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M6900

Sigma-Aldrich

Methyl Blue

powder or crystals

Synonym(s):

Acid blue 93, Aniline blue water soluble, Cotton blue, Poirriers blue, Water blue

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About This Item

Empirical Formula (Hill Notation):
C37H27N3Na2O9S3
CAS Number:
28983-56-4
Molecular Weight:
799.80
Colour Index Number:
42780
EC Number:
249-352-9
MDL number:
MFCD00058509
UNSPSC Code:
12171500
PubChem Substance ID:
329818037
NACRES:
NA.47

form

powder or crystals

Quality Level

200

mp

>-23 °C

solubility

H2O: 1 mg/mL, blue

εmax

≥650 at 594-610  nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Na+].[Na+].OS(=O)(=O)c1ccc(Nc2ccc(cc2)\C(c3ccc(Nc4ccc(cc4)S([O-])(=O)=O)cc3)=C5/C=CC(\C=C5)=N/c6ccc(cc6)S([O-])(=O)=O)cc1

InChI

1S/C37H29N3O9S3.2Na/c41-50(42,43)34-19-13-31(14-20-34)38-28-7-1-25(2-8-28)37(26-3-9-29(10-4-26)39-32-15-21-35(22-16-32)51(44,45)46)27-5-11-30(12-6-27)40-33-17-23-36(24-18-33)52(47,48)49;;/h1-24,38-39H,(H,41,42,43)(H,44,45,46)(H,47,48,49);;/q;2*+1/p-2

InChI key

MCPLVIGCWWTHFH-UHFFFAOYSA-L

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General description

Methyl Blue is a triaminotriphenylmethane dye, widely used in paper, textile and leather production.

Application

Methyl Blue has been used:
  • to stain leaf disks for callose visualization within the cells
  • to incubate cells for 4′,6-diamidino-2-phenylindole (DAPI)/septa staining
  • as a marker for β-(1-3)-d-glucans or acidic phloroglucinol for the detection of callose and lignin

Biochem/physiol Actions

Methyl Blue is considered as a xenobiotic compound and has antiseptic property. It is useful in polychrome staining. Methyl blue is mostly used for staining samples in histology and microbiology. It is also useful as a model to reveal the role of catalyst in light induced degradation of dyes.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

Flash Point(F)

>572.0 °F - Pensky-Martens closed cup

Flash Point(C)

> 300 °C - Pensky-Martens closed cup

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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A new principle in polychrome staining: a system of automated staining, complementary to hematoxylin and eosin, and usable as a research tool
Shoobridge Michael PK
Stain Technology, 58(5), 245-258 (1983)
Micellar effect on the kinetics of oxidation of methyl blue by Ce (IV) in sulfuric acid medium
Hassan M, et al.
Arabian Journal of Chemistry, 8(1), 72-77 (2015)
A novel alpha-1, 3-glucan elicits plant defense responses in potato and induces protection against Rhizoctonia solani AG-3 and Fusarium solani f. sp. eumartii
Wolski EA, et al.
Physiological and Molecular Plant Pathology, 69(1-3), 93-103 (2006)
Replication stress in early S phase generates apparent micronuclei and chromosome rearrangement in fission yeast
Sabatinos SA, et al.
Molecular Biology of the Cell, 26(19), 3439-3450 (2015)
A novel a-1, 3-glucan elicits plant defense responses in potato and induces protection against Rhizoctonia solani AG-3 and Fusarium solani f. sp. eumartii.
Wolski E
Physiological & Molecular Plant Pathology, 69, 93-93 (2006)
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