Structure via PubChem · Public domain (PubChem)
3,3',5,5'-tetramethylbenzidine
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3,3′,5,5′-Tetramethylbenzidine or TMB is a chromogenic substrate used in staining procedures in immunohistochemistry as well as being a visualising reagent used in enzyme-linked immunosorbent assays (ELISA). TMB is a white solid that forms a pale blue-green liquid in solution with ethyl acetate. TMB is degraded by sunlight and by fluorescent lights. Used to detect hematuria as it turns blue in contact with hemoglobin.
Chemical data
- Formula
- C16H20N2
- Molecular weight
- 240.34 g/mol
- IUPAC name
- 4-(4-amino-3,5-dimethylphenyl)-2,6-dimethylaniline
- SMILES
- CC1=CC(=CC(=C1N)C)C2=CC(=C(C(=C2)C)N)C
- InChIKey
- UAIUNKRWKOVEES-UHFFFAOYSA-N
- XLogP
- 3.6
- Polar surface area
- 52 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
2,774 papers- 3,3',5,5'-Tetramethylbenzidine Can Be Unsuitable for Identifying Peroxidases.ACS sensors · 2024
- Oxidized 3,3',5,5'-tetramethylbenzidine nanobelts enhance colorimetric sensing of H(2)O(2).Talanta · 2024
- Rationale of 3,3',5,5'-Tetramethylbenzidine as the Chromogenic Substrate in Colorimetric Analysis.Analytical chemistry · 2020
- Advantages and limitations of 3,3',5,5'-tetramethylbenzidine for immunohistochemical staining.Histology and histopathology · 2025
- Bioenzyme-free colorimetric assay for creatinine determination based on Mn(3)O(4) nanoparticles catalyzed oxidation of 3,3',5,5'-tetramethylbenzidine.Mikrochimica acta · 2023
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 240.163
Show 4 more facts
- melting point
- 170
- chemical formula
- C₁₆H₂₀N₂
- canonical SMILES
- CC1=CC(=CC(=C1N)C)C2=CC(=C(C(=C2)C)N)C
- Commons category
- 3,3',5,5'-Tetramethylbenzidine
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- Enzymatic assay
- Material safety
- References
3,3′,5,5′-Tetramethylbenzidine or TMB is a chromogenic substrate used in staining procedures in immunohistochemistry as well as being a visualising reagent used in enzyme-linked immunosorbent assays (ELISA). TMB is a white solid that forms a pale blue-green liquid in solution with ethyl acetate. TMB is degraded by sunlight and by fluorescent lights. Used to detect hematuria as it turns blue in contact with hemoglobin.
==Enzymatic assay==
Excerpted from Wikipedia’s “3,3',5,5'-tetramethylbenzidine” article, available under the CC BY-SA 4.0 licence.