Citation: CHE Fenfang, LU Yanzhen, XI Xingjun, LAN Tao, WEI Yun. Identification of the impurity in auramine O by high performance liquid chromatography-ion trap-time of flight mass spectrometry and preparation of the auramine O reference standard by preparative high performance liquid chromatography[J]. Chinese Journal of Chromatography, ;2019, 37(3): 299-304. doi: 10.3724/SP.J.1123.2018.10025 shu

Identification of the impurity in auramine O by high performance liquid chromatography-ion trap-time of flight mass spectrometry and preparation of the auramine O reference standard by preparative high performance liquid chromatography

CHE Fenfang ^1, ,
LU Yanzhen ¹ ,
XI Xingjun ² ,
LAN Tao ² ,
WEI Yun ¹

1.
State Key Laboratory of Chemical Resource Engineering, Beijing University of Chemical Technology, Beijing 100029, China;
2.
China National Institute of Standardization, Beijing 100191, China

Received Date: 19 October 2018

Fund Project: National Key Research and Development Program of China (No. 2017YFF0207800) SINOPEC Research and Development Program (No. 217015-6). National Natural Science Foundation of China (Nos. 81671411, 21075007)

A novel and effective method was established for the qualitative analysis of impurities in auramine O samples of illegal food additives using high performance liquid chromatography-ion trap-time of flight mass spectrometry (HPLC-IT-TOF-MS). An impurity was identified in the auramine O sample using the optimized HPLC-IT-TOF-MS method. According to the exact mass of each fragment ion measured by multistage MS, the structure of the impurity was determined to be that of 4-(imino (4-(methylamino) phenyl) methyl)-N,N-dimethylaniline hydrochloride. The synthetic route of the auramine O and the source of the identified impurity were proposed. Simultaneously, a preparative high performance liquid chromatography (prep-HPLC) technique was successfully applied for the purification of the auramine O from complex samples. Prep-HPLC columns with particle sizes of 10 μm and 5 μm were used for the separation and purification with injection volumes of 1 mL and 500 μL, respectively. Finally an auramine O reference standard with 99.52% purity was obtained by secondarily purification and determined by the analytical HPLC area normalization method. Deducting the 0.34% moisture content and 0.13% ash content, the final purity of the sample was 99.05%, as determined by mass balance method. The chemical structure was examined using UV, IR, LC-MS, and NMR. The developed method is simple and efficient, and can be applied for the preparation of reference standard materials for other illegal food additives.
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