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Sigma-Aldrich

Toluidine Blue O

certified by the Biological Stain Commission

Synonym(s):

Basic Blue 17, Blutene chloride, Methylene Blue T50 or T extra, Tolonium chloride

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About This Item

Empirical Formula (Hill Notation):
C15H16ClN3S
CAS Number:
92-31-9
Molecular Weight:
305.83
Colour Index Number:
52040
EC Number:
202-146-2
MDL number:
MFCD00011934
UNSPSC Code:
12171500
PubChem Substance ID:
24851865
NACRES:
NA.47

grade

certified by the Biological Stain Commission

Quality Level

200

form

powder

composition

Dye content, 80%

color

dark green

λmax

626 nm

ε (extinction coefficient)

≥13000 at 241-247 nm in H2O
≥28000 at 287-293 nm in H2O
≥40000 at 625-635 nm in H2O

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Cl-].Cc1cc2N=C3C=CC(\C=C3Sc2cc1N)=[N+](\C)C

InChI

1S/C15H15N3S.ClH/c1-9-6-13-15(8-11(9)16)19-14-7-10(18(2)3)4-5-12(14)17-13;/h4-8,16H,1-3H3;1H

InChI key

GEDVVYWLPUPJJZ-UHFFFAOYSA-N

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General description

A metachromatic dye suitable for a wide variety of histological staining procedures.

Application

Toluidine Blue O along with light-emitting diode has been used as a photosensitizer to control in vitro biofilms and to kill gram-negative bacteria.

Biochem/physiol Actions

Toluidine Blue O (TBO) is a thiazine dye of the quinone-imine family and is cationic in nature. It has been employed in polychromatic staining of paraffin embedded plant cell walls. TBO can be removed from its aqueous solution by using an effective adsorbent, clinoptilolite. TBO and fixed output laboratory laser light source are used together to destroy variety of oral bacteria associated with dental caries. This metachromatic nuclear stain is often used in place of thionin or methylene blue. It also serves as a component of a tribasic stain along with Malachite Greenand Basic Fuchsin.

Suitability

Certified for use as a metachromatic stain for mast cells and cartilage using the Churukian-Schenk method and the method of Nocht on paraffin sections.

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 Effect of Variable Energy Input from a Novel Light Source on the Photoactivated Bactericidal Action of Toluidine Blue O on Streptococcus mutans
Williams J A
Caries Research, 37, 190?193-190?193 (2003)
Polychromatic staining of plant cell walls by toluidine blue O
Brien T P O
Protoplasma, 59(2), 368- 373 (1964)
Anaīs Noblanc et al.
Antioxidants (Basel, Switzerland), 9(2) (2020-02-15)
There is growing evidence that the quality of spermatozoa decreases with age and that children of older fathers have a higher incidence of birth defects and genetic mutations. The free radical theory of aging proposes that changes with aging are
The adsorption kinetics and removal of cationic dye, Toluidine Blue O, from aqueous solution with Turkish zeolite
Alpat S K
Journal of Hazardous Materials, 151(1), 213-220 (2008)
Joanna Nakonieczna et al.
Photodiagnosis and photodynamic therapy, 9(4), 359-361 (2012-12-04)
It is known that Staphylococcus aureus is susceptible to photodynamic inactivation in general, but the significant variation among particular strains in the response to the treatment exists. However, factors that determine the observed phenomenon remain unclear. This study was aimed
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