(R)-(-)-NBD-APy [=(R)-(-)-4-Nitro-7-(3-aminopyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination]

The compound 1 is an optically active HPLC fluorescence labeling reagent, which has a 2,1,3-benzoxadiazole skeleton and an amino group, and is used for optical purity determination of carboxylic acids. Labeling of racemic carboxylic acids can be done by using a mild condition such as the Mukaiyama-Corey method, and produces diastereomers without inducing racemization. These diastereomers can be separated by reversed phase HPLC, and an excellent chromatogram can be obtained by fluorescence detection at the excitation and emission wavelengths of 470 nm and 540 nm, respectively. Since their excitation and fluorescence wavelengths are at longer wavelengths, detection has less interference by contaminants. A highly sensitive detection can be done by using laser induced fluorescence detector.

Application example:²⁾
Add 0.1 mL of 10 mM labeling reagent 1 / acetonitrile solution, 0.25 mL of 2 µM carboxylic acid / acetonitrile solution, and 0.15 mL of 10 mM 2,2’-dipyridyl disulfide-triphenylphosphine / acetonitrile solution to a vessel, and react the mixture at room temperature for 4 h. Use the resultant as an HPLC sample solution.
For example, the detection limit (S/N=2) for naproxen is 15 fmol.

TCI Products Pamphlet
HPLC Labeling Reagents ( PDF 10MB )