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Design and synthesis of a hydrophilic fluorescent derivatization reagent for carboxylic acids, 4-N-(4-N-aminoethyl)piperazino-7-nitro-2,1,3-benzoxadiazole (NBD-PZ-NH2), and its application to capillary electrophoresis with laser-induced fluorescence detection.
Biomed Chromatogr. 2002 Dec; 16(8):523-8.BC

Abstract

A hydrophilic fluorescent derivatization reagent for fatty acids, 4-N-(4-N-aminoethyl)piperazino-7-nitro-2,1,3-benzoxadiazole (NBD-PZ-NH(2)), was designed and synthesized. NBD-PZ-NH(2) possesses not only a fluorophore and a reacting group but also a positive charge group and, thus, was hydrophilic and suitable for application to capillary electrophoresis. NBD-PZ-NH(2) reacted with fatty acids in the presence of triphenylphosphine (TPP) and 2,2'-dipyridyl disulfide (DPDS) at room temperature within 10 min. The derivatives were strongly fluoresced and were positively charged at pH below 3. The derivatives of C4-C20 fatty acids were separated within 10 min in 50% acetonitrile in water containing 30 mM ammonium acetate and 1.0 M acetic acid by capillary electrophoresis with laser-induced fluorescence (CE-LIF) detection. The detection limits attained were 6.5 nM (signal-to-noise ratio of 3). It is proposed that NBD-PZ-NH(2) is a prominent derivatization reagent for fatty acids which is suitable for CE-LIF application.

Authors+Show Affiliations

Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Japan. santa@mol.f.u-tokyo.ac.jpNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

12474216

Citation

Santa, Tomofumi, et al. "Design and Synthesis of a Hydrophilic Fluorescent Derivatization Reagent for Carboxylic Acids, 4-N-(4-N-aminoethyl)piperazino-7-nitro-2,1,3-benzoxadiazole (NBD-PZ-NH2), and Its Application to Capillary Electrophoresis With Laser-induced Fluorescence Detection." Biomedical Chromatography : BMC, vol. 16, no. 8, 2002, pp. 523-8.
Santa T, Matsumura D, Huang C, et al. Design and synthesis of a hydrophilic fluorescent derivatization reagent for carboxylic acids, 4-N-(4-N-aminoethyl)piperazino-7-nitro-2,1,3-benzoxadiazole (NBD-PZ-NH2), and its application to capillary electrophoresis with laser-induced fluorescence detection. Biomed Chromatogr. 2002;16(8):523-8.
Santa, T., Matsumura, D., Huang, C., Kitada, C., & Imai, K. (2002). Design and synthesis of a hydrophilic fluorescent derivatization reagent for carboxylic acids, 4-N-(4-N-aminoethyl)piperazino-7-nitro-2,1,3-benzoxadiazole (NBD-PZ-NH2), and its application to capillary electrophoresis with laser-induced fluorescence detection. Biomedical Chromatography : BMC, 16(8), 523-8.
Santa T, et al. Design and Synthesis of a Hydrophilic Fluorescent Derivatization Reagent for Carboxylic Acids, 4-N-(4-N-aminoethyl)piperazino-7-nitro-2,1,3-benzoxadiazole (NBD-PZ-NH2), and Its Application to Capillary Electrophoresis With Laser-induced Fluorescence Detection. Biomed Chromatogr. 2002;16(8):523-8. PubMed PMID: 12474216.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Design and synthesis of a hydrophilic fluorescent derivatization reagent for carboxylic acids, 4-N-(4-N-aminoethyl)piperazino-7-nitro-2,1,3-benzoxadiazole (NBD-PZ-NH2), and its application to capillary electrophoresis with laser-induced fluorescence detection. AU - Santa,Tomofumi, AU - Matsumura,Daisuke, AU - Huang,ChengZhi, AU - Kitada,Chieko, AU - Imai,Kazuhiro, PY - 2002/12/11/pubmed PY - 2003/4/18/medline PY - 2002/12/11/entrez SP - 523 EP - 8 JF - Biomedical chromatography : BMC JO - Biomed Chromatogr VL - 16 IS - 8 N2 - A hydrophilic fluorescent derivatization reagent for fatty acids, 4-N-(4-N-aminoethyl)piperazino-7-nitro-2,1,3-benzoxadiazole (NBD-PZ-NH(2)), was designed and synthesized. NBD-PZ-NH(2) possesses not only a fluorophore and a reacting group but also a positive charge group and, thus, was hydrophilic and suitable for application to capillary electrophoresis. NBD-PZ-NH(2) reacted with fatty acids in the presence of triphenylphosphine (TPP) and 2,2'-dipyridyl disulfide (DPDS) at room temperature within 10 min. The derivatives were strongly fluoresced and were positively charged at pH below 3. The derivatives of C4-C20 fatty acids were separated within 10 min in 50% acetonitrile in water containing 30 mM ammonium acetate and 1.0 M acetic acid by capillary electrophoresis with laser-induced fluorescence (CE-LIF) detection. The detection limits attained were 6.5 nM (signal-to-noise ratio of 3). It is proposed that NBD-PZ-NH(2) is a prominent derivatization reagent for fatty acids which is suitable for CE-LIF application. SN - 0269-3879 UR - https://www.unboundmedicine.com/medline/citation/12474216/Design_and_synthesis_of_a_hydrophilic_fluorescent_derivatization_reagent_for_carboxylic_acids_4_N__4_N_aminoethyl_piperazino_7_nitro_213_benzoxadiazole__NBD_PZ_NH2__and_its_application_to_capillary_electrophoresis_with_laser_induced_fluorescence_detection_ DB - PRIME DP - Unbound Medicine ER -