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A5533

Sigma-Aldrich

Alizarin Red S

certified by the Biological Stain Commission, powder

Synonym(s):

3,4-Dihydroxy-9,10-dioxo-2-anthracenesulfonic acid sodium salt, Alizarin Carmine, Alizarin Red, water soluble, Alizarin sodium monosulfonate, Alizarin sulfonate sodium, Alizarinsulfonic acid sodium salt, Sodium alizarinsulfonate

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About This Item

Empirical Formula (Hill Notation):
C14H7NaO7S
CAS Number:
Molecular Weight:
342.26
Colour Index Number:
58005
Beilstein:
4117090
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

product name

Alizarin Red S, certified by the Biological Stain Commission

grade

certified by the Biological Stain Commission

Quality Level

form

powder

concentration

0.015 g/L in 0.1 M NaOH

technique(s)

titration: suitable

color

dark red
yellow-orange to dark orange

solubility

H2O: 1 mg/mL

ε (extinction coefficient)

592-598 nm at 0.015 g/L in 0.1 M NaOH

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Na+].Oc1c(O)c(cc2C(=O)c3ccccc3C(=O)c12)S([O-])(=O)=O

InChI

1S/C14H8O7S.Na/c15-11-6-3-1-2-4-7(6)12(16)10-8(11)5-9(22(19,20)21)13(17)14(10)18;/h1-5,17-18H,(H,19,20,21);/q;+1/p-1

InChI key

HFVAFDPGUJEFBQ-UHFFFAOYSA-M

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Application

  • Alizarin Red S has been used for checking the calcium deposits in osteogenic culture.
  • It has been used for the quantitative analyses of calcification in aortic explants.
  • It has been used for mineral staining in osteoblast cultures.

Biochem/physiol Actions

Alizarin Red S is used for the staining of cartilage and bone. It reacts with calcium, thereby helping in the diagnosis of calcium deposits. It is also used to study carbohydrate–boronic acid interactions.

Suitability

Certified for use in Dahl′s method for calcium

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

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On the history and mechanism of alizarin and alizarin red S stains for calcium.
Puchtler H, et al.
The Journal of Histochemistry and Cytochemistry, 17, 110-124 (1969)
Phenol red inhibits chondrogenic differentiation and affects osteogenic differentiation of human mesenchymal stem cells in vitro.
Lysdahl H, et al.
Stem Cell Reviews, 9, 132-132 (2013)
Alizarin Red S. as a general optical reporter for studying the binding of boronic acids with carbohydrates.
Chemical Communications (Cambridge, England), 17, 1608-1609 (2001)
Impaired marrow osteogenesis is associated with reduced endocortical bone formation but does not impair periosteal bone formation in long bones of SAMP6 mice.
Silva MJ, et al.
Journal of Bone and Mineral Research, 20, 419-419 (2005)
RGD peptides immobilized on a mechanically deformable surface promote osteoblast differentiation.
Cavalcanti-Adam EA, et al.
Journal of Bone and Mineral Research, 17, 2130-2130 (2002)

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