RADIOSYNTHESIS OF 1-[C-11] POLYHOMOALLYLIC FATTY-ACIDS

被引:36
作者
CHANNING, MA
SIMPSON, N
机构
[1] Radiochemistry SectionPET Department, Warren Grant Magnuson Clinical Center, National Institutes of Health, Bethesda, Maryland, 20892
关键词
1-[C-11] LABELED FATTY ACID; 1-[C-11]ARACHIDONIC ACID; 1-[C-11]DOCOSA-HEXAENOIC ACID; RADICAL CHAIN DECARBOXYLATION BROMINATION; (ALL Z)-1-BROMONONADECA-4,7,10,13-TETRAENE; (ALL Z)-1-BROMOHENEICOSA-3,6,9,12,15,18-HEXAENE;
D O I
10.1002/jlcr.2580330611
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
A facile retro-synthesis involving the radical chain decarboxylation of the N-hydroxypyridine-2-thione esters of both arachidonic and docosahexaenoic acid was utilized to synthesize (all Z)-1-bromononadeca-4,7,10,13-tetraene, and (all Z)-1-bromoheneicosa-3,6,9,12,15,18-hexaene in 60% overall yield. The corresponding polyhomoallylic magnesium bromides were carbonated with [C-11]CO2 to afford the 1-[C-11]polyhomoallylic labeled fatty acids in good yield in less than 35 minutes. The final radiochemical purities were found to be in excess of 95% by radio-HPLC.
引用
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页码:541 / 546
页数:6
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