Marino, Carmen Festa, Maria Iorizzi and Franco Zollo

Affiliation:

Keywords: 2-polyhydroxyalkyl-thiazolidine-4(R)-carboxylic acids (3-nitrophenyl)methyl esters, enantioseparation, HPLC-UV, L-cysteine (3-nitrophenyl)methyl ester, monosaccharides.

Abstract: Background: Several GC and HPLC methods have been proposed for the separation of aldose enantiomers.

Method: We developed a general HPLC method for the discrimination of (D,L)-monosaccharide components from natural products. The reaction involves the preparation of L-cysteine (3-nitrophenyl) methyl ester hydrochloride, which reacts with aldoses leading to thiazolidine derivatives.

Results: Direct HPLC analysis with reversed-phase column and UV detection, discriminated enantiomeric D- and L-monosaccharides in a highly sensitive manner.

Conclusion: This method was applied for the determination of the absolute configurations of monosaccharides in the natural poliumoside B, a tetraglycoside obtained from Teucrium polium.

Cite this article as:

Marino De Simona, Festa Carmen, Iorizzi Maria and Zollo Franco, L-Cysteine (3-Nitrophenyl)methyl Ester Hydrochloride: A New Chiral Reagent in the Sugar Analysis, Letters in Organic Chemistry 2017; 14 (2) . https://dx.doi.org/10.2174/1570178614666170123122831

DOI https://dx.doi.org/10.2174/1570178614666170123122831	Print ISSN 1570-1786
Publisher Name Bentham Science Publisher	Online ISSN 1875-6255