Using our optical resolution labeling agent L-FDVDA and the Cosmosil 3C18-AR-II column and Cosmosil 3PBr column, we have established a method to separate and identify 43 distinct amino acids, comprised of 22 types of DL-amino acids, including the stereoisomers of threonine (Thr) and isoleucine (Ile). This method can be used for peptide sequence analysis. The paper was published in the Chemical and Pharmaceutical Bulletin. This research is a collaborative result with Professor Hideaki Kakeya and others from the Graduate School of Pharmaceutical Sciences, Kyoto University.

Paper title:

Separation and Identification of Isoleucine Enantiomers and Diastereomers Using an Original Chiral Resolution Labeling Reagent

Authors:

Makoto Ozaki¹, Motoshi Shimotsuma¹, Takefumi Kuranaga², Hideaki Kakeya², Tsunehisa Hirose¹

Affiliations:

1: Separation and Purification Group, Research Dept., Nacalai Tesque, Inc.
2: Department of System Chemotherapy and Molecular Sciences, Division of Medicinal Frontier Sciences, Graduate School of Pharmaceutical Sciences, Kyoto University

Journal:

Chemical and Pharmaceutical Bulletin. 2023, 71, p. 824-831.
DOI: https://doi.org/10.1248/cpb.c23-00439 (open access)

Summary:

In this paper, we demonstrate a method to separate and identify the stereoisomers of Ile (DL-form and DL-allo-form), which are difficult to separate using existing chiral labeling agents and chiral columns, using a novel optical labeling agent L-FDVDA and COSMOSIL PBr column (Fig. 1). Furthermore, using the established analytical method, we precisely identified the amino acids in peptides containing stereoisomers of Thr and Ile (Table 1 and Fig. 2).

Fig. 1 Summary of this research

Table 1 Partial sequences of ShK toxin containing stereoisomers of Thr and Ile

Fig. 2 Analysis results of each sample labeled with L-FDVDA

Product information:

>> Optical labeling reagent L-FDVDA