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T2885

Sigma-Aldrich

3,3′,5,5′-Tetramethylbenzidine

≥98% (TLC)

Synonym(s):
TMB substrate, TMB, Sure Blue TMB, BM blue, TMB Blotting Plus
Linear Formula:
[-C6H2(CH3)2-4-NH2]2
CAS Number:
Molecular Weight:
240.34
Beilstein:
2808541
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.83

Quality Level

assay

≥98% (TLC)

form

powder

mp

168-171 °C (lit.)

solubility

ethyl acetate: 50 mg/mL, clear to very slightly hazy

storage temp.

2-8°C

SMILES string

Cc1cc(cc(C)c1N)-c2cc(C)c(N)c(C)c2

InChI

1S/C16H20N2/c1-9-5-13(6-10(2)15(9)17)14-7-11(3)16(18)12(4)8-14/h5-8H,17-18H2,1-4H3

InChI key

UAIUNKRWKOVEES-UHFFFAOYSA-N

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Application

3,3′,5,5′-Tetramethylbenzidine has been used:
  • as a supplement in Man-Rodosa-Sharpe (MRS) agar plate, to stains the lactobacilli colonies blue in the presence of O2
  • as a substrate solution for ELISA (enzyme-linked immunosorbent assay)
  • in myeloperoxidase activity assay to quantify neutrophil

3,3′,5,5′-Tetramethylbenzidine (TMB) is a noncarcinogenic substitute (Ames test negative) for benzidine suitable as peroxidase substrate for use in ELISA procedures. The substrate produces a soluble end product that is pale blue in color and can be read spectrophotometrically at 370 or 620-650 nm. The TMB reaction may be stopped with 2 M H2SO4 (resulting in a yellow color), and read at 450 nm. A sensitive and specific reagent for the detection of blood, assay of hemoglobin, assay of peroxidases.

Packaging

100 mg in glass bottle
1, 5, 100 g in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Biochem/physiol Actions

3,3′,5,5′-Tetramethylbenzidine/TMB can be used as a chromogen to increase the progression of product obtained in peroxidase reaction. In food and environmental decontamination procedures, TMB can be used in in situ free available chlorine (FAC) monitoring of chlorite-based sanitizers.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

The CD4+ T cell-mediated IFN-gamma response to Helicobacter infection is essential for clearance and determines gastric cancer risk
Sayi A, et al.
Journal of immunology (Baltimore, Md. : 1950), 182(11), 7085-7101 (2009)
Tetramethylbenzidine method for monitoring the free available chlorine and microbicidal activity of chlorite-based sanitizers under organic-matter-rich environments
Yamaoka H, et al.
Letters in Applied Microbiology, 62(1), 47-54 (2016)
Lactobacillus casei improves resistance to pneumococcal respiratory infection in malnourished mice
Villena J, et al.
The Journal of Nutrition, 135(6), 1462-1469 (2005)
Lactobacilli isolated from vaginal vault of dairy and meat cows during progesteronic stage of estrous cycle
Rodriguez C, et al.
Anaerobe, 17(1), 15-18 (2011)
Ferrotransferrin and antibody against the transferrin receptor as potential vehicles for drug delivery across the mammalian blood-brain barrier into the central nervous system
Methods in Neurosciences, 21(1), 93-117 (1994)

Articles

Colorimetric Alkaline Phosphatase and Peroxidase Substrate Detection Systems

Nitroblue Tetrazolium (NBT) is used with the alkaline phosphatase substrate 5-Bromo- 4-Chloro-3-Indolyl Phosphate (BCIP) in western blotting and immunohistological staining procedures. These substrate systems produce an insoluble NBT diformazan end product that is blue to purple in color and can be observed visually.

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