63978
(RS)-(Methylencyclopropyl)-essigsäure
analytical standard
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About This Item
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Qualität
analytical standard
Qualitätsniveau
Assay
≥95.0% (HPLC)
Haltbarkeit
limited shelf life, expiry date on the label
Methode(n)
HPLC: suitable
gas chromatography (GC): suitable
Anwendung(en)
food and beverages
Format
neat
Lagertemp.
−20°C
SMILES String
OC(=O)CC1CC1=C
InChI
1S/C6H8O2/c1-4-2-5(4)3-6(7)8/h5H,1-3H2,(H,7,8)
InChIKey
QJBXAEKEXKLLLZ-UHFFFAOYSA-N
Anwendung
Hypoglycin A wird durch Transaminierung und oxidative Decarboxylierung zu Methylen-cyclopropylessigsäure (MCPA) metabolisiert. MCPA bildet nicht metabolisierbare Carnitin- und Coenzym A (CoA)-Ester und senkt so den Level dieser Cofaktoren im Gewebe, so dass sie für andere biochemische Reaktionen weniger verfügbar sind.
(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.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Verpackung
Bottomless glass bottle. Contents are inside inserted fused cone.
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Hypoglycin and metabolically related inhibitors.
Methods in enzymology, 72, 610-616 (1981-01-01)
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
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
Methylenecyclopropaneacetic acid, a metabolite of hypoglycin.
Biochimica et biophysica acta, 125(1), 1-10 (1966-08-03)
The antagonism of the toxicity of hypoglycin by glycine.
Biochemical pharmacology, 30(20), 2817-2824 (1981-10-01)
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