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Merck

63978

Supelco

(RS)-(Methylenecyclopropyl)acetic acid

analytical standard

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About This Item

经验公式(希尔记法):
C6H8O2
CAS号:
分子量:
112.13
Beilstein:
1927126
MDL號碼:
分類程式碼代碼:
85151701
PubChem物質ID:
NACRES:
NA.24

等級

analytical standard

品質等級

化驗

≥95.0% (HPLC)

儲存期限

limited shelf life, expiry date on the label

技術

HPLC: suitable
gas chromatography (GC): suitable

應用

food and beverages

形式

neat

儲存溫度

−20°C

SMILES 字串

OC(=O)CC1CC1=C

InChI

1S/C6H8O2/c1-4-2-5(4)3-6(7)8/h5H,1-3H2,(H,7,8)

InChI 密鑰

QJBXAEKEXKLLLZ-UHFFFAOYSA-N

應用

(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.

包裝

Bottomless glass bottle. Contents are inside inserted fused cone.

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象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Acute Tox. 4 Oral - Skin Irrit. 2

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Hypoglycin and metabolically related inhibitors.
D Billington et al.
Methods in enzymology, 72, 610-616 (1981-01-01)
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
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)
The antagonism of the toxicity of hypoglycin by glycine.
S S Al-Bassam et al.
Biochemical pharmacology, 30(20), 2817-2824 (1981-10-01)

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