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Chiral Separations pp 233–248Cite as

Chiral Benzofurazan-Derived Derivatization Reagents for Indirect Enantioseparations by HPLC

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Part of the book series: Methods in Molecular Biology ((MIMB,volume 970))

Abstract

The separation of enantiomers of biologically important molecules, such as chiral pharmaceuticals and amino acids, is an important issue because a significant difference in the activity of the enantiomers is usually observed in biological systems. Chiral separations can be carried out by so-called direct methods or by indirect methods following derivatization with a chiral reagent. Many such chiral labeling reagents have been developed for various functional groups, such as amino groups, carboxyl groups, thiols, and hydroxyl groups. This chapter describes methodologies for the indirect HPLC determination of chiral molecules, based upon diastereomer formation. The derivatization, separation, and detection procedures with the chiral benzofurazan-bearing reagents, i.e., 4-(3-aminopyrrolidin-1-yl)-7-(N,N-dimethylaminosulfonyl)-2,1,3-benzoxadiazole (DBD-APy) and 4-(3-isothiocyanatopyrrolidin-1-yl)-7-(N,N-dimethylaminosulfonyl)-2,1,3-benzoxadiazole (DBD-PyNCS), are described as representative examples.

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Author information

Authors and Affiliations

  1. Graduate School of Pharmaceutical Sciences, University of Shizuoka, Shizuoka, Japan

    Toshimasa Toyo’oka

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  1. Toshimasa Toyo’oka
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Correspondence to Toshimasa Toyo’oka .

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Editors and Affiliations

  1. , Department of Pharmaceutical Chemistry, Friedrich-Schiller-University Jena, Philosophenweg 14, Jena, 07743, Germany

    Gerhard K. E. Scriba

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Toyo’oka, T. (2013). Chiral Benzofurazan-Derived Derivatization Reagents for Indirect Enantioseparations by HPLC. In: Scriba, G. (eds) Chiral Separations. Methods in Molecular Biology, vol 970. Humana Press, Totowa, NJ. https://doi.org/10.1007/978-1-62703-263-6_14

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  • DOI: https://doi.org/10.1007/978-1-62703-263-6_14

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  • Publisher Name: Humana Press, Totowa, NJ

  • Print ISBN: 978-1-62703-262-9

  • Online ISBN: 978-1-62703-263-6

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