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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

Quality Level

200

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

Excellent for buffers in the range of pH 6.2-7.8
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.

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

56748-50G:
56748-VAR:
56748-250G:
56748-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCJ8500
BCCH3581
BCCG2904
BCCG2002
BCCF2604

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Review: As RNase model.
R. Breslow
Accounts of Chemical Research, 24, 317-317 (1991)
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
Joy Rathjen et al.
Reproduction, fertility, and development, 26(5), 703-716 (2013-06-14)
Human embryonic stem (ES) cells have been proposed as a renewable source of pluripotent cells that can be differentiated into various cell types for use in research, drug discovery and in the emerging area of regenerative medicine. Exploitation of this
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