[F-18]labeling of 1,2-diacylglycerols
[F-18]labeling of 1,2-diacylglycerols
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[F-18]1,2-二酰基甘油的标记
DOI：
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发表时间：
2000
期刊：
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通讯作者：
R. Iwata
中科院分区：
文献类型：
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作者：
Toshihiro Takahashi;T. Ido;S. Nagata;R. Iwata
我们开发了两种[18 F]标记的1,2-二酰基甘油（1,2- dags），如1-（ω-[18 F]氟酰基）-2-酰基甘油（1 *,2-[18 F]FDAGs）和2-（ω-[18 F]氟酰基）-1-酰基甘油（1,2 * -[18 F]FDAGs），用于成像受体介导的磷脂酰肌醇（PI）转换反应。1 * 2 - [18 F] FDAGs被2-monoacyl的反应合成甘油与ω- [18 F] fluoroacyl氯化物(方法)和1 - (16 - [18 F]氟棕榈酰)2-palmitoylglycerol (1 * 2 - [18 F] FDAG (C16 C16))和1 - (8 - [18 F]氟辛酰)2-palmitoylglycerol (1 * 2 - [18 F] FDAG (C16 C8))是合成使用方法A。然而,在合成1,2 * - [18 F] FDAGs,我们采用了氢解作用除去3-O-benzyl-2 -苄组(ω- [18 F] fluoroacyl) 1-acylglycerol,由的亲核交换反应合成3-O-benzyl-2——(ω-bromoacyl)与[18 F] 1-acylglycerol F - B(方法)和2 - (16 - [18 F] fluoropalmitoyl) 1-palmitoylglycerol(1、2 * - [18 F] FDAG (C16 C16))和2 - (8 - [18 F] fluorooctanoyl) 1-palmitoylglycerol(1、2 * - [18 F] FDAG (C16 C8))生产使用方法提纯1 *,2 - [18 F] FDAGs得到在放射化学的产量8-35 %(基于[18 F] F -)的放射化学纯度> 97%,提纯1,2 * - [fdag的放射化学产率为5- 15%，放射化学纯度为5- 95%。从反应[18 F]F-生产开始，包括HPLC纯化，总合成时间分别为100 - 135 min（方法A）和115 - 175 min（方法B）。它已用于100多种1 *，2-[18f]FDAG(C16,C16), 1 *,2-[18f]FDAG（C8, C16）和1,2 * -[18f]FDAG(C16,C16), 1,2 * -[18f]FDAG（C16,C8）的动物研究制剂。
We have developed two kinds of [ 18 F]labeled 1,2-diacylglycerols (1,2-DAGs) such as 1-(ω-[ 18 F]fluoroacyl)-2-acylglycerols (1 * ,2-[ 18 F]FDAGs) and 2-(ω-[ 18 F]fluoroacyl)-1-acylglycerols (1,2 * -[ 18 F]FDAGs) for imaging receptor-mediated phosphatidyl-inositol (PI) turnover responses by positron emission tomography (PET). The 1 * ,2-[ 18 F]FDAGs were synthesized by the reaction of 2-monoacyl glycerols with ω-[ 18 F]fluoroacyl chlorides (method A) and 1-(16-[ 18 F]fluoro palmitoyl)-2-palmitoylglycerol (1 * ,2-[ 18 F]FDAG(C16,C16)) and 1-(8-[ 18 F]fluoro octanoyl)-2-palmitoylglycerol (1 * ,2-[ 18 F]FDAG(C8,C16)) were synthesized using method A. However, during the synthesis of 1,2 * -[ 18 F]FDAGs, we adopted the hydrogenolysis to remove a benzyl group from 3-O-benzyl-2-(ω-[ 18 F]fluoroacyl)-1-acylglycerol, which was synthesized by the nucleophilic exchange reaction of 3-O-benzyl-2-(ω-bromoacyl)-1-acylglycerol with [ 18 F]F- (method B) and 2-(16-[ 18 F]fluoropalmitoyl)-1-palmitoylglycerol (1,2 * -[ 18 F]FDAG(C16,C16)) and 2-(8-[ 18 F]fluorooctanoyl)-1-palmitoylglycerol (1,2 * -[ 18 F]FDAG(C16,C8)) were produced using method B. The purified 1 * ,2-[ 18 F]FDAGs were obtained in radiochemical yields of 8-35 % (based on [ 18 F]F-) with radiochemical purities of > 97 % and the purified 1,2 * -[ 18F]FDAGs were in radiochemical yields of 5-15 % with radiochemical purities of > 95 %. The total synthesis time from the start of the reactive [ 18 F]F- production, including HPLC purification, was 100 - 135 min (method A) and 115 - 175 min (method B), respectively. It has already been used for more than 100 preparations of 1 * ,2-[ 18 F]FDAG(C16,C16), 1 * ,2-[ 18 F]FDAG (C8, C16), and 1,2 * -[ 18 F]FDAG(C16,C16), 1,2 * -[ 18 F]FDAG(C16,C8) for animal studies.