[11C]Ethanenitronate was synthesized by the displacement of iodide from [l1C]ethyl iodide by nitrite. In a typical reaction 100pCi of [11C]ethyl
iodide (Amersham Corp., 57 mCi/mmol) was equilibrated with 250 pmol of unlabeled ethyl iodide for 2 h at room temperature and for 16 h at -10 'C.
Subsequently, the reaction was initiated by addition of 1 ml of dimethyl sulfoxide containing 2 mmol of NaNO2. The reaction was terminated after 1 h
by addition of 25 ml of 1 mM KOH. Prior to adsorption of the product onto a column of AG 1-X8 (hydroxide form) the pH of the solution was adjusted to
11.5 with 1 M KOH. Nitrite and nitrite esters were eluted from the column with 50 ml of 5% dimethyl sulfoxide. The column was rinsed with 50 ml of
deionized H20, after which the product was eluted with 0.1 M KOH. Fractions which contained ethanenitronate (as estimated by A240 measurements) were
pooled, and the pH was adjusted to 5.5 with solid monobasic potassium phosphate. Nitroethane was extracted from this solution (20 ml) with two 1.5-ml
aliquots of methylene chloride. The methylene chloride extracts were pooled, and the ethanenitronate was extracted into 1 ml of 0.2 M KOH. Finally,
the pH of the ethanenitronate solution was adjusted to 11 with 1 M HCl. The final product was an 87 mM solution of ethanenitronate (35% yield)
Taken from the attached paper (Porter & Bright, Ethanenitronate Is a Peroxide-dependent Suicide Substrate
for Catalase*, Journal of Biological Chemistry (1987) 262(20), 9608-9614), page 2/7 (first column, about 1/4 to about halfway down the page)
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