I5513

Imidazole

for molecular biology, ≥99% (titration)

• Synonym(s): 3-Azapyrrole, 1,3-Diaza-2,4-cyclopentadiene, Glyoxaline
• Empirical Formula (Hill Notation): C₃H₄N₂
• CAS Number: 288-32-4
• Molecular Weight: 68.08
• Beilstein/REAXYS Number: 103853
• EC Number: 206-019-2
• MDL number: MFCD00005183
• UNSPSC Code: 12352005
• eCl@ss: 39161001
• PubChem Substance ID: 24896072
• NACRES: NA.25

Properties

• grade: for molecular biology
• vapor pressure: <1 mmHg ( 20 °C)
• assay: ≥99% (titration)
• form: crystalline powder
• storage condition: dry at room temperature
• technique(s): electrophoretic mobility shift assay: suitable; molecular cloning: suitable; protein purification: suitable
• color: white
• pH: 6.2-7.8 (25 °C)
• pKa (25 °C): 6.95
• bp: 256 °C (lit.)
• mp: 88-91 °C (lit.)
• solubility: water: 500 mg/mL, clear, colorless to very faintly yellow
• density: 1.004 g/cm³ at 20—25 °C; 1.006 g/cm³ at 20—25 °C
• suitability: suitable for molecular biology
• application(s): diagnostic assay manufacturing; genomic analysis; life science and biopharma; microbiology
• foreign activity: DNase, RNase and protease, none detected
• storage temp.: room temp
• SMILES string: c1c[nH]cn1
• InChI: 1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5)
• InChI key: RAXXELZNTBOGNW-UHFFFAOYSA-N

Description

General description

Imidazole, also known as Glyoxalin, is an aromatic heterocyclic diazole and a key biological buffer with a pH range of 6.2 to 7.8 at 25°C. It has a wide range of applications in molecular biology, biochemistry, and proteomics. In proteomics, imidazole is essential for eluting histidine-tagged proteins from IMAC columns. It is a strong chelator of divalent cations, such as nickel and zinc, which disrupts the interaction between the His-tag and the metal ions. This allows for the efficient elution of purified proteins.

Furthermore, imidazole is indispensable for enhancing protein purity. It is widely used in preparing buffer solutions optimized for downstream purification columns. Imidazole solutions are also effective elution and washing agents throughout protein purification processes. Additionally, imidazole can be used for assays of horseradish peroxidase (HRP) and reverse staining of SDS-PAGE gels for protein detection. Imidazole is a versatile and valuable reagent for a wide range of biological applications. It is an essential component of many buffers and is also used in protein purification and detection protocols.

Application

Imidazole has been used

• in the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein
• in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography
• as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells
• as a binding buffer, wash buffer, and elution buffer in a study involving protein expression and purification of bioactive growth factors for use in cell culture and cellular agriculture

Excellent for buffers in the range of pH 6.2-7.8

Biochem/physiol Actions

Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division. It also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).

Features and Benefits

• Suitable for Molecular Biology and Biochemical Research
• Can be used as a Buffer component, for Protein separation
• Free from DNase, NICKase, RNase, and Protease
• Effective Buffering from pH 6.2 to 7.8 (25 °C) with a pKa of 6.9 (25 °C)

Other Notes

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Safety Information

• pictograms: GHS08,GHS05,GHS07
• signalword: Danger
• hcodes: H302,H314,H360D
• pcodes: P260 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 1B - Skin Corr. 1C
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 2
• flash_point_f: 293.0 °F - closed cup
• flash_point_c: 145 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges