Low-concentration ozone reacts with plasmalogen glycerophosphoethanolamine lipids in lung surfactant.
Low-concentration ozone reacts with plasmalogen glycerophosphoethanolamine lipids in lung surfactant.
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DOI：
10.1021/tx900306p
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发表时间：
2010-01
影响因子：
4.1
通讯作者：
Murphy, Robert C.
中科院分区：
文献类型：
--
作者：
Wynalda, Kelly M.;Murphy, Robert C.
臭氧是一种常见的环境毒物，人们每天都会接触到。虽然生化终点，如死亡率增加，肺功能下降和炎症过程的启动是已知的，但实际上很少了解肺部健康变化的化学机制，特别是低浓度的臭氧。本研究旨在研究臭氧诱导的内源性脂质氧化，这些脂质可能暴露于肺内的环境臭氧，特别关注肺表面活性物质中存在的血浆酶原甘油磷脂。灵敏的液相色谱-质谱法开发以下二酰基和血浆磷脂酰乙醇胺（PE）磷脂的氧化，并确定和定量臭氧分解产生的产品。使用含有1-O-十八碳-1 '-烯基-2-十八碳烯酰基-PE和1，2-二十六碳酰基-PC的1：1摩尔混合物的单层囊泡系统，这些研究表明，与相同磷脂中脂肪酰基链的ω-9上的烯键氧化相比，在低浓度臭氧（100 ppb）下，缩醛的乙烯基醚键优先氧化。生成的主要磷脂产物被鉴定为1-甲酰基-2-十八烯酰基-PE和1-羟基-2-十八烯酰基-PE。十七醛和十七酸的生产也定量使用气相色谱-质谱和生产是一致的氧化的乙烯基醚，在低浓度的臭氧。C57 Bl/6小鼠的鼠肺表面活性物质分析显示了几种缩醛磷脂PE脂质物质，占总PE物质的约38%。在臭氧（0 ppb，100 ppb）暴露于鼠表面活性剂，缩醛磷脂PE分子种类优先反应，相比，二酰基PE分子种类。溶血磷脂，十五醛，壬醛被发现是表面活性剂臭氧氧化的主要产品。
Ozone is a common environmental toxicant to which individuals are exposed to on a daily basis. While biochemical endpoints such as increased mortality, decrements in pulmonary function and initiation of inflammatory processes are known, little is actually understood regarding the chemical mechanisms underlying changes in pulmonary health, especially for low concentrations of ozone. This study was undertaken to investigate ozone induced oxidation of endogenous lipids that are potentially exposed to environmental ozone within lung, specifically focusing on plasmalogen glycerophospholipids present in pulmonary surfactant. Sensitive liquid chromatography-mass spectrometry methods were developed to follow oxidation of diacyl and plasmalogen phosphatidylethanolamine (PE) phospholipids, and to identify and quantitate products generated by ozonolysis. Using a unilamellar vesicle system containing a 1:1 molar mixture of 1-O-octadec-1’-enyl-2-octadecenoyl-PE and 1,2-dihexadecanoyl-PC, these studies revealed the vinyl ether bond of plasmalogens was oxidized preferentially at low concentrations of ozone (100 ppb), when compared to olefinic bond oxidation on ω-9 of the fatty acyl chain in the same phospholipids. Major phospholipid products generated were identified as 1-formyl-2-octadecenoyl-PE and 1-hydroxy-2-octadecenoyl-PE. Heptadecanal and heptadecanoic acid production was also quantitated using gas chromatography-mass spectrometry and production was consistent with oxidation of the vinyl ether, at low concentrations of ozone. Analysis of murine lung surfactant from C57Bl/6 mice revealed several plasmalogen PE lipid species, encompassing ~38% of total PE species. Upon exposure of ozone (0 ppb, 100 ppb) to murine surfactant, plasmalogen PE molecular species preferentially reacted, as compared to diacyl PE molecular species. Lysophospholipids, pentadecanal, and nonanal were found to be the primary products of surfactant ozone oxidation.
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DOI：
10.1002/anie.197507451
发表时间：
1975-01-01
期刊：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH
影响因子：
--
作者：
CRIEGEE, R
通讯作者：
CRIEGEE, R
DOI：
10.1078/1438-4639-00250
发表时间：
2003-10-01
影响因子：
6
作者：
Höppe, P;Peters, A;Nowak, D
通讯作者：
Nowak, D
影响因子：
15.9
作者：
Dahl, Morten;Bauer, Alison K.;Kobzik, Lester
通讯作者：
Kobzik, Lester
影响因子：
10.4
作者：
Brown, James S.;Bateson, Thomas F.;McDonnell, William F.
通讯作者：
McDonnell, William F.
影响因子：
3.9
作者：
Engelmann, B
通讯作者：
Engelmann, B