Imidazole-4-pyruvic acid
Imidazole-4-pyruvic acid (Imidazolepyruvic acid) is a metabolic precursor for histidine synthesis and selective stable isotope labeling of histidine residues. Imidazole-4-pyruvic acid serves as a precursor for selective histidine labeling in overexpressed proteins of Escherichia coli. Imidazole-4-pyruvic acid can be used in studies related to cancer and fungal mold infections.
For research use only. We do not sell to patients.
- CAS No.: 2504-83-8
- Formula: C6H6N2O3
- Molecular Weight:154.12
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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
Biological Activity
Description
In Vitro
Imidazole-4-pyruvic acid (50-200 mg/L) achieves >80% 13C histidine labeling efficiency in overexpressed α-synuclein at a concentration of 50 mg/L, with efficiency approaching maximum at higher concentrations[1].
Imidazole-4-pyruvic acid enables highly selective backbone 13C labeling of histidine residues in overexpressed H6-GB1 protein, with no cross-labeling of other residues[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 2504-83-8
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Molecular Weight 154.12
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Formula C6H6N2O3
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SMILES
O=C(C(CC1=CN=CN1)=O)O
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Synonyms
Imidazolepyruvic acid; ImPA
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Structure Classification
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Initial Source
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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]. Schörghuber J, et al. Highly Selective Stable Isotope Labeling of Histidine Residues by Using a Novel Precursor in E. coli-Based Overexpression Systems. Chembiochem : a European journal of chemical biology. 2017 Aug 04;18(15):1487-1491. [Content Brief]
[2]. Brüschweiler S, et al. Isotopologues of a Metabolic Precursor for Selective N-15 and C-13 Histidine Labeling. J Mol Biol. 2025 Dec 1;437(23):169347. [Content Brief]
[3]. SIJPESTEYN AK, et al. Investigations on organic fungicides. IX. The antagonistic action of certain imidazole derivatives and of alpha-keto acids on the fungitoxicity of dimethyldithiocarbamates. Biochim Biophys Acta. 1954 Sep;15(1):69-77. [Content Brief]
[4]. Wadud S, et al. Studies on the possibility of histidine biosynthesis from histodinol, imidazolepyruvic acid, imidazoleacetica acid, and imidazolelactic acid by mixed ruminal bacteria, protozoa, and their mixture in vitro. Appl Microbiol Biotechnol. 2001 Mar;55(2):219-25. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Imidazole-4-pyruvic acid Related Classifications
HY-180690 Related Classifications
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