A metabolite with diverse biological activities
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Isomer(s)
41836Tiglyl Glycine
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3-Methylcrotonyl Glycine

Item No. 22888

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(3-methyl-1-oxo-2-buten-1-yl)-glycine
CAS Number
33008-07-0
Synonyms
  • 3-MCG
  • β-Methylcrotonyl Glycine
Molecular Formula
C7H11NO3
Formula Weight
157.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 20 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
217 nm
SMILES
OC(CNC(/C=C(C)/C)=O)=O
InChi Code
InChI=1S/C7H11NO3/c1-5(2)3-6(9)8-4-7(10)11/h3H,4H2,1-2H3,(H,8,9)(H,10,11)
InChi Key
PFWQSHXPNKRLIV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    10 mg

    $49

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    50 mg

    $190

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    100 mg

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    250 mg

    $762

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    Product Description

    3-Methylcrotonyl glycine (3-MCG) is a metabolite found in the urine of patients with 3-methylcrotonyl glycinuria, a metabolic disorder characterized by a deficiency in 3-methylcrotonyl-CoA carboxylase, that has diverse biological activities.1,2 It inhibits CO2 production and mitochondrial complex II-III and creatine kinase activity in rat cerebral cortex preparations in a concentration-dependent manner.2 It also inhibits the Na+/K+-ATPase in purified synaptic membranes from rat cerebrum, indicating a potential role for this metabolite in the development of CNS damage associated with 3-methycrotonyl glycinuria.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bartlett, K., Ng, H., and Leonard, J.V. A combined defect of three mitochondrial carboxylases presenting as biotin-responsive 3-methylcrotonyl glycinuria and 3-hydroxyisovaleric aciduria. Clin. Chim. Acta. 100(2), 183-186 (1980).

    2. Moura, A.P., Ribeiro, C.A., Zanatta, Â., et al. 3-Methylcrotonylglycine disrupts mitochondrial energy homeostasis and inhibits synaptic Na+,K+-ATPase activity in brain of young rats. Cell. Mol. Neurobiol. 32(2), 297-307 (2012).