Synthesis, chemiluminescence, and application of 2,4-disubstituted phenyl 10-methyl-10λ4-acridine-9-carboxylates

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Abstract

2,4-Disubstituted phenyl 10-methyl-10λ4-acridine-9-carboxylate derivatives were synthesized and the chemiluminescence of each was measured at pH 6–9. The introduction of electron-withdrawing groups at 2,4-positions in the phenyl moiety intensified chemiluminescence. 2,4-(Dimethoxycarbonyl)phenyl 10-methyl-10λ4-acridine-9-carboxylate trifluoromethanesulfonate salt produced long-lasting chemiluminescence emission, showed maximum chemiluminescence intensities at pH 8 and was used in simple chemiluminescence assays of hydrogen peroxide and choline under neutral conditions. The linear calibration range and detection limit of choline at pH 8 were 0.1–1000 μM and 0.01 μM, respectively.

Original languageEnglish
Article number107628
JournalDyes and Pigments
Volume170
DOIs
Publication statusPublished - Nov 1 2019

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Acridines
Chemiluminescence
Choline
Hydrogen peroxide
Hydrogen Peroxide
Assays
Salts
Calibration
Derivatives
Electrons

All Science Journal Classification (ASJC) codes

  • Chemical Engineering(all)
  • Process Chemistry and Technology

Cite this

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title = "Synthesis, chemiluminescence, and application of 2,4-disubstituted phenyl 10-methyl-10λ4-acridine-9-carboxylates",
abstract = "2,4-Disubstituted phenyl 10-methyl-10λ4-acridine-9-carboxylate derivatives were synthesized and the chemiluminescence of each was measured at pH 6–9. The introduction of electron-withdrawing groups at 2,4-positions in the phenyl moiety intensified chemiluminescence. 2,4-(Dimethoxycarbonyl)phenyl 10-methyl-10λ4-acridine-9-carboxylate trifluoromethanesulfonate salt produced long-lasting chemiluminescence emission, showed maximum chemiluminescence intensities at pH 8 and was used in simple chemiluminescence assays of hydrogen peroxide and choline under neutral conditions. The linear calibration range and detection limit of choline at pH 8 were 0.1–1000 μM and 0.01 μM, respectively.",
author = "Manabu Nakazono and Shinkoh Nanbu and Takeyuki Akita and Kenji Hamase",
year = "2019",
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language = "English",
volume = "170",
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T1 - Synthesis, chemiluminescence, and application of 2,4-disubstituted phenyl 10-methyl-10λ4-acridine-9-carboxylates

AU - Nakazono, Manabu

AU - Nanbu, Shinkoh

AU - Akita, Takeyuki

AU - Hamase, Kenji

PY - 2019/11/1

Y1 - 2019/11/1

N2 - 2,4-Disubstituted phenyl 10-methyl-10λ4-acridine-9-carboxylate derivatives were synthesized and the chemiluminescence of each was measured at pH 6–9. The introduction of electron-withdrawing groups at 2,4-positions in the phenyl moiety intensified chemiluminescence. 2,4-(Dimethoxycarbonyl)phenyl 10-methyl-10λ4-acridine-9-carboxylate trifluoromethanesulfonate salt produced long-lasting chemiluminescence emission, showed maximum chemiluminescence intensities at pH 8 and was used in simple chemiluminescence assays of hydrogen peroxide and choline under neutral conditions. The linear calibration range and detection limit of choline at pH 8 were 0.1–1000 μM and 0.01 μM, respectively.

AB - 2,4-Disubstituted phenyl 10-methyl-10λ4-acridine-9-carboxylate derivatives were synthesized and the chemiluminescence of each was measured at pH 6–9. The introduction of electron-withdrawing groups at 2,4-positions in the phenyl moiety intensified chemiluminescence. 2,4-(Dimethoxycarbonyl)phenyl 10-methyl-10λ4-acridine-9-carboxylate trifluoromethanesulfonate salt produced long-lasting chemiluminescence emission, showed maximum chemiluminescence intensities at pH 8 and was used in simple chemiluminescence assays of hydrogen peroxide and choline under neutral conditions. The linear calibration range and detection limit of choline at pH 8 were 0.1–1000 μM and 0.01 μM, respectively.

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