期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 61, 期 25, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202202779
关键词
Acyltransferases; Fatty Acids; Hydroxyoctadecadienoic Acid (HODE); Phosphatidylcholine; Tetradeuteration
资金
- JSPS KAKENHI [JP19K06992, JP19K11777]
- Naito Foundation
- ACRO Research Grants of Teikyo University
- FUGAKU Trust for Medicinal Research [21IMS-094, 22-IMS-094]
This study presents a protocol for the precise deuteration of straight-chain fatty acids, allowing for their persistent tracking and metabolic investigation. The research also identifies the acyltransferases involved in the metabolism of an oxidized fatty acid.
We describe a concise and reliable protocol for the precisely controlled tetradeuteration of straight-chain fatty acids (FAs) at the alpha- and beta-positions that is generally applicable to a variety of FAs, including trans-FAs, polyunsaturated FAs (PUFAs), and their oxidized derivatives. The precisely controlled introduction of four deuterium atoms into the FAs enables their persistent and quantitative tracking by LC-MS/MS analysis based on their molecular structures. In addition, the phosphatidylcholine (PC) species prepared from the tetradeuterated FAs thus obtained give a diagnostic peak, namely, a phosphocholine fragment that contains deuterium, in the LC-MS/MS analysis. With these features, the metabolism of a representative oxidized linoleic acid, that is, hydroxyoctadecadienoic acid (HODE), was investigated, leading to the identification of acyltransferases that transfer the acyl moiety derived from HODE to lysophosphatidylcholine.
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