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RDD039

Sigma-Aldrich

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:
Molecular Weight:
68.08
Beilstein:
103853
MDL number:

Quality Level

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

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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

Signal Word

Danger

Hazard Statements

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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Molecular pathways regulating pro-migratory effects of Hedgehog signaling
Hochman E, et al.
The Journal of Biological Chemistry, 281(45), 33860-33870 (2006)
Alan M Sandercock et al.
Molecular cancer, 14, 147-147 (2015-08-01)
Monolayer cultures of immortalised cell lines are a popular screening tool for novel anti-cancer therapeutics, but these methods can be a poor surrogate for disease states, and there is a need for drug screening platforms which are more predictive of
Pam M Van Ry et al.
Molecular therapy : the journal of the American Society of Gene Therapy, 23(8), 1285-1297 (2015-06-09)
Duchenne muscular dystrophy (DMD) is a fatal neuromuscular disease caused by mutations in the dystrophin gene, leading to the loss of a critical component of the sarcolemmal dystrophin glycoprotein complex. Galectin-1 is a small 14 kDa protein normally found in skeletal
William A Gaines et al.
Nature communications, 6, 7834-7834 (2015-07-29)
The conserved budding yeast Rad51 paralogues, including Rad55, Rad57, Csm2 and Psy3 are indispensable for homologous recombination (HR)-mediated chromosome damage repair. Rad55 and Rad57 are associated in a heterodimer, while Csm2 and Psy3 form the Shu complex with Shu1 and
Miriam Lee et al.
The Journal of cell biology, 210(3), 451-470 (2015-07-29)
Dynamin-like GTPases of the atlastin family are thought to mediate homotypic endoplasmic reticulum (ER) membrane fusion; however, the underlying mechanism remains largely unclear. Here, we developed a simple and quantitative in vitro assay using isolated yeast microsomes for measuring yeast

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