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Details

Stereochemistry ACHIRAL
Molecular Formula C16H20N2
Molecular Weight 240.3434
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3,3',5,5'-TETRAMETHYLBENZIDINE

SMILES

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

InChI

InChIKey=UAIUNKRWKOVEES-UHFFFAOYSA-N
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

HIDE SMILES / InChI
Molecular Formula C16H20N2
Molecular Weight 240.3434
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

3,3',5,5'-Tetramethylbenzidine (TMB) is a chromogenic substrate for horseradish peroxidase. TMB is converted to a blue colored diimine, which can be registered on a spectrophotometer at a wavelength of 650 nM. TMB is commonly used in techniques such as ELISA and immunohistochemistry.

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Peroxidase C1A
3
Target ID: P00433
Gene ID: NA
Gene Symbol: PRXC1A
Target Organism: Armoracia rusticana (Horseradish) (Armoracia laphatifolia)
Substrate
661
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
[Determination of hydrogen peroxide production by vaginal strains of Lactobacillus spp. isolated from healthy women].
2001
Development of an enzyme-linked immunoassay for the quantification of YKL-40 (cartilage gp-39) in guinea pig serum using hen egg yolk antibodies.
2001 Jun 1
Development of the visual pathway is disrupted in mice with a targeted disruption of the calcium channel beta(3)-subunit gene.
2001 Nov 12
Covalent linkage of prosthetic heme to CYP4 family P450 enzymes.
2001 Oct 30
Localization of intracellular lipid hydroperoxides using the tetramethylbenzidine reaction for transmission electron microscopy.
2002
Autoantibodies directed to novel components of the PM/Scl complex, the human exosome.
2002
Modulation of colony stimulating factor release and apoptosis in human colon cancer cells by anticancer drugs.
2002 Apr 22
A nano-molar sensitive disposable biosensor for determination of dopamine.
2002 Jan
Spontaneously beating neonatal rat heart myocyte culture-a model to characterize angiotensin II at(1) receptor autoantibodies in patients with preeclampsia.
2002 Jul-Aug
Organization of reciprocal connections between the perigeniculate nucleus and dorsal lateral geniculate nucleus in the cat: a transneuronal transport study.
2002 Jul-Aug
Vagal intraganglionic laminar endings and intramuscular arrays mature at different rates in pre-weanling rat stomach.
2002 Nov 29
Development of an enzyme-linked immunosorbent assay for measurement of activity of myristoyl-coenzyme A:protein N-myristoyltransferase.
2002 Oct 1
Activation of peroxidase-catalyzed oxidation of 3,3',5,5'-tetramethylbenzidine with poly(salicylic acid 5-aminodisulfide).
2002 Sep
Measurement of hemoglobin in long-term fixed erythroid cells: application development for cell science experiments in microgravity.
2003
One step enzyme linked immunosorbent assay for direct estimation of serum testosterone.
2003
CD44H and the isoforms CD44v5 and CD44v6 in the synovial fluid of the osteoarthritic human knee joint.
2003 Dec
[Inhibition of peroxidase oxidation of aromatic amines by substituted phenols].
2003 Jul-Aug
Expression screen by enzyme-linked immunofiltration assay designed for high-throughput purification of affinity-tagged proteins.
2003 Jun 15
A sensitive non-isotopic assay for GAD65 autoantibodies.
2003 May
Dual method for the determination of peroxidase activity and total peroxides-iodide leads to a significant increase of peroxidase activity in human sera.
2003 May 15
Anatomic organization of the ascending branch of the milk-ejection reflex in sheep: primary afferent neurons.
2003 May 19
Development of an indirect competitive ELISA for detection of Campylobacter jejuni subsp.jejuni O:23 in foods.
2004
Comparison of fluorogenic and chromogenic assay systems in the detection of Escherichia coli O157 by a novel polymyxin-based ELISA.
2004
Airway inflammation and allergen specific IgE production may persist longer than airway hyperresponsiveness in mice.
2004 Feb
Genioglossal hypoglossal motoneurons contact substance P-like immunoreactive nerve terminals in the cat: a dual labeling electron microscopic study.
2004 Feb
Associations between plasma DDE levels and immunologic measures in African-American farmers in North Carolina.
2004 Jul
Langmuir-Blodgett films incorporating redox mediators for molecular recognition of NADH.
2004 Jun
A simple spectrophotometric method for the quantification of residual haemoglobin in platelet concentrates.
2004 Nov
[Inhibition of the peroxidase-catalyzed oxidation of chromogenic substrates by alkyl-substituted diphenols].
2004 Sep-Oct
Detection of Escherichia coli O157 in foods by a novel polymyxin-based enzyme-linked immunosorbent assay.
2005 Feb
Generation of human antibody fragments against Streptococcus mutans using a phage display chain shuffling approach.
2005 Jan 25
A novel spectrophotometric determination of trace copper based on charge transfer complex.
2005 Mar
Amperometric detection in TMB/HRP-based assays.
2005 May
A rapid, direct assay to measure degranulation of primary granules in neutrophils from kidney of fathead minnow (Pimephales promelas Rafinesque, 1820).
2005 Sep
Patents

Patents

JP2005513508A
3
JPH01227963A
1
JPS61192299A
1

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
The incubation mixture contained 10 uM of 3,5,3',5'-tetramethylbenzidine and 15 uM of hydrogen peroxide in acetate buffer, pH 5.0. At zero time, horseradish peroxidase was added (10 ng/ml).
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:47:04 GMT 2023
Edited
by admin
on Fri Dec 15 17:47:04 GMT 2023
Record UNII
3B3T5CB8EO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3,3',5,5'-TETRAMETHYLBENZIDINE
HSDB  
Systematic Name English
COLORBURST BLUE
Brand Name English
3,3',5,5'-TETRAMETHYLBENZIDINE [HSDB]
Common Name English
3,3',5,5'-TETRAMETHYL(1,1'-BIPHENYL)-4,4'-DIAMINE
Systematic Name English
POTASSIUM-BLUE MAX
Brand Name English
3,3',5,5'-TETRAMETHYLBENZIDINE [MI]
Common Name English
3,3',5,5'-TETRAMETHYL-(1,1'-BIPHENYL)-4,4'-DIAMINE
Systematic Name English
(1,1'-BIPHENYL)-4,4'-DIAMINE, 3,3',5,5'-TETRAMETHYL-
Systematic Name English
3,5,3',5'-TETRAMETHYLBENZIDINE
Systematic Name English
Code System Code Type Description
WIKIPEDIA
3,3',5,5'-Tetramethylbenzidine
Created by admin on Fri Dec 15 17:47:04 GMT 2023 , Edited by admin on Fri Dec 15 17:47:04 GMT 2023
PRIMARY
HSDB
4331
Created by admin on Fri Dec 15 17:47:04 GMT 2023 , Edited by admin on Fri Dec 15 17:47:04 GMT 2023
PRIMARY
FDA UNII
3B3T5CB8EO
Created by admin on Fri Dec 15 17:47:04 GMT 2023 , Edited by admin on Fri Dec 15 17:47:04 GMT 2023
PRIMARY
MERCK INDEX
m11776
Created by admin on Fri Dec 15 17:47:04 GMT 2023 , Edited by admin on Fri Dec 15 17:47:04 GMT 2023
PRIMARY
PUBCHEM
41206
Created by admin on Fri Dec 15 17:47:04 GMT 2023 , Edited by admin on Fri Dec 15 17:47:04 GMT 2023
PRIMARY
CAS
54827-17-7
Created by admin on Fri Dec 15 17:47:04 GMT 2023 , Edited by admin on Fri Dec 15 17:47:04 GMT 2023
PRIMARY
ECHA (EC/EINECS)
259-364-6
Created by admin on Fri Dec 15 17:47:04 GMT 2023 , Edited by admin on Fri Dec 15 17:47:04 GMT 2023
PRIMARY
EPA CompTox
DTXSID5026120
Created by admin on Fri Dec 15 17:47:04 GMT 2023 , Edited by admin on Fri Dec 15 17:47:04 GMT 2023
PRIMARY
NIH
NCATS
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