CAS 54827-17-7 3,3',5,5'-Tetramethylbenzidine, Reagent

NAVIGATION

3,3',5,5'-Tetramethylbenzidine, Reagent

PRICE INQUIRY

Catalog Number

ACM54827177-1

CAS Number

54827-17-7

Product Name

3,3',5,5'-Tetramethylbenzidine, Reagent

Structure

Category

Charge Transfer Complexes; Electroluminescence Materials

Description

3,3',5,5'-tetramethylbenzidine appears as pale yellow crystals or off-white powder. (NTP, 1992)

IUPAC Name

4-(4-amino-3,5-dimethylphenyl)-2,6-dimethylaniline

Molecular Weight

240.34g/mol

Molecular Formula

C16H20N2

Canonical SMILES

CC1=CC(=CC(=C1N)C)C2=CC(=C(C(=C2)C)N)C

InChI

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

Melting Point

334 to 336 °F (NTP, 1992);168.5 °C

Solubility

less than 1 mg/mL at 68° F (NTP, 1992)

Application

3,3',5,5'-Tetramethylbenzidine, Reagent (TMB), serves as a vital tool in various biochemical applications due to its role as a chromogenic substrate. It is primarily used in staining procedures for the detection of low levels of heme-associated peroxidase activity, notably in cytochrome P-450 visualization on SDS-polyacrylamide or agarose gels. Acting as a non-carcinogenic substitute for benzidine, TMB is invaluable in the detection of blood and the determination of hemoglobin content. This white or light yellow solid is soluble in organic solvents such as acetone, ether, dimethyl sulfoxide, and dimethylformamide, and it forms a pale blue-green liquid when dissolved in ethyl acetate. In ELISA methods, TMB is a preferred substrate for horseradish peroxidase systems, where it serves as a hydrogen donor enabling the reduction of hydrogen peroxide to water by the enzyme. This reaction leads to the oxidation of TMB to TMB diimine, causing the solution to change to a blue color. This color change is measurable via spectrophotometry at wavelengths of 370 and 650 nm. However, TMB is sensitive to light and can degrade under exposure to sunlight or fluorescent lights, necessitating careful handling and storage.

Complexity

226

Covalently-Bonded Unit Count

EC Number

259-364-6

Exact Mass

240.162649g/mol

Formal Charge

Heavy Atom Count

MeSH Entry Terms

3,3',5,5'-tetramethylbenzidine;3,3',5,5'-TMP;tetramethyl benzidine;tetramethylbenzidine dihydrochloride

Monoisotopic Mass