RDD039

Imidazole

for molecular biology, ≥99% (titration), free-flowing, Redi-Dri^™

• Synonym(s): 1,3-Diaza-2,4-cyclopentadiene, Glyoxaline
• Empirical Formula (Hill Notation): C₃H₄N₂
• CAS Number: 288-32-4
• Molecular Weight: 68.08
• Beilstein: 103853
• MDL number: MFCD00005183

Properties

• Quality Level: 100
• grade: for molecular biology
• vapor pressure: <1 mmHg ( 20 °C)
• product line: Redi-Dri^™
• assay: ≥99% (titration)
• form: crystalline powder
• quality: free-flowing
• pH: 6.2-7.8 (25 °C)
• pKa (25 °C): 6.95
• bp: 256 °C (lit.)
• mp: 88-91 °C (lit.)
• application(s): diagnostic assay manufacturing
• foreign activity: DNase, RNase and protease, none detected
• 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 is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.

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

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).

Legal Information

Redi-Dri is a trademark of Sigma-Aldrich Co. LLC

Safety Information

• Pictograms: GHS05,GHS07,GHS08
• Signal Word: Danger
• Hazard Statements: H302 - H314 - H360D
• Precautionary Statements: P201 - P260 - P280 - P303 + P361 + P353 - P305 + P351 + P338 + P310 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 1B - Skin Corr. 1C
• Storage Class Code: 6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 2
• Flash Point(F): 293.0 °F - closed cup
• Flash Point(C): 145 °C - closed cup