2,2'-Biphenol
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2,2'-Biphenol (o,o'-Biphenol) is an anti-inflammatory agent and the major non-protein-bound phenolic metabolite activated by rat bone marrow homogenate and hydrogen peroxide. 2,2'-Biphenol inhibits lipopolysaccharide (LPS) (HY-D1056)-induced COX-2 mRNA and protein expression. 2,2'-Biphenol suppresses the binding of AP-1 and NF-κB to their respective consensus sequences. 2,2'-Biphenol is applicable to research related to inflammation.
For research use only. We do not sell to patients.
- CAS No.: 1806-29-7
- Formula: C12H10O2
- Molecular Weight:186.21
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Storage:
4°C, protect from light, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)
All AP-1 Isoforms
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Biological Activity
Description
IC50 & Target
[1]|
COX-2 |
Cellular Effect
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Cell Line
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Type | Value | Description | References |
|---|---|---|---|---|
| HEK293 | IC50 |
57 μg/mL
Compound: 3
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Cytotoxicity against HEK293 cells assessed as reduction in cell growth after 3 days by MTT assay
Cytotoxicity against HEK293 cells assessed as reduction in cell growth after 3 days by MTT assay
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[PMID: 27259399] |
| HepG2 | IC50 |
>200 μM
Compound: 5
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Cytotoxicity of compound against human liver tumor cell line (Hep-G2) was determined
Cytotoxicity of compound against human liver tumor cell line (Hep-G2) was determined
|
[PMID: 15582432] |
| HepG2 | IC50 |
200 μM
Compound: 5
|
Cytotoxicity of compound against human liver tumor cell line (Hep-G2) was determined
Cytotoxicity of compound against human liver tumor cell line (Hep-G2) was determined
|
[PMID: 15582432] |
| HT-29 | IC50 |
2.5 μg/mL
Compound: 3
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Cytotoxicity against human HT-29 cells assessed as reduction in cell growth after 3 days by MTT assay
Cytotoxicity against human HT-29 cells assessed as reduction in cell growth after 3 days by MTT assay
|
[PMID: 27259399] |
| MCF7 | IC50 |
60 μg/mL
Compound: 3
|
Cytotoxicity against human MCF7 cells assessed as reduction in cell growth after 3 days by MTT assay
Cytotoxicity against human MCF7 cells assessed as reduction in cell growth after 3 days by MTT assay
|
[PMID: 27259399] |
In Vitro
The CC50 value of 2,2'-Biphenol (24 h) against RAW 264.7 cells is 0.55 mM[1].
2,2'-Biphenol (1-100 μM; 3.5 h) significantly inhibits LPS-induced COX-2 mRNA expression in RAW 264.7 cells[1].
2,2'-Biphenol (1-10 μM; 6.5 h) potently inhibits LPS-induced COX-2 protein expression in RAW 264.7 cells[1].
2,2'-Biphenol (1-10 μM; 1.5 h) inhibits LPS-induced DNA-binding activities of AP-1 and NF-κB in RAW 264.7 cells[1].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only. Further protocols information, click here.
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Cell Line:murine macrophage-like RAW 264.7 cells
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Concentration:1, 10 and 100 μM
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Incubation Time:30 min pretreatment, followed by 6 h LPS stimulation
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Result:Significantly inhibited LPS-stimulated COX-2 protein production.
Inhibited LPS-induced DNA-binding activities of AP-1 and NF-κB.
Chemical Information
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CAS No. 1806-29-7
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Appearance Solid
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Molecular Weight 186.21
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Formula C12H10O2
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Color White to off-white
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SMILES
OC1=C(C2=CC=CC=C2O)C=CC=C1
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Synonyms
o,o'-Biphenol
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, protect from light, stored under nitrogen
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light, stored under nitrogen)
Protocols
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RNA extraction experimental
By lysing cells, releasing RNA, and removing impurities such as proteins and DNA, high-purity RNA products are finally obtained. The commonly used traditional method is the guanidine isothiocyanate/phenol/chloroform method (Trizol), which is suitable for a variety of animal materials including animal tissues, microorganisms, cultured cells, etc., and most plant materials.
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Western Blot
Western blotting (WB) is a commonly used experimental method in molecular biology, biochemistry, and immunogenetics for identifying and quantifying target proteins. It combines gel electrophoresis with immunoassay, enabling researchers to analyze protein expression, post-translational modifications, and molecular weight.
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Research Protocol for Inflammation-related Diseases
The NLRP3 inflammasome is a cytosolic innate immune signaling platform that integrates priming signals and danger-signal activation to promote caspase-1 activation, maturation of IL-1β and IL-18, and gasdermin D-mediated pyroptotic cell death. The core experimental logic is to determine whether inflammatory disease phenotypes are driven by increased NLRP3 expression, ASC-containing inflammasome assembly, caspase-1 cleavage, GSDMD cleavage, and extracellular release of IL-1β/IL-18 rather than by nonspecific cell injury alone. The pathway is strongly linked to inflammation-related disease phenotypes because monosodium urate crystals activate NALP3/NLRP3 inflammasome signaling in gout-like crystal inflammation, cholesterol crystals activate NLRP3 inflammasomes in atherogenesis models, and DSS-induced intestinal inflammation has been reported to involve NLRP3 inflammasome activity. However, experimental colitis studies also show context-dependent protective effects of NLRP3 inflammasome co
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Protocol For Protein Expression And Purification
Recombinant protein expression in Escherichia coli followed by purification of a His-tagged soluble protein by immobilized metal affinity chromatography (IMAC), with optional MBP fusion and TEV tag removal when the construct includes these elements. The biological readout is production of the encoded target protein, detected as an inducible band at the expected molecular mass by SDS-PAGE and quantified by total protein assay or chromatographic absorbance; the purification readout is enrichment of the target protein in elution fractions after selective binding of polyhistidine residues to immobilized Ni2+/metal-chelate resin and elution by imidazole-containing buffer. Expression is driven by an inducible bacterial expression system, commonly T7/lac-based, in which IPTG or lactose/auto-induction activates transcription and translation of the cloned gene; lower induction temperature, lower inducer concentration, induction timing, and solubility-enhancing fusion tags can influence the frac
Purity & Documentation
References
[1].
Murakami Y, et al. Antioxidant and cyclooxygenase-2-inhibiting activity of 4,4'-biphenol, 2,2'-biphenol and phenol. Anticancer Res. 2009 Jun;29(6):2403-10.
[Content Brief]
[2]. Subrahmanyam VV, et al. Peroxidase/hydrogen peroxide--or bone marrow homogenate/hydrogen peroxide--mediated activation of phenol and binding to protein. Xenobiotica. 1990;20(12):1369-1378. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)