(S)-(-)-NBD-Pro-COCl [=(S)-(-)-4-Nitro-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole] [HPLC Labeling Reagent for e.e. Determination]

The compound 1 is an HPLC fluorescence labeling reagent for optical purity determination, which easily reacts with optical active alcohols or amines to form the corresponding esters or amides, respectively. The resultant esters or amides are stable and can reach the detector without any decomposition under reversed and normal phase HPLC. An excellent chromatogram can be obtained by fluorescence detection at the excitation and emission wavelengths of 470 nm and 540 nm, respectively. And the diastereomers derived from racemic alcohol or amine and 1 can be separated by HPLC (The separation factor α:2-hexanol and 1-phenylethylamine = 1.2 and 1.37, respectively). Since no racemization can occur with derivatization reaction, it is possible to change an elution order of the labeled diastereomeres by selecting the enantiomer [(R)-(+)-NBD-Pro-COCl] of 1. The detection limit for the alcohols is sub-picomol. A highly sensitive detection can be done by laser induced fluorescence detector.

Application example:¹⁾
Add 0.5 mL of 40 mM labeling reagent 1 / dry benzene solution, 0.5 mL of 1 mM alcholol (or amine) / dry benzene (containing 2% of pyridine) solution to a vessel. Close the cap of the reaction vessel and incubate the mixture at 80 °C for 1~2 h (50 °C for 1 h, in the case of amine). After cooling to room temperature, excess of 1 is removed by liquid-liquid extraction (e.g. washing with 5% NaHCO₃ solution) or solid phase extraction. Use the resultant as an HPLC sample solution.

TCI Products Pamphlet
HPLC Labeling Reagents ( PDF 10MB )