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Key Documents

A6270

Sigma-Aldrich

Azure A chloride

Dye content ≥70 %

Synonym(s):

Azure eosin methylene blue; 7-Amino-N,N-dimethyl-3H-phenothiazin-3-iminium chloride

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About This Item

Empirical Formula (Hill Notation):
C14H14ClN3S
CAS Number:
Molecular Weight:
291.80
Colour Index Number:
52005
Beilstein:
3922287
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

form

powder or crystals

Quality Level

composition

Dye content, ≥70%

color

green to very dark green

mp

290 °C (dec.) (lit.)

solubility

water: 1 mg/mL

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

NC1=CC(SC(C2=N3)=CC(C=C2)=[N+](C)C)=C3C=C1.[Cl-]

InChI

1S/C14H13N3S.ClH/c1-17(2)10-4-6-12-14(8-10)18-13-7-9(15)3-5-11(13)16-12;/h3-8,15H,1-2H3;1H

InChI key

NALREUIWICQLPS-UHFFFAOYSA-N

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Application

Azure A chloride has been used for the staining of polyacrylamide gel to analyse the bovine lung heparin digestion by heparinase I. It has been used for the determination of the sulphated groups content in polysaccharides.

Biochem/physiol Actions

Azure A is a basic cationic dye. The combination of azure A and silver staining is used for the quantification of glycosaminoglycans in agarose gels. It is also used for the staining of chromosomes in the nucleus. It is a main component of the azure B/polychromed methylene blue – eosin stains family, also referred to as the Romanowsky stain.

Caution

Handle and store under argon. Glove bag item.

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

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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Generating heparan sulfate saccharide libraries for glycomics applications.
Powell AK, et al.
Nature Protocols, 5, 821-833 (2010)
Biochemical and antiviral activities of enzymatic hydrolysates from different invasive French seaweeds.
Hardouin K, et al.
Journal of Applied Phycology, 26.2, 1029-1042 (2014)
How Romanowsky stains work and why they remain valuable - including a proposed universal Romanowsky staining mechanism and a rational troubleshooting scheme.
Horobin RW
Biotechnic & Histochemistry, 86, 36-51 (2011)
Heterochromatin in human male leukocytes.
Lima-de-Faria A and Reitalu J
The Journal of Cell Biology, 16.2, 315-322 (1963)
Quantification and characterization of glycosaminoglycans at the nanogram level by a combined azure A-silver staining in agarose gels.
van de Lest CH, et al.
Analytical Biochemistry, 221, 356-361 (1994)

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