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341088

Sigma-Aldrich

1,9-Dimethyl-Methylene Blue zinc chloride double salt

Dye content 80 %

Synonym(s):

DMMB, Taylor’s Blue

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About This Item

Empirical Formula (Hill Notation):
C18H22ClN3S · 0.5ZnCl2
CAS Number:
Molecular Weight:
416.05
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

form

powder

Quality Level

composition

Dye content, 80%

impurities

<20% water

mp

250 °C (dec.) (lit.)

λmax

649 nm

ε (extinction coefficient)

≥10000 at 243-249 nm in H2O
≥18000 at 285-291 nm in H2O
≥25000 at 594-600 nm in H2O
≥35000 at 646-652 nm in H2O

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Cl-].[Cl-].Cl[Zn]Cl.CN(C)c1cc(C)c2N=C3C(C)=C\C(C=C3Sc2c1)=[N+](/C)C.CN(C)c4cc(C)c5N=C6C(C)=C\C(C=C6Sc5c4)=[N+](/C)C

InChI

1S/2C18H22N3S.4ClH.Zn/c2*1-11-7-13(20(3)4)9-15-17(11)19-18-12(2)8-14(21(5)6)10-16(18)22-15;;;;;/h2*7-10H,1-6H3;4*1H;/q2*+1;;;;;+2/p-4

InChI key

MKLBAKXCEQNMBC-UHFFFAOYSA-J

Application

1,9-Dimethyl-Methylene Blue zinc chloride double salt has been used for the quantification of sulfated glycosaminoglycans.
DMMB is a cationic dye that specifically binds to sulfated glycosaminoglycans (sGAG) with an absorbance at ~525 nm. It has been used to quantitate glycosaminoglyans such as chondroitin sulfate, keratin sulfate, and heparan sulfate and sGAG chains in proteoglycans. One limitation to this method The sGAG-DMMB complex is unstable in solution and may precipitate. Precipitation of the complex was shown to improve stability.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A Herrero-Mendez et al.
Journal of tissue engineering and regenerative medicine, 10(12), 1000-1011 (2014-03-07)
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High-throughput bone and cartilage micropellet manufacture, followed by assembly of micropellets into biphasic osteochondral tissue.
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