Glutaconyl-CoA
Glutaconyl-CoA (Glutaconyl-coenzyme A) is a key metabolic intermediate in the mitochondrial catabolic pathways of lysine, hydroxylysine and tryptophan. Glutaconyl-CoA competitively inhibits wild-type glutaryl-CoA dehydrogenase (GCDH) with a Ki value of 1.1 µM. Glutaconyl-CoA is generated via the oxidative decarboxylation of glutaryl-CoA catalyzed by GCDH, and is subsequently further metabolized. Glutaconyl-CoA can be used in the research of type I glutaric aciduria.
For research use only. We do not sell to patients.
- CAS No.: 167357-83-7
- Formula: C26H40N7O19P3S
- Molecular Weight:879.62
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
All Endogenous Metabolite Isoforms
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Biological Activity
Glutaconyl-CoA (28-30 µM; 10-30 min) is decarboxylated by Glu370Gln mutant human glutaryl-CoA dehydrogenase to crotonyl-CoA without flavin oxidation-reduction, forming a transient 725 nm-absorbing species and converting 95% of glutaconyl-CoA to crotonyl-CoA within 30 min at pH 7.6, 25 °C[2].
Glutaconyl-CoA (28 µM; 10 min) is converted by wild-type human glutaryl-CoA dehydrogenase primarily to 3-hydroxybutyryl-CoA (99% product after 10 min) at pH 7.6, 25 °C[2].
Glutaconyl-CoA (28 µM; 10 min) is converted by Arg94Gln mutant human glutaryl-CoA dehydrogenase primarily to crotonyl-CoA at pH 7.6, 25 °C[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 167357-83-7
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Molecular Weight 879.62
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Formula C26H40N7O19P3S
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SMILES
O[C@@H]1[C@H](OP(O)(O)=O)[C@@H](COP(OP(OCC(C)(C)[C@@H](O)C(NCCC(NCCSC(/C=C/CC(O)=O)=O)=O)=O)(O)=O)(O)=O)O[C@H]1N2C=NC3=C(N)N=CN=C32
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Synonyms
Glutaconyl-coenzyme A
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Lehnert W, et al. Glutaconyl-CoA is the main toxic agent in glutaryl-CoA dehydrogenase deficiency (glutaric aciduria type I). Med Hypotheses. 2005;65(2):330-333. [Content Brief]
[2]. Westover JB, et al. Binding, hydration, and decarboxylation of the reaction intermediate glutaconyl-coenzyme A by human glutaryl-CoA dehydrogenase. Biochemistry. 2001;40(46):14106-14114. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Glutaconyl-CoA Related Classifications
HY-CE02028 Related Classifications
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- Glutaconyl-CoA
- 167357-83-7
- Glutaconyl-coenzyme A
- Endogenous Metabolite
- Arg94Gln mutant human glutaryl-CoA dehydrogenase
- crotonyl-CoA
- glutaryl-CoA dehydrogenase deficiency
- 3-hydroxyglutaryl-CoA
- cysteine
- glutaric aciduria type I
- Glu370Gln mutant human glutaryl-CoA dehydrogenase
- glutathione
- wild-type human glutaryl-CoA dehydrogenase
- glutaryl-CoA dehydrogenase knock-out mice
- Inhibitor
- inhibitor
- inhibit