5-Dimethylaminonaphthalene-1-sulfonyl Azide によるオレフィン類の蛍光ラベル化反応

抄録

5-Dimethylaminonaphthalene-1-sulfonyl azide (II) was synthesized as a labeling reagent for activated olefins (norbornenes, dihydropyrans and enamines) for use in high-performance liquid chromatography (HPLC) with fluorescence detection. Treatment of 5-dimethylaminonaphthalene-1-sulfonyl chloride (I) with sodium azide gave II in a 81% yield. These olefins were labeled with II in organic solvents such as toluene, acetonitrile and methanol, and chromatographed on a reversed-phase HPLC column (mobile phase : methanol-water and acetonitrile-water) with fluorescence detector. The detection limits of test samples, N-octyl-5-norbornene-2, 3-dicarboximide, 3, 4-dihydro-2-ethoxy-2H-pyran and 1-pyrrolidino-1-cyclohexene, were 80 pg, 1 ng, 80 pg/10 μl on labeling with II, respectively.