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56748

Sigma-Aldrich

Imidazole

BioUltra, for molecular biology, ≥99.5% (GC)

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Synonym(s):
1,3-Diaza-2,4-cyclopentadiene, Glyoxaline
Empirical Formula (Hill Notation):
C3H4N2
CAS Number:
Molecular Weight:
68.08
Beilstein/REAXYS Number:
103853
EC Number:
MDL number:
eCl@ss:
39161001
PubChem Substance ID:
NACRES:
NA.25

grade

for molecular biology

vapor pressure

<1 mmHg ( 20 °C)

product line

BioUltra

assay

≥99.5% (GC)

form

flakes
powder or crystals

impurities

DNases, none detected
RNases, none detected
insoluble matter, passes filter test
phosphatases, none detected
proteases, none detected
≤0.2% water

ign. residue (900°C)

≤0.05%

pH

9.5-11.0 (25 °C, 0.1 M in H2O)

pKa (25 °C)

6.95

bp

256 °C (lit.)

mp

88-91 °C (lit.)

solubility

H2O: 0.1 M at 20 °C, clear, colorless

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤50 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.1 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

SMILES string

c1c[nH]cn1

λ

0.1 M in H2O

UV absorption

λ: 260 nm Amax: 0.10
λ: 280 nm Amax: 0.10

InChI

1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5)

InChI key

RAXXELZNTBOGNW-UHFFFAOYSA-N

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This Item
56749I20256750
vibrant-m

56748

Imidazole

Premium Grade
vibrant-m

56749

Imidazole

Premium Grade
vibrant-m

I202

Imidazole

-
vibrant-m

56750

Imidazole

-
grade

for molecular biology

grade

-

grade

-

grade

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

assay

≥99.5% (GC)

assay

≥99.5% (GC)

assay

99%

assay

≥99.5% (GC)

anion traces

chloride (Cl-): ≤50 mg/kg, sulfate (SO42-): ≤50 mg/kg

anion traces

chloride (Cl-): ≤50 mg/kg, sulfate (SO42-): ≤50 mg/kg

anion traces

-

anion traces

chloride (Cl-): ≤50 mg/kg, sulfate (SO42-): ≤50 mg/kg

impurities

DNases, none detected, insoluble matter, passes filter test, proteases, none detected, RNases, none detected, ≤0.2% water, phosphatases, none detected

impurities

insoluble matter, passes filter test, ≤0.2% water

impurities

-

impurities

-

Application

Imidazole can be used to prepare buffers in the pH range of 6.2-7.8 at 25°C. It is recommended as a component of a buffer for assay of horseradish peroxidase and as chelator for the binding of various divalent cations. Imidazole can be used for the elution of histidine containing proteins from divalent cation resins (Sigma P6611, HisSelect.-HC Nickel affinity gel) and can also be used in reverse staining of SDS-PAGE gels for detection of proteins.
Excellent for buffers in the range of pH 6.2-7.8

Other Notes

Review: As RNase model

signalword

Danger

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


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Imidazole

Review: As RNase model.
R. Breslow
Accounts of Chemical Research, 24, 317-317 (1991)
Jason Z Vlahakis et al.
Bioorganic & medicinal chemistry, 18(16), 6184-6196 (2010-07-17)
We have previously reported that tetrazolium salts were both potent and specific inhibitors of Plasmodium replication, and that they appear to interact with a parasite component that is both essential and conserved. The use of tetrazolium salts in vivo is
Aviva Levina et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(11), 3609-3619 (2013-01-31)
An anti-metastatic drug, NAMI-A ((ImH)[Ru(III) Cl4 (Im)(dmso)]; Im=imidazole, dmso=S-bound dimethylsulfoxide), and a cytotoxic drug, KP1019 ((IndH)[Ru(III) Cl4 (Ind)2 ]; Ind=indazole), are two Ru-based anticancer drugs in human clinical trials. Their reactivities under biologically relevant conditions, including aqueous buffers, protein solutions
Eleonora Petryayeva et al.
Langmuir : the ACS journal of surfaces and colloids, 29(3), 977-987 (2013-01-10)
Methods have been developed for the solid-phase detection of nucleic acids using mixed films of quantum dots (QDs) and oligonucleotide probes in microtiter plates. Polystyrene microwells were functionalized with multidentate imidazole ligands to immobilize QDs. Oligonucleotide hybridization was transduced using
Tomotsugu Awano et al.
Journal of bacteriology, 196(1), 140-147 (2013-10-29)
The genome of Thermococcus kodakarensis, along with those of most Thermococcus and Pyrococcus species, harbors five paralogous genes encoding putative α subunits of nucleoside diphosphate (NDP)-forming acyl coenzyme A (acyl-CoA) synthetases. The substrate specificities of the protein products for three

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