一种氟化脂肪酸dl-赤藓糖-9,10-[18F]二氟棕榈酸的合成及其在大鼠体内的生物分布研究。

Synthesis of a fluorinated fatty acid, dl-erythro-9,10-[18F]difluoropalmitic acid, and biodistribution studies in rats.

作者信息

Schmall B, Finn R D, Rapoport S I, Noronha J G, DeGeorge J J, Kiesewetter D O, Simpson N R, Larson S M

机构信息

Department of Nuclear Medicine, Warren G. Magnuson Clinical Center, NIA, National Institutes of Health, Bethesda, MD 20892.

出版信息

Int J Rad Appl Instrum B. 1990;17(8):805-9. doi: 10.1016/0883-2897(90)90029-z.

DOI:10.1016/0883-2897(90)90029-z

PMID:2079427

Abstract

9,10-Difluoropalmitic acid (DFPA) labeled with the cyclotron produced, positron emitting radionuclide 18F has been synthesized as a potential analogue of 9,10-[3H]palmitic acid, a fatty acid which has been used to study lipid metabolism in rat brain and pituitary. [18F]DFPA was prepared by the direct and stereoselective addition of [18F]F2 to the double bond of cis-9,10-palmitoleic acid. The fluorination was carried out in FCCl3 at -70 degrees C using a low concentration of F2 (0.5%) in neon. [18F]DFPA has been obtained in radiochemical yields of 12-16% from end-of-bombardment (EOB) in approx. 2.5 h. Chemical and radiochemical purity exceeded 95%, and specific activities calculated to EOB ranged from 500 to 1000 mCi/mmol. [18F]DFPA crosses the blood-brain barrier and is incorporated into rat brain at about twice the level of that of 9,10-[3H]palmitic acid. The synthesis of [18F]DFPA permits us to study the biological disposition and metabolism of a vicinal-difluoro fatty acid.

摘要

已合成用回旋加速器生产的、发射正电子的放射性核素(^{18}F)标记的9,10 - 二氟棕榈酸（DFPA），作为9,10 - [(^{3}H)]棕榈酸的潜在类似物，9,10 - [(^{3}H)]棕榈酸是一种已用于研究大鼠脑和垂体脂质代谢的脂肪酸。[(^{18}F)]DFPA通过将[(^{18}F)](F_2)直接且立体选择性地加成到顺式-9,10 - 棕榈油酸的双键上制备。氟化反应在(-70^{\circ}C)的三氯氟甲烷中进行，使用在氖气中的低浓度(F_2)（0.5%）。从轰击结束（EOB）开始，约2.5小时内，[(^{18}F)]DFPA的放射化学产率为12 - 16%。化学和放射化学纯度超过95%，以EOB计算的比活度范围为500至1000 mCi/mmol。[(^{18}F)]DFPA穿过血脑屏障，并以约为9,10 - [(^{3}H)]棕榈酸两倍的水平掺入大鼠脑中。[(^{18}F)]DFPA的合成使我们能够研究邻二氟脂肪酸的生物学分布和代谢。