63978
(RS)-(Methylenecyclopropyl)acetic acid
analytical standard
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About This Item
Polecane produkty
klasa czystości
analytical standard
Poziom jakości
Próba
≥95.0% (HPLC)
okres trwałości
limited shelf life, expiry date on the label
metody
HPLC: suitable
gas chromatography (GC): suitable
Zastosowanie
food and beverages
format
neat
temp. przechowywania
−20°C
ciąg SMILES
OC(=O)CC1CC1=C
InChI
1S/C6H8O2/c1-4-2-5(4)3-6(7)8/h5H,1-3H2,(H,7,8)
Klucz InChI
QJBXAEKEXKLLLZ-UHFFFAOYSA-N
Zastosowanie
(RS)-(Methylenecyclopropyl)acetic acid (MCPA), an inhibitor of multiple acyl-CoA dehydrogenase enzymes, is derived from hypoglycin A metabolism. MCPA forms non-metabolizable carnitine and coenzyme A (CoA) esters thereby depressing tissue levels of these cofactors and making them less available for other biochemical reactions. (RS)-(Methylenecyclopropyl)acetic acid may be used as a reference material during the analysis of MCPA.
Hypoglycin A is metabolized by means of transamination and oxidative decarboxylation to methylene cyclopropyl acetic acid (MCPA). MCPA forms nonmetabolizable carnitine and coenzyme A (CoA) esters, thereby depressing tissue levels of these cofactors and making them less available for other biochemical reactions.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Opakowanie
Bottomless glass bottle. Contents are inside inserted fused cone.
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The American journal of physiology, 272(3 Pt 1), E359-E366 (1997-03-01)
To examine the changes in coenzyme A profile and the possible corrective effects of carnitine supplementation in the genetic disorders of mitochondrial beta-oxidation, we carried out experiments using an inhibitor of multiple acyl-CoA dehydrogenase enzymes, methylenecyclopropaneacetic acid (MCPA), in rat
Methylenecyclopropaneacetic acid, a metabolite of hypoglycin.
Biochimica et biophysica acta, 125(1), 1-10 (1966-08-03)
Biochemical pharmacology, 177, 113860-113860 (2020-03-14)
Treatment with valproate is associated with hepatic steatosis, but the mechanisms are not fully elucidated in human cell systems. We therefore investigated the effects of valproate on fatty acid and triglyceride metabolism in HepaRG cells, a human hepatoma cell line.
The antagonism of the toxicity of hypoglycin by glycine.
Biochemical pharmacology, 30(20), 2817-2824 (1981-10-01)
Biochemistry, 30(44), 10755-10760 (1991-11-05)
To study the structure-activity relationship between pentanoic acid analogues and the inhibition of fatty acid oxidation, a number of 4-pentenoic and methylenecyclopropaneacetic acid derivatives were prepared. All compounds inhibited palmitoylcarnitine oxidation in rat liver mitochondria, with 50% inhibition occurring at
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