Determination of L-tryptophan and L-kynurenine derivatized with (R)-4-(3-isothiocyanatopyrrolidin-1-yl)-7-(N,N-dimethylaminosulfonyl)- 2,1,3-benzoxadiazole by LC-MS/MS on a triazole-bonded column and their quantification in human serum

Biomedical Chromatography : BMC
Shuuhei TakahashiTakeshi Fukushima

Abstract

The concentrations of L-tryptophan (Trp) and the metabolite L-kynurenine (KYN) can be used to evaluate the in-vivo activity of indole-2,3-dioxygenase (IDO) and tryptophan 2,3-dioxygenase (TDO). As such, a novel method involving derivatization of L-Trp and L-KYN with (R)-4-(3-isothiocyanatopyrrolidin-1-yl)-7-(N,N-dimethylaminosulfonyl)-2,1,3-benzoxadiazole (DBD-PyNCS) and separation by high-performance liquid chromatography (HPLC) with tandem mass spectrometric (MS/MS) detection on a triazole-bonded column (Cosmosil HILIC(®) ) was developed to determine their concentrations. The optimised mobile phase, CH3 CN/10 mM ammonium formate in H2 O (pH 5.0) (90/10, v/v) eluted isocratically, resulted in satisfactory separation and MS/MS detection of the analytes. The detection limits of L-Trp and L-KYN were approximately 50 and 4.0 pM, respectively. The column temperature affected the retention behaviour of the Trp and KYN derivatives, with increased column temperatures leading to increased capacity factors; positive enthalpy changes were revealed by van't Hoff plot analyses. Using the proposed LC-MS/MS method, L-Trp and L-KYN were successfully determined in 10 μL human serum using 1-methyl-L-Trp as an internal standard. The precision an...Continue Reading

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