63978
(RS)-(Methylenecyclopropyl)acetic acid
analytical standard
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About This Item
Formula empirica (notazione di Hill):
C6H8O2
Numero CAS:
Peso molecolare:
112.13
Beilstein:
1927126
Numero MDL:
Codice UNSPSC:
85151701
ID PubChem:
NACRES:
NA.24
Prodotti consigliati
Grado
analytical standard
Livello qualitativo
Saggio
≥95.0% (HPLC)
Durata
limited shelf life, expiry date on the label
tecniche
HPLC: suitable
gas chromatography (GC): suitable
applicazioni
food and beverages
Formato
neat
Temperatura di conservazione
−20°C
Stringa SMILE
OC(=O)CC1CC1=C
InChI
1S/C6H8O2/c1-4-2-5(4)3-6(7)8/h5H,1-3H2,(H,7,8)
QJBXAEKEXKLLLZ-UHFFFAOYSA-N
Applicazioni
(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.
Confezionamento
Bottomless glass bottle. Contents are inside inserted fused cone.
Prodotti consigliati
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K Y Tserng et al.
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.
C Von Holt
Biochimica et biophysica acta, 125(1), 1-10 (1966-08-03)
David Grünig et al.
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.
S S Al-Bassam et al.
Biochemical pharmacology, 30(20), 2817-2824 (1981-10-01)
Hypoglycin and metabolically related inhibitors.
D Billington et al.
Methods in enzymology, 72, 610-616 (1981-01-01)
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