The Incorporation in Vivo of the Ethyl Carbon of Ethionine Into Creatine and Choline of Rat Tissues

Stekol, Jakob A.; Weiss, Kathryn.; Weiss, Sidney

doi:10.1021/ja01161a540

Cited by 28 publications

(25 citation statements)

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“…Studies utilizing methionine containing radioactive methyl groups have shown that much of the label is found in nucleic acids, proteins, and phospholipid choline (Stekol & Weiss, 1950;Stekol & Szaran, 1962). These transmethylations provide a basis for the production of [methyl-ZH9]carnitine, which is formed from the trimethyllysine residues of proteins, and [methyL2H9]-phosphorylcholine, which can be formed via the methylation of phosphatidylethanolamine to give phosphatidylcholine, followed by phospholipase C activity to yield phosphorylcholine.…”

Section: Discussionmentioning

confidence: 99%

“…Ethionine treatment is known to produce a range of metabolic perturbations which include the following: ( 1) interference with transmethylation reactions (Stekol, 1965); (2) decrease in cellular ATP levels as a consequence of sequestering of the adenine base as S-adenosylethionine (Shull, 1962;Farber et al, 1964); (3) ethylation of various cellular components including ethanolamine, acetylguanidine, and nucleic acids (Stekol & Weiss, 1950;Stekol et al, 1960Stekol et al, , 1963Winnick & Winnick, 1959); and (4) fatty degeneration of the liver (Glaser & Mager, 1972). The latter effect has also been monitored by 13C NMR studies of the excised liver of a rat treated with ethionine (Bloch, 1982).…”

Section: Methodsmentioning

confidence: 99%

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The metabolism of excess methionine in the liver of the intact rat: an in vivo deuterium NMR study

London¹,

Gabel²,

Funk³

1987

Biochemistry

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L-Methionine is the most toxic amino acid if supplied in excess, and the metabolic basis for this toxicity has been extensively studied, with varying conclusions. It is demonstrated here that in vivo 2H NMR spectroscopy provides a useful approach to the study of the hepatic metabolism of methionine in the anesthetized rat. Resonances corresponding to administered L-[methyl-2H3]methionine, and to the transmethylation product sarcosine, are observed during the first 10-min period after an intravenous injection of the labeled methionine, and the time dependence has been followed for a period of 5 h. A third resonance, assigned to the N-trimethyl groups of carnitine, phosphorylcholine, and other metabolites, becomes observable several hours after administration of the deuteriated methionine. In addition, there is a small increase in the intensity of the HDO resonance over the period of the study, which is interpreted to reflect the ultimate oxidation of the labeled sarcosine methyl group via mitochondrial sarcosine dehydrogenase. Additional small 2H resonances assigned to N1-methylhistidine and creatine could be observed in perchloric acid extracts of the livers of rats treated with the deuteriated methionine. Inhibition of the flux through the transmethylation pathway is observed in the rat pretreated with the S-ethyl analogue of methionine, ethionine. These data provide strong support for the importance of glycine transmethylation in the catabolism of excess methionine.

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Section: Discussionmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

The metabolism of excess methionine in the liver of the intact rat: an in vivo deuterium NMR study

London¹,

Gabel²,

Funk³

1987

Biochemistry

View full text Add to dashboard Cite

show abstract

“…However, ethyl groups from ethionine have been found in choline (168) and, more importantly, in unfractionated DNA and RNA from rat liver (169). Presumably this ethylated RNA will include sRNA molecules having abnormal ethylated bases, and it will be of direct interest to learn how such modification of specific sRNA molecules affects their structure and function.…”

Section: Activation Of Ethioninementioning

confidence: 99%

Toxic Amino Acids: Their Action as Antimetabolites

Fowden¹,

Lewis²,

Tristram³

1967

Advances in Enzymology - And Related Areas of Molecular Biology

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“…The high proportion of stearic and arachidonic acids in this phospholipid fraction indicates that this reaction may occur. The possibility that estrogen inay be involved in such a reaction was suggested by a report of Stekol et al (30), who showed that fenlale rats incorporated Inore of the 0-carbon of serine into liver choline than did males. llore recently, Natori (31) has reported that the methyl group of nlethionine is incorporated into liver phospholipids of female rats more rapidly than in i~~a l e s .…”

Section: Discussionmentioning

confidence: 99%

Effect of Estradiol and Testosterone on the Fatty Acids of Plasma Cholesteryl Esters and Phospholipids in the Castrated Rat

Lyman¹,

Shannon²,

Ostwald³

et al. 1964

Can. J. Biochem.

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The effects of physiological doses of estradiol and testosterone on plasma cholesteryl ester and phospholipid fatty acid composition were investigated in castrated male rats. The animals were killed after 3 weeks on experiment, and their plasma cholesteryl esters and phospholipids were analyzed and coinpared with those of intact female and male rats.Estradiol appeared to be responsible for the increased proportion of plasma cholesteryl arachidonate seen in the female or estrogen-injected rats since the proportion of cholesteryl arachidonate in castrated control rats was lower and similar to that of male or testosterone-treated rats. Plasma phospholipids of female and estradiol-injected rats had a higher percentage of stearic acid relatii-e to palmitic acid. On the other hand, male, castrated control and testosteronetreated rats had higher proportions of palmitic acid. Fractio~latio~l of the plaslna phospholipids into cephalins, lecithins, sphingomyelins, and lysolecithins, and analyses of their fatty acids, revealed that a principal effect of estradiol was to increase proportions and amounts of stearic and arachidonic acids in the lecithin fraction.The results suggest that estradiol may influence the synthesis of a lecithin rich in stearic and arachidonic acid. A possible relationship between the arachidonic-acid-rich lecithin and the higher percentage of cholesteryl arachidonate in estradiol-treated rats is discussed.

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The Incorporation in Vivo of the Ethyl Carbon of Ethionine Into Creatine and Choline of Rat Tissues

Cited by 28 publications

References 0 publications

The metabolism of excess methionine in the liver of the intact rat: an in vivo deuterium NMR study

The metabolism of excess methionine in the liver of the intact rat: an in vivo deuterium NMR study

Toxic Amino Acids: Their Action as Antimetabolites

Effect of Estradiol and Testosterone on the Fatty Acids of Plasma Cholesteryl Esters and Phospholipids in the Castrated Rat

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