The Biologically Active Isomers of Conjugated Linoleic Acid

https://escholarship.org/content/qt6nx7k5zw/qt6nx7k5zw.pdf?t=qlup1r

Lipidomics reveals a remarkable diversity of lipids in human plasma

Max-Planck-Institut fur terrestrische Mikrobiologie, Karl-von-Frisch-Strase, D-35043 Marburg, and Laboratorium fur Mikrobiologie, Fachbereich Biologie, Philipps-Universitat, Karl-von-Frisch-Strase, D-35032 Marburg, Germany
In 1933, Stephenson & Stickland (1933a) published that they had isolated from river mud, by the single cell technique, a methanogenic organism capable of growth in an inorganic medium with formate as the sole carbon source.

Biochemistry of methanogenesis: a tribute to Marjory Stephenson:1998 Marjory Stephenson Prize Lecture

A variety of nutritional management strategies that reduce enteric methane (CH4) production are discussed. Strategies such as increasing the level of grain in the diet, inclusion of lipids and supplementation with ionophores (>24 ppm) are most likely to be implemented by farmers because there is a high probability that they reduce CH4 emissions in addition to improving production efficiency. Improved pasture management, replacing grass silage with maize silage and using legumes hold some promise for CH4 mitigation but as yet their impact is not sufficiently documented. Several new strategies including dietary supplementation with saponins and tannins, selection of yeast cultures and use of fibre-digesting enzymes may mitigate CH4, but these still require extensive research. Most of the studies on reductions in CH4 from ruminants due to diet management are short-term and focussed only on changes in enteric emissions. Future research must examine long-term sustainability of reductions in CH4 production and impacts on the entire farm greenhouse gas budget.

Nutritional management for enteric methane abatement: A review

The Composition of Bovine Milk Lipids: January 1995 to December 2000

Milk analysis is receiving increased attention. Milk contains conjugated octadecadienoic acids (18∶2) purported to be anticarcinogenic, low levels of essential fatty acids, and trans fatty acids that increase when essential fatty acids are increased in dairy rations. Milk and rumen fatty acid methyl esters (FAME) were prepared using several acid-(HCl, BF3, acetyl chloride, H2SO4) or base-catalysts (NaOCH3, tetramethylguanidine, diazomethane), or combinations thereof. All acid-catalyzed procedures resulted in decreased cis/trans (Δ9c, 11t-18∶2) and increased trans/trans (Δ9t, 11t-18∶2) conjugated dienes and the production of allylic methoxy artifacts. The methoxy artifacts were identified by gas-liquid chromatography (GLC)-mass spectroscopy. The base-catalyzed procedures gave no isomerization of conjugated dienes and no methoxy artifacts, but they did not transesterify N-acyl lipids such as sphingomyelin, and NaOCH3 did not methylate free fatty acids. In addition, reaction with tetramethylguanidine coextracted material with hexane that interfered with the determination of the short-chain FAME by GLC. Acid-catalyzed methylation resulted in the loss of about 12% total conjugated dienes, 42% recovery of the Δ9c,11t-18∶2 isomer, a fourfold increase in Δ9t,11t-18∶2, and the formation of methoxy artifacts, compared with the base-catalyzed reactions. Total milk FAME showed significant infrared (IR) absorption due to conjugated dienes at 985 and 948 cm−1. The IR determination of total trans content of milk FAME was not fully satisfactory because the 966 cm−1trans band overlapped with the conjugated diene bands. IR accuracy was limited by the fact that the absorptivity of methyl elaidate, used as calibration standard, was different from those of the other minor trans fatty acids (e.g., dienes) found in milk. In addition, acid-catalyzed reactions produced interfering material that absorbed extensively in the trans IR region. No single method or combination of methods could adequately prepare FAME from all lipid classes in milk or rumen lipids, and not affect the conjugated dienes. The best compromise for milk fatty acids was obtained with NaOCH3 followed by HCl or BF3, or diazomethane followed by NaOCH3, being aware that sphingomyelins are ignored. For rumen samples, the best method was diazomethane followed by NaOCH3.

Evaluating acid and base catalysts in the methylation of milk and rumen fatty acids with special emphasis on conjugated dienes and total trans fatty acids

We measured effects of continuous vs twice-daily feeding, the addition of unsaturated fat to the diet, and monensin on milk production, milk composition, feed intake, and CO2-methane production in four experiments in a herd of 88 to 109 milking Holsteins. Methane and CO2 production increased with twice-daily feeding, but the CO2:CH4 ratio remained unchanged. Soybean oil did not affect the milkfat percentages, but fatty acid composition was changed. All saturated fatty acids up to and including 16:0 decreased (P < .01), whereas 18:0 and trans 18:1 increased (P < .001). The 18:2 conjugated dienes also increased (P < .01) when the cows were fed soybean oil. Monensin addition to the diet at 24 ppm decreased methane production (P < .01); the CO2:CH4 ratios reached 15, milk production increased (P < .01), and milkfat percentage and total milkfat output decreased (P < .01), as did feed consumption, compared with cows fed diets without monensin (P < .05). Milk fatty acid composition showed evidence of depressed ruminal biohydrogenation: saturated fatty acids (P < .05) decreased and 18:1 increased (P < .001); most of the increase was seen in the trans 18:1 isomer. As with soybean oil feeding, addition of monensin also increased (P < .05) the concentration of conjugated dienes. The monensin feeding trial was repeated 161 d later with 88 cows, of which 67 received monensin in the diet in the first trial and 21 cows were newly freshened and had never received monensin. Methane production again decreased (P < .05), but this time the CO2:CH4 ratio did not change and all other monensin-related effects were absent. The ruminal microflora in the cows that had previously received monensin seemed to have undergone some adaptive changes and no longer responded as before.

Frank D. Sauer

Papers

Evaluating acid and base catalysts in the methylation of milk and rumen fatty acids with special emphasis on conjugated dienes and total trans fatty acids

Methane output and lactation response in Holstein cattle with monensin or unsaturated fat added to the diet

Methane and carbon dioxide emissions from dairy cows in full lactation monitored over a six-month period.

Effect of nigericin, monensin, and tetronasin on biohydrogenation in continuous flow-through ruminal fermenters.

Steady-State Rates of Linoleic Acid Biohydrogenation by Ruminal Bacteria in Continuous Culture