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T2885

Sigma-Aldrich

3,3′,5,5′-Tetramethylbenzidine

≥98% (TLC)

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Synonym(s):
BM blue, Sure Blue TMB, TMB, TMB Blotting Plus, TMB substrate
Linear Formula:
[-C6H2(CH3)2-4-NH2]2
CAS Number:
54827-17-7
Molecular Weight:
240.34
Beilstein:
2808541
EC Number:
259-364-6
MDL number:
MFCD00007748
PubChem Substance ID:
24900090
NACRES:
NA.83

Quality Level

200

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.

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation markHealth hazard
GHS07,GHS08

Signal Word

Warning

Hazard Statements

H302 - H351 - H413

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 4 - Carc. 2

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

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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)
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)
Lactobacillus casei improves resistance to pneumococcal respiratory infection in malnourished mice
Villena J, et al.
The Journal of Nutrition, 135(6), 1462-1469 (2005)
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)
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)
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