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341088

Sigma-Aldrich

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

Dye content 80 %

Synonyme(s) :

DMMB, Taylor’s Blue

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About This Item

Formule empirique (notation de Hill):
C18H22ClN3S · 0.5ZnCl2
Numéro CAS:
Poids moléculaire :
416.05
Numéro MDL:
Code UNSPSC :
12171500
ID de substance PubChem :
Nomenclature NACRES :
NA.47

Forme

powder

Niveau de qualité

Composition

Dye content, 80%

Technique(s)

titration: suitable

Impuretés

<20% water

Pf

250 °C (dec.) (lit.)

λmax

649 nm

ε (coefficient d'extinction)

≥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

Température de stockage

room temp

Chaîne SMILES 

[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

Clé InChI

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.

Pictogrammes

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Mention d'avertissement

Warning

Mentions de danger

Conseils de prudence

Classification des risques

Eye Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


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Consulter la Bibliothèque de documents

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
Anita Krouwels et al.
Spine, 43(5), 307-315 (2015-04-10)
An in vitro study using human degenerated nucleus pulposus cells. To determine the effect of osmolality and different osmolytes on the regeneration by human nucleus pulposus cells through gene expression and extracellular matrix production. Intervertebral disc (IVD) degeneration is a
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
P Behrendt et al.
Osteoarthritis and cartilage, 24(11), 1981-1988 (2016-10-21)
The aim of this study was to examine whether anti-inflammatory interleukin-10 (IL-10) exerts chondroprotective effects in an in vitro model of a single mechanical injury of mature articular cartilage. Articular cartilage was harvested from the femoro-patellar groove of adult cows (Bos

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