Imidazole - Suitable for molecular biology, ≥99.5% , CAS No.288-32-4

CAS: 288-32-4 Cat. No.: I108706 Summenformel: C₃H₄N₂ Molekulargewicht: 68.08 Beilstein Registry Number: 103853 EG-Nummer: 206-019-2

QUALITÄT & REINHEIT Suitable for molecular biology, ≥99.5%

Synonyms

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

Storage

Room temperature,Argon charged,Desiccated

Shipped In

Normal

Übersicht

Imidazole, also known as Glyoxalin, is an aromatic heterocyclic diazole and a key biological buffer with a pH range of 6.2 to 7.8 at 25°C. It has a wide range of applications in molecular biology, biochemistry, and proteomics. In proteomics, imidazole is essential for eluting histidine-tagged proteins from IMAC columns. It is a strong chelator of divalent cations, such as nickel and zinc, which disrupts the interaction between the His-tag and the metal ions. This allows for the efficient elution of purified proteins.

Furthermore, imidazole is indispensable for enhancing protein purity. It is widely used in preparing buffer solutions optimized for downstream purification columns. Imidazole solutions are also effective elution and washing agents throughout protein purification processes. Additionally, imidazole can be used for assays of horseradish peroxidase (HRP) and reverse staining of SDS-PAGE gels for protein detection. Imidazole is a versatile and valuable reagent for a wide range of biological applications. It is an essential component of many buffers and is also used in protein purification and detection protocols.

Spezifikationen

Synonyme

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

Spezifikationen & Reinheit

Suitable for molecular biology, ≥99.5%

Biochemische und physiologische Mechanismen

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 F

Storage

Room temperature,Argon charged,Desiccated

Verschickt in

Normal

Note

Suitable for molecular biology

Reinheit

≥99.5%

Namen und Kennungen

Pubchem Sid

508812952

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/508812952

Kanonisches Lächeln

C1=CN=CN1

IUPAC Name

1H-imidazole

InChIKey

RAXXELZNTBOGNW-UHFFFAOYSA-N

INCHI

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

Isomere SMILES

C1=CN=CN1

WGK Deutschland

1

RTECS

NI3325000

UN-Nummer

2923

Molekulargewicht

68.08

Beilstein

103853

Reaxy-Rn

103853

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=103853&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Klasse Azoles
      • Subclass Imidazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Klasse: Azoles
• Subclass: Imidazoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Imidazoles
• Alternative Parents: Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Heteroaromatic compound - Imidazole - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Aromatic heteromonocyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as imidazoles. These are compounds containing an imidazole ring, which is an aromatic five-member ring with two nitrogen atoms at positions 1 and 3, and three carbon atoms.
• External Descriptors: an aromatic compound

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

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EPHX1 Tchem Epoxide hydrolase 1 (644 Activities)

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TBXAS1 Tchem Thromboxane-A synthase (3355 Activities)

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CYP1B1 Tchem Cytochrome P450 1B1 (1148 Activities)

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NOS1 Tchem Nitric-oxide synthase, brain (1786 Activities)

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ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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PTGIS Tchem Prostaglandin I2 synthase (104 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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HL-60 (67320 Activities)

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MCF7 (126967 Activities)

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SW480 (6023 Activities)

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A549 (127892 Activities)

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Lymphoblastoid cell (5959 Activities)

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QPCT Tchem Glutaminyl-peptide cyclotransferase (1121 Activities)

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SMMC-7721 (5516 Activities)

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APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

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FKBP5 Tchem Peptidyl-prolyl cis-trans isomerase FKBP5 (259 Activities)

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Nos2 Nitric oxide synthase, inducible (3573 Activities)

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Saccharomyces cerevisiae (19171 Activities)

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Plasmodium falciparum (966862 Activities)

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CHO (4503 Activities)

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

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Wirkungsmechanismen

Chemische und physikalische Eigenschaften

• Empfindlichkeit: Moisture sensitive，air sensitive
• Flammpunkt (°C): 145℃
• Siedepunkt (°C): 257°C
• Schmelzpunkt (°C): 90-91°C
• Molekulargewicht: 68.080 g/mol
• XLogP3: -0.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 68.0374 Da
• Monoisotopic Mass: 68.0374 Da
• Topological Polar Surface Area: 28.700 Ų
• Heavy Atom Count: 5
• Formal Charge: 0
• Complexity: 28.100
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1