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M4159

Sigma-Aldrich

Methylene Blue hydrate

suitable for nucleic acid staining, BioReagent

Synonym(s):

3,7-Bis(dimethylamino)phenothiazin-5-ium chloride xhydrate, Methylene Blue monohydrate, Methylene blue, Nucleic acid staining reagent

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About This Item

Empirical Formula (Hill Notation):
C16H18ClN3S · xH2O
CAS Number:
122965-43-9
Molecular Weight:
319.85 (anhydrous basis)
Beilstein:
3599847
EC Number:
200-515-2
MDL number:
MFCD00150006
UNSPSC Code:
12171500
PubChem Substance ID:
57654386
NACRES:
NA.52

grade

for molecular biology

Quality Level

100

product line

BioReagent

form

powder

technique(s)

nucleic acid detection: suitable

solubility

water: 1 mg/mL (dark blue)

suitability

suitable for nucleic acid staining

storage temp.

room temp

SMILES string

O.[Cl-].CN(C)c1ccc2N=C3C=C\C(C=C3Sc2c1)=[N+](/C)C

InChI

1S/C16H18N3S.ClH.H2O/c1-18(2)11-5-7-13-15(9-11)20-16-10-12(19(3)4)6-8-14(16)17-13;;/h5-10H,1-4H3;1H;1H2/q+1;;/p-1

InChI key

WQVSELLRAGBDLX-UHFFFAOYSA-M

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General description

Methylene blue is a heterocyclic aromatic chemical, appearing as a dark green solid powder, changing to blue in aqueous solution. It is used as a stain in many different histology procedures, as well as in molecular biology laboratories.

Application

Methylene Blue hydrate is suitable for use as a nucleic acid stain for agarose and polyacrylamide gel electrophoresis (PAGE). It was used to stain 4T1 tumor cells to study metastasis of tumor cells using clonogenic assay. Methylene blue hydrate crystals were encapsulated in apoferritin nanocages for photodynamic therapy against tumor cells.

Features and Benefits

  • Less hazardous than staining with ethidium bromide
  • Viewable in visible light
  • Fast and easy to use

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Resolution of multiple ribonucleic acid species by polyacrylamide gel electrophoresis.
A C Peacock et al.
Biochemistry, 6(6), 1818-1827 (1967-06-01)
Young-Sharp, D. and Kumar, R.
Technique, 1, 183-183 (1989)
Ariane Felgenträger et al.
BioMed research international, 2013, 482167-482167 (2013-03-20)
Photodynamic inactivation of bacteria (PIB) by efficient singlet oxygen photosensitizers might be a beneficial alternative to antibiotics in the struggle against multiresistant bacteria. Phenothiazinium dyes belong to the most prominent classes of such sensitizers due to their intense absorption in
Angela L Davis et al.
International journal of molecular sciences, 14(2), 4185-4202 (2013-02-23)
Repurposing approved and abandoned non-oncological drugs is an alternative developmental strategy for the identification of anticancer therapeutics that has recently attracted considerable attention. Due to the essential role of the cellular heat shock response in cytoprotection through the maintenance of
Fei Yan et al.
Photochemistry and photobiology, 86(3), 662-666 (2010-02-06)
This study reports that photosensitizers encapsulated in supramolecular protein cages can be internalized by tumor cells and can deliver singlet oxygen intracellularly for photodynamic therapy (PDT). As an alternative to other polymeric and/or inorganic nanocarriers and nanoconjugates, which may also
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