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2,6-Dimethyl-4-quinolinecarboxylic Acid N-hydroxysuccinimide Ester: A Fluorogenic Hydrophilic Derivatizing Reagent for Liquid Chromatographic Analysis of Aliphatic Amines

Hong Wang, Xin Liu, Niu Zhang, Li-Wei Cao, Hua-Shan Zhang

J Sep Sci. 2006 Mar;29(5):635-40.

PMID: 16605081

Abstract:

The use of a fluorogenic, hydrophilic, and amine-reactive reagent, 2,6-dimethyl-4-quinolinecarboxylic acid N-hydroxysuccinimide ester (DMQC-OSu) has been investigated in the procolumn derivatization for the LC separation of aliphatic amines. In pH 8.0 aqueous medium, DMQC-OSu reacted with amines at 50 degrees C within 20 min to form highly fluorescent carboxamides and the excess reagent hydrolyzed to the corresponding carboxylic acid. The separation of representative amine derivatives with DMQC-OSu has been performed using a C18 column with the fluorescence detection at 326/409 nm. The detection limits reached nanomolar level. The proposed method has been applied to the analysis of real samples with recoveries of 94-108%. Compared with other succinimidyl esters used in the derivatization of amino compounds, DMQC-OSu and its hydrolysate had negligible fluorescence (phi(fl) = 0.09 and 0.02, respectively), which implied that small peaks appeared in chromatograms and slight interference was introduced to the determination.

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