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56748

Sigma-Aldrich

Imidazole

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

Synonym(s):

1,3-Diaza-2,4-cyclopentadiene, Glyoxaline

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About This Item

Empirical Formula (Hill Notation):
C3H4N2
CAS Number:
288-32-4
Molecular Weight:
68.08
Beilstein:
103853
EC Number:
206-019-2
MDL number:
MFCD00005183
UNSPSC Code:
12352005
eCl@ss:
39161001
PubChem Substance ID:
57651596
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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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

Signal Word

Danger

Hazard Statements

H302,H314,H360D

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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