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Merck

63978

Supelco

(RS)-(Methylenecyclopropyl)acetic acid

analytical standard

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About This Item

Wzór empiryczny (zapis Hilla):
C6H8O2
Numer CAS:
Masa cząsteczkowa:
112.13
Beilstein:
1927126
Numer MDL:
Kod UNSPSC:
85151701
Identyfikator substancji w PubChem:
NACRES:
NA.24

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.

Polecane produkty

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
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Piktogramy

Exclamation mark

Hasło ostrzegawcze

Warning

Zwroty wskazujące rodzaj zagrożenia

Klasyfikacja zagrożeń

Acute Tox. 4 Oral - Skin Irrit. 2

Kod klasy składowania

10 - Combustible liquids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable


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Certyfikaty analizy (CoA)

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

Y K Lieu et al.
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.
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)
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

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