(2-Naphthoxy)acetyl chloride, a simple fluorescent reagent.
In continuing the search for fluorescent reagents for analytical derivatization in chromatography, we found a simple chemical, (2-naphthoxy)acetyl chloride, with potential fluorophore/chromophore characteristics for the highly sensitive detection of analytes with an amino function. The reagent has an auxochrome (a substituted alkoxy moiety) attached to the fluorophoric/chromophoric naphthalene system, resulting in favorable spectrophotometric properties. The reagent can be easily prepared from (2-naphthoxy)acetic acid and has been used in organic synthesis; it is initially introduced as a fluorescent reagent to derivatise amantadine and memantine (amino pharmaceuticals) as model analytes. The resulting naphthoxy derivatives of the drugs can be analyzed at sub-microM levels by HPLC with fluorimetric detection (excitation wavelength 227 nm, emission wavelength 348 nm). Application of the reagent to the fluorimetric derivatization of important biological amines for sensitive detection can be expected.
Duh
Tsai-Hui
TH
School of Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan.
Wu
Hsin-Lung
HL
Kou
Hwang-Shang
HS
Lu
Chi-Yu
CY
D002138:Calibration; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D005456:Fluorescent Dyes / Q000737:chemistry*; D006016:Glycolates / Q000737:chemistry*; D015203:Reproducibility of Results; D013050:Spectrometry, Fluorescence
D005456:Fluorescent Dyes; D006016:Glycolates; C008586:2-naphthoxyacetic acid