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Sigma-Aldrich

Toluidine Blue

8.74% (ZN (THEORY)), for microscopy (Hist., Vit.)

Synonym(s):

Tolonium chloride; Basic Blue 17

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About This Item

Empirical Formula (Hill Notation):
C15H16ClN3S · 0.5ZnCl2
CAS Number:
Molecular Weight:
373.97
Colour Index Number:
52040
Beilstein:
4068052
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
MA.02

grade

for microscopy (Hist., Vit.)

Quality Level

Assay

8.74% (ZN (THEORY))

form

powder or crystals

color

green to very dark green

solubility

methanol: 0.01 g/10 mL, blue to very deep blue

εmax

≥800 at 621-636 nm in water

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Cl-].[Cl-].Cl[Zn]Cl.Cc1cc2N=C3C=CC(\C=C3Sc2cc1N)=[N+](\C)C.Cc4cc5N=C6C=CC(\C=C6Sc5cc4N)=[N+](\C)C

InChI

1S/2C15H15N3S.4ClH.Zn/c2*1-9-6-13-15(8-11(9)16)19-14-7-10(18(2)3)4-5-12(14)17-13;;;;;/h2*4-8,16H,1-3H3;4*1H;/q;;;;;;+2/p-2

InChI key

DAQXTSXITPUGRG-UHFFFAOYSA-L

General description

Toluidine blue (C.l. 52040) is a diaminothiazine dye.It is also known as TBO, tolonium chloride, and toluidine blue O.

Application

Toluidine Blue is suitable for use in the following applications:
  1. to demonstrate amyloid; DNA in plant material, mast cells, Nissl substance, nuclei, and sulfatides
  2. in metachromatic staining of sulfated mucins and related materials
  3. as staining agent to identify the development and accumulation of the cartilage matrix, proteoglycans for isolation and culture of mesenchymal stem cells from mouse compact bone.
  4. staining of mucins in water-miscible resins and of nucleic acids in epoxy resins(1)

Biochem/physiol Actions

Toluidine Blue is a basic thiazine metachromatic dye, which is used for selectively staining acidic tissue components such as carboxylates, sulfates, and phosphate radicals.It is found to have an affinity for nucleic acids and therefore binds to the nuclear material of tissues with a high DNA and RNA content.

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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Toluidine blue: A review of its chemistry and clinical utility.
Sridharan G and Shankar AA
International Journal of Oral and Maxillofacial Pathology, 16(2), 251-255 (2012)
A protocol for isolation and culture of mesenchymal stem cells from mouse compact bone.
Zhu H, et al.
Nature Protocols, 5, 550-560 (2010)
Newman Osafo et al.
The Turkish journal of gastroenterology : the official journal of Turkish Society of Gastroenterology, 30(8), 732-744 (2019-08-17)
Xylopic acid (XA) has been reported to exhibit analgesic activity, alleviate neuropathic pain in rodents, and demonstrate anti-inflammatory effects. Intrarectal challenge of rats with acetic acid induces colitis that bears resemblance in terms of its pathogenesis, histopathology, and inflammatory profile
Ulrike Kettenberger et al.
Journal of tissue engineering and regenerative medicine, 11(7), 1974-1985 (2015-11-10)
Locally applied bisphosphonates, such as zoledronate, have been shown in several studies to inhibit peri-implant bone resorption and recently to enhance peri-implant bone formation. Studies have also demonstrated positive effects of hydroxyapatite (HA) particles on peri-implant bone regeneration and an
Stephen H Schlecht et al.
Journal of orthopaedic research : official publication of the Orthopaedic Research Society, 37(9), 1910-1919 (2019-05-02)
Postnatal development and the physiological loading response of the anterior cruciate ligament (ACL) complex (ACL proper, entheses, and bony morphology) is not well understood. We tested whether the ACL-complex of two inbred mouse strains that collectively encompass the musculoskeletal variation

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