N-(4-nitro-2,1,3-benzoxadiazoyl-7-yl)-N-methyl-2-aminoacetohydrazide (NBD-CO-Hz) as a precolumn fluorescent derivatization reagent for carboxylic acids in high-performance liquid chromatography.
A new fluorescent reagent for carboxylic acids, N-(4-nitro-2,1,3-benzoxadiazoyl-7-yl)-N-methyl-2-aminoacetohydr azide (NBD-CO-Hz) was synthesized and its applicability as a precolumn derivatization reagent in high-performance liquid chromatography was examined. NBD-CO-Hz reacted with 2-arylpropionic acids (2-APAs), a group of non-steroidal antiinflammatory drugs (NSAIDs) in the presence of a condensing agent, 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC) and pyridine at room temperature for 2 h to give fluorescent adducts. The reaction solution was subjected to a reversed phase or a chiral stationary phase HPLC and the derivatives were detected fluorometrically at a wavelength of 530 nm with an excitation of 475 nm. The detection limits were in the fmol range on column.
Santa
T
T
Graduate School of Pharmaceutical Sciences, The University of Tokyo, Japan.
Takeda
A
A
Uchiyama
S
S
Fukushima
T
T
Homma
H
H
Suzuki
S
S
Yokosu
H
H
Lim
C K
CK
Imai
K
K
D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry*; D002264:Carboxylic Acids / Q000032:analysis*; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D005453:Fluorescence; D006834:Hydrazines / Q000138:chemical synthesis / Q000737:chemistry*; D010069:Oxadiazoles / Q000138:chemical synthesis / Q000737:chemistry*; D011422:Propionates / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry; D013237:Stereoisomerism
D000894:Anti-Inflammatory Agents, Non-Steroidal; D002264:Carboxylic Acids; D006834:Hydrazines; C118674:N-(4-nitro-2,1,3-benzoxadiazol-7-yl)-N-methyl-2-aminoacetohydrazide; D010069:Oxadiazoles; D011422:Propionates; D011725:Pyridines; C023666:pyridine