Synthesis of 9-[(3-[F-18]-fluoro-1-hydroxy-2-propoxy)methyl]guanine ([F-18]-FHPG): A potential imaging agent of viral infection and gene therapy using PET
Synthesis of 9-[(3-[F-18]-fluoro-1-hydroxy-2-propoxy)methyl]guanine ([F-18]-FHPG): A potential imaging agent of viral infection and gene therapy using PET
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DOI：
10.1016/0969-8051(96)00075-3
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发表时间：
1996-08-01
影响因子：
3.1
通讯作者：
Lever, JR
中科院分区：
文献类型：
--
作者：
Alauddin, MM;Conti, PS;Lever, JR
报道了 9-[(3-[F-18]-氟-1-羟基-2-丙氧基)甲基]-鸟嘌呤 ([F-18]-FHPG) 的无载体合成。通过用甲氧基三苯甲基氯化物处理然后进行甲苯磺酰化，将9-[(1,3二羟基-2-丙氧基)甲基]鸟嘌呤(DHPG)转化为9-[N-2,O-双(甲氧基三苯甲基)-3-(甲苯磺酰基)-2-丙氧基-甲基]鸟嘌呤。甲苯磺酸酯与[F-18].KF在kryptofix 2.2.2存在下反应。制备3-氟-N-2-O-双-(甲氧基三苯甲基)衍生物。通过酸水解除去甲氧基三苯甲基保护基团，生成[F-18]-FHFG。标记产物在反相C-18柱上通过HPLC纯化，并用5%乙腈水溶液的流动相在9分钟内洗脱。放射化学产率为 7-17%，10 次运行的平均产率为 10%（针对 EOB 衰减进行了校正）。放射化学纯度>99%，比活度平均为526 mCi/mu mol。合成时间为70-80分钟，包括HPLC纯化以及放射化学纯度和比活性的测定。
A no-carrier added synthesis of 9-[(3-[F-18]-fluoro-1-hydroxy-2-propoxy)methyl]-guanine ([F-18]-FHPG) is reported. The 9-[(1,3 dihydroxy-2-propoxy)methyl]guanine (DHPG) was converted to 9-[N-2,O-bis(methoxytrityl)-3-(tosyl)-2-propoxy-methyl]guanine by treatment with methoxytrityl chloride followed by tosylation. The tosylate was reacted with [F-18].KF in the presence of kryptofix 2.2.2. to produce the 3-fluoro-N-2-O-bis-(methoxytrityl) derivative. Removal of the me- thoxytrityl protecting groups by acid hydrolysis produced [F-18]-FHFG. The labeled product was purifled by HPLC on a reverse phase C-18 column, and eluted in 9 min with a mobile phase of 5% acetonitrile in water. The radiochemical yield was 7-17%, with an average of 10% in 10 runs (corrected for decay to EOB). The radiochemical purity was >99%, and specific activities with an average of 526 mCi/mu mol were obtained. The synthesis time was 70-80 min, including HPLC purification and determination of radiochemical purity and specific activity.