SYNTHESIS OF 8-[O-18]HYDROXY-2'-DEOXYGUANOSINE

被引：11

作者：

HERMANNS, RCA ^{[1
]}

ZOMER, G ^{[1
]}

JACQUEMIJNS, M ^{[1
]}

STAVENUITER, JFC ^{[1
]}

WESTRA, JG ^{[1
]}

TEIXEIRA, AJR ^{[1
]}

VANDEWERKEN, G ^{[1
]}

机构：

[1] NETHERLANDS CANC INST,ANTONI VAN LEEWENHOEKHUIS,DIV MOLEC CARCINOGENESIS,1066 CX AMSTERDAM,NETHERLANDS

来源：

JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS | 1994年 / 34卷 / 02期

关键词：

8-[O-18]HYDROXY-2'-DEOXYGUANOSINE; SYNTHESIS; STABLE ISOTOPE LABELING;

D O I：

10.1002/jlcr.2580340213

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

8-[O-18]Hydroxy-2'-deoxyguanosine was synthesized starting from 8-bromo-2'-deoxyguanosine and the sodium salt of [O-18]benzyl alcohol, resulting in the intermediate 8-[O-18]benzyloxy-2'-deoxyguanosine. Subsequent reduction by catalytic transfer hydrogenation, yielded the desired product 8-[O-18]hydroxy-2'-deoxyguanosine. 8-Bromo-2'-deoxyguanosine was synthesized from 2'-deoxyguanosine by treatment with Br-2. The sodium salt of [O-18]benzyl alcohol was prepared by treatment of ethyl benzimidate hydrochloride with (H2O)-O-18 (95%), LiAlH4 and sodium hydride. Starting from (H2O)-O-18 the overall yield of 8-[O-18]hydroxy-2'-deoxyguanosine was approximately 4%. The isotopic purity was calculated to be 93.4 atom% based on CC-MS measurements. The chemical purity and the isotopic purity comply with the planned application, namely as internal standard for the determination of 8-hydroxy-2'-deoxyguanosine by CC-MS,

引用

页码：191 / 197

页数：7

共 11 条

[1] OXYGEN EXCHANGE AS EVIDENCE FOR THE EXISTENCE OF AN INTERMEDIATE IN ESTER HYDROLYSIS [J].