Synthesis and scavenging role of furan fatty acids

作者: R. A. S. Lemke , A. C. Peterson , E. C. Ziegelhoffer , M. S. Westphall , H. Tjellstrom

DOI: 10.1073/PNAS.1405520111

关键词:

摘要: 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), phospholipids from Rhodobacter sphaeroides. We show that 19Fu-FA accumulation is increased cells containing mutations increase transcriptional response this bacterium to singlet oxygen (1O2), reactive species generated by energy transfer one or more light-excited donors molecular oxygen. identify undescribed class S-adenosylmethionine-dependent methylases convert phospholipid 18 cis unsaturated acyl chain methylated trans (19M-UFA). also genes required for O2-dependent conversion 19M-UFA 19Fu-FA. Finally, we presence 1O2 leads turnover 19Fu-Fa vivo. propose like can act as membrane-bound scavenger 1O2, which naturally produced integral membrane enzymes R. sphaeroides photosynthetic apparatus.

参考文章(52)
J. Glaeser, A.M. Nuss, B.A. Berghoff, Gabriele Klug, Singlet oxygen stress in microorganisms Advances in Microbial Physiology. ,vol. 58, pp. 141- 173 ,(2011) , 10.1016/B978-0-12-381043-4.00004-0
Chris Mackenzie, Madhusudan Choudhary, Frank W. Larimer, Paul F. Predki, Stephanie Stilwagen, Judith P. Armitage, Robert D. Barber, Timothy J. Donohue, Jonathan P. Hosler, Jack E. Newman, James P. Shapleigh, R. Elizabeth Sockett, Jill Zeilstra-Ryalls, Samuel Kaplan, The home stretch, a first analysis of the nearly completed genome of Rhodobacter sphaeroides 2.4.1 Photosynthesis Research. ,vol. 70, pp. 19- 41 ,(2001) , 10.1023/A:1013831823701
N Qureshi, J P Honovich, H Hara, R J Cotter, K Takayama, Location of fatty acids in lipid A obtained from lipopolysaccharide of Rhodopseudomonas sphaeroides ATCC 17023. Journal of Biological Chemistry. ,vol. 263, pp. 5502- 5504 ,(1988) , 10.1016/S0021-9258(18)60592-7
Fabienne Courtois, Christine Guerard, Xavier Thomas, Olivier Ploux, Escherichia coli cyclopropane fatty acid synthase FEBS Journal. ,vol. 271, pp. 4769- 4778 ,(2004) , 10.1111/J.1432-1033.2004.04441.X
Gregory A. Armstrong, John E. Hearst, Carotenoids 2: Genetics and molecular biology of carotenoid pigment biosynthesis. The FASEB Journal. ,vol. 10, pp. 228- 237 ,(1996) , 10.1096/FASEBJ.10.2.8641556
K Magnuson, S Jackowski, C O Rock, J E Cronan, Regulation of fatty acid biosynthesis in Escherichia coli. Microbiological Research. ,vol. 57, pp. 522- 542 ,(1993) , 10.1128/MMBR.57.3.522-542.1993
Norman I. Krinsky, Antioxidant functions of carotenoids Free Radical Biology and Medicine. ,vol. 7, pp. 617- 635 ,(1989) , 10.1016/0891-5849(89)90143-3
Rebecca M. Lennen, Drew J. Braden, Ryan M. West, James A. Dumesic, Brian F. Pfleger, A process for microbial hydrocarbon synthesis: Overproduction of fatty acids in Escherichia coli and catalytic conversion to alkanes. Biotechnology and Bioengineering. ,vol. 106, pp. 193- 202 ,(2010) , 10.1002/BIT.22660