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Cat. No.: HY-180690

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Imidazole-4-pyruvic acid

Name: Imidazole-4-pyruvic acid
Brand: MedChemExpress
SKU: HY-180690
Availability: PreOrder

(Synonyms: Imidazolepyruvic acid; ImPA)

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

Storage:

Please store the product under the recommended conditions in the Certificate of Analysis.

Data Sheet (270 KB)

Imidazole-4-pyruvic acid Chemical Structure

CAS No.: 2504-83-8

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Biological Activity
- Description
- In Vitro
Chemical Information
Purity & Documentation
References
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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

CAS No. 2504-83-8
Molecular Weight 154.12
Formula C₆H₆N₂O₃
SMILES

O=C(C(CC1=CN=CN1)=O)O
Synonyms

Imidazolepyruvic acid; ImPA
Structure Classification
- Alkaloids
- Imidazole Alkaloids
Initial Source
- Endogenous metabolite
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (270 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

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.

[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.

[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.

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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100 mg

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