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Sigma-Aldrich

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

Dye content 80 %

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Synonym(s):
DMMB, Taylor’s Blue
Empirical Formula (Hill Notation):
C18H22ClN3S · 0.5ZnCl2
CAS Number:
931418-92-7
Molecular Weight:
416.05
MDL number:
MFCD19686959
PubChem Substance ID:
24860900
NACRES:
NA.47

form

powder

Quality Level

200

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

Related Categories

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
GHS07

Signal Word

Warning

Hazard Statements

H319

Precautionary Statements

P305 + P351 + P338

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)
Biomaterials and, especially, scaffolds may function as temporary extracellular matrix (ECM), mimicking in vivo environmental structures and facilitating cell growth and tissue regeneration. ECM is composed mostly of glycosaminoglycans (GAGs) and proteins, the ratio of GAGs, hyaluronic acid (HA):sulphated GAGs
Hyeon-Son Choi et al.
Biological & pharmaceutical bulletin, 39(12), 2042-2051 (2016-12-03)
The anti-osteoarthritic activity of the methanol fraction of deer bone oil extract (DBO-M) was evaluated in interleukin (IL)-1β-inflamed primary rabbit chondrocytes and in rats with monosodium iodoacetate (MIA)-induced osteoarthritis. The active compound in DBO-M was analyzed using a direct infusion
High-throughput bone and cartilage micropellet manufacture, followed by assembly of micropellets into biphasic osteochondral tissue.
Babur BK
Cell and Tissue Research, 361(3), 755-768 (2015)
Tianyi Wang et al.
Tissue engineering. Part A, 22(23-24), 1348-1356 (2016-10-21)
Cell-based therapies offer great promise for repairing cartilage. Previous strategies often involved using a single cell population such as stem cells or chondrocytes. A mixed cell population may offer an alternative strategy for cartilage regeneration while overcoming donor scarcity. We
Makwese Maepa et al.
Tissue engineering. Part A, 25(15-16), 1137-1145 (2018-12-05)
Eucomis autumnalis is one plant that is used by various traditional healers to alleviate the signs and symptoms associated with osteoarthritis. Although the exact mechanisms remain unknown, we hypothesized that this plant can induce chondrogenesis. In this work, we explored
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