R,S-1,3-butanediol acetoacetate esters, potential alternates to lipid emulsions for total parenteral nutrition

R,S-1,3-butanediol acetoacetate esters, potential alternates to lipid emulsions for total parenteral nutrition

We present the preparation and characterization of totally and partially water-soluble forms of fat which could replace emulsions of long-chain triacylglycerols for total parenteral nutrition. R,S-1,3-butanediol acetoacetate monoesters and diester represent pH-neutral, sodium-free, diffusible precur...

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Bibliographic Details
Published in:The Journal of nutritional biochemistry Vol. 6; no. 2; pp. 111 - 118
Main Authors: Desrochers, Sylvain, Quinze, Khadijah, Dugas, Hermann, Dubreuil, Pascal, Bomont, Catherine, David, France, Agarwal, Kamlesh C., Kumar, Alok, Soloviev, Maxim V., Powers, Lisa, Landau, Bernard R., Brunengraber, Henri
Format: Journal Article
Language:English
Published: New York, NY Elsevier Inc 01-02-1995
Elsevier Science
Subjects:
1,3-butanediol
acetoacetate esters
Anesthesia. Intensive care medicine. Transfusions. Cell therapy and gene therapy
Biological and medical sciences
Emergency and intensive care: metabolism and nutrition disorders. Enteral and parenteral nutrition
Intensive care medicine
ketone bodies
Medical sciences
total parenteral nutrition
1,3-butanediol
ketone bodies
acetoacetate esters
total parenteral nutrition
Fissipedia
Carnivora
Vertebrata
Mammalia
Animal
Artiodactyla
Dog
Ketone
Ungulata
Parenteral administration
Feeding
Pig
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Summary:We present the preparation and characterization of totally and partially water-soluble forms of fat which could replace emulsions of long-chain triacylglycerols for total parenteral nutrition. R,S-1,3-butanediol acetoacetate monoesters and diester represent pH-neutral, sodium-free, diffusible precursors of ketone bodies. The latter are water-soluble forms of fat that are well used by peripheral tissues except in prolonged starvation and diabetic ketoacidosis. The esters are rapidly hydrolyzed by plasma and tissue esterases. R,S-1,3-butanediol liberated is oxidized in liver to R,S-β-hydroxybutyrate. Reducing equivalents generated during this oxidation are trapped in the conversion of acetoacetate to R-β-hydroxybutyrate. So both the carbon and the hydrogen of the esters are exported from the liver to peripheral tissues in the form of R- + S-β-hydroxybutyrate. Thus, contrary to what occurs after administration of ethanol or R,S-1,3-butanediol alone, administration of the R,S-1,3-butanediol acetoacetate esters does not lead to major shifts in the liver's [NADH] [NAD +] ratio. Such shifts are responsible for the toxic effects of ethanol on the liver. It is therefore likely that long-term administration of the R,S-1,3-butanediol acetoacetate esters will not lead to liver toxicity.
ISSN:0955-2863
1873-4847
DOI:10.1016/0955-2863(94)00011-A