Santa T, Luo J, Lim C K, Imai K
Faculty of Pharmaceutical Sciences, University of Tokyo, Japan.
Biomed Chromatogr. 1998 Mar-Apr;12(2):73-7. doi: 10.1002/(SICI)1099-0801(199803/04)12:2<73::AID-BMC725>3.0.CO;2-B.
The enantiomneric separation and the detection of 2-arylpropionic acids after derivatization with the fluorescent reagents with a benzofurazan structure, (S)-(+)-4-(N,N- dimethylaminosulphonyl)-7-(3-aminopyrrolidin-1-yl)-2,1,3-ben zoxadiazole ((S)-DBD-Apy), (R)-(-)-4-nitro-7-(3-aminopyrrolidin-1-yl)-2,1,3- benzoxadiazole ((R)-NBD-Apy), 4-N,N-dimethylaminosulphonyl-7-piperazino-2,1,3-benzoxadi zole (DBD-PZ) and N-hydrazinoformylmethyl-N-methylamino-4,4- N,N-dimethylaminosulphonyl-2,1,3-benzoxadiazole (DBD-CO-Hz) by high-performance liquid chromatography (HPLC) and electrospray ionization mass spectrometry (ESI-MS) were examined. The diastereomeric derivatization with (S)-DBD-Apy or (R)-NBD-Apy and the separation on the reversed phase column afforded the high sensitivity. The separation on chiral stationary phase after non-chiral derivatization with DBD-PZ or DBD-CO-Hz provided less sensitivity. The signal-to-noise ratio of (S)-DBD-Apy-(S)-ketoprofen of 200:1 was observed for 12.5 picomole (pmol) injection and selected ion monitoring (SIM) of the quasi-molecular ion after splitting 1:7 before entering into the electrospray ion sources. As a result, the usefulness of these reagents for MS detection has been demonstrated.
研究了2-芳基丙酸与具有苯并呋喃结构的荧光试剂（S）-（+）-4-（N，N-二甲基氨基磺酰基）-7-（3-氨基吡咯烷-1-基）-2,1,3-苯并恶二唑（（S）-DBD-Apy）、（R）-（-）-4-硝基-7-（3-氨基吡咯烷-1-基）-2,1,3-苯并恶二唑（（R）-NBD-Apy）、4-N，N-二甲基氨基磺酰基-7-哌嗪基-2,1,3-苯并恶二唑（DBD-PZ）和N-肼基甲酰甲基-N-甲基氨基-4,4-N，N-二甲基氨基磺酰基-2,1,3-苯并恶二唑（DBD-CO-Hz）进行衍生化后，通过高效液相色谱（HPLC）和电喷雾电离质谱（ESI-MS）进行对映体分离和检测。用（S）-DBD-Apy或（R）-NBD-Apy进行非对映体衍生化并在反相柱上分离可提供高灵敏度。用DBD-PZ或DBD-CO-Hz进行非手性衍生化后在手性固定相上分离灵敏度较低。对于注入12.5皮摩尔（pmol）并在进入电喷雾离子源前按1:7拆分后对准分子离子进行选择离子监测（SIM），观察到（S）-DBD-Apy-（S）-酮洛芬的信噪比为200:1。结果表明了这些试剂用于质谱检测的有效性。
