期刊
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA
卷 111, 期 33, 页码 E3450-E3457出版社
NATL ACAD SCIENCES
DOI: 10.1073/pnas.1405520111
关键词
radical scavenger; oxygenated fatty acid; fatty acyl methylase
资金
- National Institute of General Medical Sciences [GM075273, GM107199]
- Department of Energy, Office of Science Great Lakes Bioenergy Research Center [DE-FC02-07ER64494]
Fatty acids play important functional and protective roles in living systems. This paper reports on the synthesis of a previously unidentified 19 carbon furan-containing fatty acid, 10,13-epoxy-11-methyl-octadecadienoate (9-(3-methyl-5-pentylfuran-2-yl) nonanoic acid) (19Fu-FA), in phospholipids from Rhodobacter sphaeroides. We show that 19Fu-FA accumulation is increased in cells containing mutations that increase the transcriptional response of this bacterium to singlet oxygen (O-1(2)), a reactive oxygen species generated by energy transfer from one or more light-excited donors to molecular oxygen. We identify a previously undescribed class of S-adenosylmethionine-dependent methylases that convert a phospholipid 18 carbon cis unsaturated fatty acyl chain to a 19 carbon methylated trans unsaturated fatty acyl chain (19M-UFA). We also identify genes required for the O-2-dependent conversion of this 19M-UFA to 19Fu-FA. Finally, we show that the presence of O-1(2) leads to turnover of 19Fu-Fa in vivo. We propose that furan-containing fatty acids like 19Fu-FA can act as a membrane-bound scavenger of O-1(2), which is naturally produced by integral membrane enzymes of the R. sphaeroides photosynthetic apparatus.
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