Synthesis of nitrolipids. All four possible diastereomers of nitrooleic acids: (E)- and (Z)-, 9- and 10-nitro-octadec-9-enoic acids.

Synthesis of nitrolipids. All four possible diastereomers of nitrooleic acids: (E)- and (Z)-, 9- and 10-nitro-octadec-9-enoic acids.
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DOI:
10.1021/ol0613463
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发表时间:
2006-08
期刊:
影响因子:
5.2
通讯作者:
S. Woodcock;Adam J. V. Marwitz;P. Bruno;B. Branchaud
S. Woodcock;Adam J. V. Marwitz;P. Bruno;B. Branchaud
中科院分区:
化学1区
文献类型:
--
作者:
S. Woodcock;Adam J. V. Marwitz;P. Bruno;B. Branchaud

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不饱和脂肪酸通过内源性硝化作用产生硝化脂质。最近的研究表明,这些硝化脂具有高的化学反应性和深远的生物学意义。我们报道了一种高效的、可扩展的合成方法,它对所有可能的硝化油酸异构体具有区域特异性和立体选择性:(E)-和(Z)-, 9-和10-十八烷基-9-烯酸。
Unsaturated fatty acids are nitrated endogenously to produce nitrated lipids. Recent studies have shown that these nitrated lipids have high chemical reactivity and profound biological implications. We report an efficient, scalable synthesis which is regiospecific and stereoselective for all possible isomers of nitrated oleic acid: (E)- and (Z)-, 9- and 10-octadec-9-enoic acids.