Imidazole
SIGMA/I5513 - Molecular Biology, ≥99% (titration)
Synonym: 3-Azapyrrole; 1,3-
CAS Number: 288-32-4
Empirical Formula (Hill Notation): C3H4N2
Molecular Weight: 68.08
EC Number: 206-019-2
MDL Number: MFCD00005183
Linear Formula: C3H4N2
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: I5513-100G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: I5513-25G
| application(s) | diagnostic assay manufacturing genomic analysis life science and biopharma microbiology |
| assay | ≥99% (titration) |
| bp | 256 °C (lit.) |
| color | white |
| density | 1.004 g/cm3 at 20—25 °C |
| 1.006 g/cm3 at 20—25 °C | |
| foreign activity | DNase, RNase and protease, none detected |
| form | crystalline powder |
| grade | Molecular Biology |
| InChI | 1S/C3H4N2/c1-2-5-3-4-1/h1 |
| InChI key | RAXXELZNTBOGNW-UHFFFAOYSA |
| mp | 88-91 °C (lit.) |
| pH | 6.2-7.8 (25 °C) |
| pKa (25 °C) | 6.95 |
| Quality Level | 200  |
| SMILES string | c1c[nH]cn1 |
| solubility | water: 500 mg/mL, clear, colorless to very faintly yellow |
| storage condition | dry at room temperature |
| storage temp. | room temp |
| suitability | suitable for molecular biology |
| technique(s) | electrophoretic mobility shift assay: suitable |
| molecular cloning: suitable | |
| protein purification: suitable | |
| vapor pressure | <1 mmHg ( 20 °C) |
| Application: | Excellent for buffers in the range of pH 6.2-7.8 |
| 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 |
| 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) |
| 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. |
| Other Notes: | For additional information on our range of Biochemicals , please complete this form . |
| Packaging: | 5, 25, 100 g in glass bottle |
| Symbol |    GHS05,GHS07,GHS08 |
| Signal word | Danger |
| Hazard statements | H302 - H314 - H360D |
| Precautionary statements | P260 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 |
| Hazard Codes | T |
| Risk Statements | 61-22-34 |
| Safety Statements | 53-26-36/37/39-45 |
| RIDADR | UN 3263 8 / PGIII |
| WGK Germany | WGK 2 |
| Flash Point(F) | 293.0 °F - closed cup |
| Flash Point(C) | 145 °C - closed cup |
| Purity | ≥99% (titration) |
| bp | 256 °C (lit.) |
| mp | 88-91 °C (lit.) |
| Density | 1.004 g/cm3 at 20—25 °C; 1.006 g/cm3 at 20—25 °C |
| Storage Temp. | room temp |
| UNSPSC | 12352005 |