Characterization of branched and unsaturated fatty acids in Mycobacterium vaccae strain JOB5

After growth of Mycobacterium vaccae strain JOB5 on acetate or propane, the cellular fatty acids were isolated and identified by a combination of gas-chromatographic, mass-spectral, and chemical means. The fatty acids ranged from C12 to C19 and were a mixture of saturated, monounsaturated, and methyl-branched components. The double bond was in the Δ9 position in the C15 to C18 unsaturated acids. The single methyl branch was located on the C10 position of Br-C17, Br-C18, and Br-C19 fatty acids. Branched-chain synthesis occurs at the expense of an unsaturated precursor fatty acid; the double bond serves as the site of methylation. Results suggest that S-adenosylmethionine is the methyl donor involved.

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Determination of double bond positions of unsaturated fatty acids by a chemical ionization mass spectrometry computer system

The Journal of Lipid Research ◽

10.1016/s0022-2275(20)41554-8 ◽

1978 ◽

Vol 19 (2) ◽

pp. 172-176

Author(s):

T Murata ◽

T Ariga ◽

E Araki

Keyword(s):

Mass Spectrometry ◽

Fatty Acids ◽

Double Bond ◽

Computer System ◽

Chemical Ionization ◽

Unsaturated Fatty Acids ◽

Ionization Mass Spectrometry ◽

Chemical Ionization Mass Spectrometry ◽

Ionization Mass

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Channeling of Eukaryotic Diacylglycerol into the Biosynthesis of Plastidial Phosphatidylglycerol

Journal of Biological Chemistry ◽

10.1074/jbc.m606295200 ◽

2006 ◽

Vol 282 (7) ◽

pp. 4613-4625 ◽

Cited By ~ 26

Author(s):

Markus Fritz ◽

Heiko Lokstein ◽

Dieter Hackenberg ◽

Ruth Welti ◽

Mary Roth ◽

...

Keyword(s):

Fatty Acids ◽

Double Bond ◽

Transgenic Plants ◽

Phosphatidic Acid ◽

Lipid Analysis ◽

Photosynthetic Apparatus ◽

Hexadecenoic Acid ◽

Transgenic Tobacco Plants ◽

Tobacco Plants

Plastidial glycolipids contain diacylglycerol (DAG) moieties, which are either synthesized in the plastids (prokaryotic lipids) or originate in the extraplastidial compartment (eukaryotic lipids) necessitating their transfer into plastids. In contrast, the only phospholipid in plastids, phosphatidylglycerol (PG), contains exclusively prokaryotic DAG backbones. PG contributes in several ways to the functions of chloroplasts, but it is not known to what extent its prokaryotic nature is required to fulfill these tasks. As a first step toward answering this question, we produced transgenic tobacco plants that contain eukaryotic PG in thylakoids. This was achieved by targeting a bacterial DAG kinase into chloroplasts in which the heterologous enzyme was also incorporated into the envelope fraction. From lipid analysis we conclude that the DAG kinase phosphorylated eukaryotic DAG forming phosphatidic acid, which was converted into PG. This resulted in PG with 2–3 times more eukaryotic than prokaryotic DAG backbones. In the newly formed PG the unique Δ3-trans-double bond, normally confined to 3-trans-hexadecenoic acid, was also found in sn-2-bound cis-unsaturated C18 fatty acids. In addition, a lipidomics technique allowed the characterization of phosphatidic acid, which is assumed to be derived from eukaryotic DAG precursors in the chloroplasts of the transgenic plants. The differences in lipid composition had only minor effects on measured functions of the photosynthetic apparatus, whereas the most obvious phenotype was a significant reduction in growth.

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Cellular fatty acids of Peptococcus variabilis and Peptostreptococcus anaerobius

Journal of Clinical Microbiology ◽

10.1128/jcm.5.6.665-667.1977 ◽

1977 ◽

Vol 5 (6) ◽

pp. 665-667

Author(s):

C W Moss ◽

M A Lambert ◽

G L Lombard

Keyword(s):

Mass Spectrometry ◽

Fatty Acids ◽

Gas Chromatography ◽

Analytical Techniques ◽

Gas Chromatography Mass Spectrometry ◽

Cellular Fatty Acids ◽

Chromatography Mass Spectrometry ◽

Branched Chain

Cellular fatty acids of Peptococcus variables and Peptostreptococcus anaerobius were identified by gas chromatography, mass spectrometry, and associated analytical techniques. Iso- and anteiso-branched-chain acids were major components in both species.

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Characterization of planktonic and biofilm fatty acid profiles and evaluation of their trophic transfer potential to Hyalella Azteca

10.32920/ryerson.14657085.v1 ◽

2021 ◽

Author(s):

Jerry Chien-Yao Chao

Keyword(s):

Fatty Acids ◽

Fatty Acid ◽

Bacterial Species ◽

Saturated Fatty Acids ◽

Hyalella Azteca ◽

Fatty Acid Profiles ◽

Fa Composition ◽

Branched Chain ◽

Transfer Potential

Fatty acid (FA) composition between biofilms and batch planktonic cultures were compared for two bacterial species Pseudomonas aeruginosa and Staphylococcus aureaus. Biofilm cultures exhibited decrease in saturated fatty acids (SAFA) that potentially conform to a more fluidic biophysical membrane property. The amount of FA in the biofilms' extracellular polymeric substance was not sufficient to consider it having a major contribution to the observed differences between biofilms and batch planktonic cultures. While biofilm grazing by the amphipod Hyalella azteca was evident, only certain bacteria-specific FA appeared to have the potential to be retained (odd-number SAFA and branched-chain FA). H. azteca with diet strictly consisted of bacteria biofilms did not demonstrate significant changes in their nutritional condition in terms of ω-3 and ω-6 polyunsaturated fatty acids (PUFA): combined with the results from fasting trials, H. azteca appears to have the capacity to retain ω-3 and ω-6 PUFAs up to 10 days.

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Determination of monounsaturated double-bond position and geometry in the cellular fatty acids of the pathogenic bacterium Francisella tularensis.

Journal of Clinical Microbiology ◽

10.1128/jcm.21.5.738-740.1985 ◽

1985 ◽

Vol 21 (5) ◽

pp. 738-740 ◽

Cited By ~ 27

Author(s):

P D Nichols ◽

W R Mayberry ◽

C P Antworth ◽

D C White

Keyword(s):

Fatty Acids ◽

Double Bond ◽

Francisella Tularensis ◽

Double Bond Position ◽

Pathogenic Bacterium ◽

Cellular Fatty Acids

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Chemical characterization of effective and ineffective strains of Rhizobium leguminosarum bv. viciae.

Acta Biochimica Polonica ◽

10.18388/abp.1999_4125 ◽

1999 ◽

Vol 46 (4) ◽

pp. 1001-1009

Author(s):

S F Izmailov ◽

G Y Zhiznevskaya ◽

L V Kosenko ◽

G N Troitskaya ◽

N N Kudryavtseva ◽

...

Keyword(s):

Fatty Acids ◽

Rhizobium Leguminosarum ◽

Unsaturated Fatty Acids ◽

Effective Strain ◽

Chemical Characterization ◽

Unsaturation Index ◽

Fa Composition ◽

Sds Page ◽

Lower Molecular Mass

Chemical composition of lipopolysaccharide (LPS) isolated from an effective (97) and ineffective (87) strains of R. l. viciae has been determined. LPS preparations from the two strains contained: glucose, galactose, mannose, fucose, arabinose, heptose, glucosamine, galactosamine, quinovosamine, and 3-N-methyl-3,6-dideoxyhexose, as well as glucuronic, galacturonic and 3-deoxyoctulosonic acid. The following fatty acids were identified: 3-OH 14:0, 3-OH 15:0, 3-OH 16:0, 3-OH 18:0 and 27-OH 28:0. The ratio of 3-OH 14:0 to other major fatty acids in LPS 87 was higher that in LPS 97. SDS/PAGE profiles of LPS indicated that, in lipopolysaccharides, relative content of S form LPS I to that of lower molecular mass (LPS II) was much higher in the effective strain 97 than in 87. All types of polysaccharides exo-, capsular-, lipo, (EPS, CPS, LPS, respectively) examined possessed the ability to bind faba bean lectin. The degree of affinity of the host lectin to LPS 87 was half that to LPS 97. Fatty acids (FA) composition from bacteroids and peribacteroid membrane (PBM) was determined. Palmitic, stearic and hexadecenoic acids were common components found in both strains. There was a high content of unsaturated fatty acids in bacteroids as well as in PBM lipids. The unsaturation index in the PBM formed by strain 87 was lower than in the case of strain 97. Higher ratio of 16:0 to 18:1 fatty acids was characteristic for PMB of the ineffective strain.

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A procedure for preparing oxazolines of highly unsaturated fatty acids to determine double bond positions by mass spectrometry

The Journal of Lipid Research ◽

10.1194/jlr.d200046-jlr200 ◽

2003 ◽

Vol 44 (5) ◽

pp. 1060-1066 ◽

Cited By ~ 15

Author(s):

Dmitry V. Kuklev ◽

William L. Smith

Keyword(s):

Mass Spectrometry ◽

Fatty Acids ◽

Double Bond ◽

Unsaturated Fatty Acids ◽

Highly Unsaturated Fatty Acids

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Structural Homogeneity in Unsaturated Fatty Acids of Marine Lipids. A Review

Journal of the Fisheries Research Board of Canada ◽

10.1139/f64-021 ◽

1964 ◽

Vol 21 (2) ◽

pp. 247-254 ◽

Cited By ~ 45

Author(s):

R. G. Ackman

Keyword(s):

Fatty Acids ◽

Double Bond ◽

Polyunsaturated Fatty Acids ◽

Chain Length ◽

Unsaturated Fatty Acids ◽

Analytical Data ◽

Double Bonds ◽

Marine Origin ◽

Methyl Group ◽

Marine Lipids

Consideration of recent analytical data supports the conclusion that the longer-chain polyunsaturated fatty acids of marine origin are all structurally homogeneous in that the double bonds are cis, the double bonds methylene interrupted, and that, with the exception of the C16 chain length, the ultimate double bond will normally be three, six or nine carbon atoms removed from the terminal methyl group.

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