SYNTHESIS OF 4-HYDROXY[4-H-3]-2(E)-NONEN-1-AL-DIETHYLACETAL

被引：13

作者：

BRAVAIS, F ^{[1
]}

RAO, D ^{[1
]}

ALARY, J ^{[1
]}

RAO, RC ^{[1
]}

DEBRAUWER, L ^{[1
]}

BORIES, G ^{[1
]}

机构：

[1] INRA,XENOBIOT LAB,F-31931 TOULOUSE,FRANCE

来源：

JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS | 1995年 / 36卷 / 05期

关键词：

LIPID PEROXIDATION PRODUCT; 4-HYDROXY-2-NONENAL; 4-HYDROXY-2(E)-NONEN-1-AL-DIETHYLACETAL; 4-OXO-2(E)-NONEN-1-AL-DIETHYLACETAL; 4-HYDROXY[4-H-3]-2(E)-NONEN-1-AL-DIETHYLACETAL; 4-HYDROXY[4-H-2]-2(E)-NONEN-1-AL-DIETHYLACETAL;

D O I：

10.1002/jlcr.2580360511

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

4-Hydroxy-2(E)-nonen-1-al-diethylacetal 3 (HNE-DEA) was prepared by condensation of the Grignard compound derived from propiolaldehyde diethylacetal and n-hexanal followed by reduction of the resulting 4-hydroxy-2-nonyn-1-al-diethylacetal 2 with LiAlH4 according to the literature procedure with minor modifications. Swern oxidation [DMSO + (COCl2)] of 3 gave 30% yield of 4-oxo-2(E)-nonen-1-al-diethylacetal 5. [H-3]NaBH4 and [H-2]NaBH4 reduction of 5 gave rise respectively to [4-H-3]HNE-DEA (specific activity 222 GBq/mmol) and [4-H-2]HNE-DEA.

引用

页码：471 / 477

页数：7

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