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Merck
CN

05500

Alcian Blue 8GX

Synonym(s):

Alcian Blue, Ingrain Blue 1

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About This Item

Empirical Formula (Hill Notation):
C56H68Cl4CuN16S4
CAS Number:
Molecular Weight:
1298.86
NACRES:
NA.47
PubChem Substance ID:
UNSPSC Code:
12171500
EC Number:
251-705-7
MDL number:
Colour Index Number:
74240
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form

powder

Quality Level

solubility

methanol: water (1:1): 0.01 g/10 mL, blue to very deep blue

εmax

≥60 at 605-625 nm in water

suitability

suitable for microscopy

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Cl-].[Cl-].[Cl-].[Cl-].CN(C)C(\SCc1ccc2c3nc(nc4n5[Cu]n6c(nc7nc(nc5c8cc(CS\C(N(C)C)=[N+](\C)C)ccc48)c9ccc(CS\C(N(C)C)=[N+](\C)C)cc79)c%10ccc(CS\C(N(C)C)=[N+](\C)C)cc%10c6n3)c2c1)=[N+](/C)C

InChI

1S/C56H68N16S4.4ClH.Cu/c1-65(2)53(66(3)4)73-29-33-17-21-37-41(25-33)49-57-45(37)62-50-43-27-35(31-75-55(69(9)10)70(11)12)19-23-39(43)47(59-50)64-52-44-28-36(32-76-56(71(13)14)72(15)16)20-24-40(44)48(60-52)63-51-42-26-34(18-22-38(42)46(58-51)61-49)30-74-54(67(5)6)68(7)8;;;;;/h17-28H,29-32H2,1-16H3;4*1H;/q+2;;;;;+2/p-4

InChI key

CKLBXIYTBHXJEH-UHFFFAOYSA-J

General description

Alcian Blue 8GX (Cl 74240), also known as Alcian Blue 8GN or Ingrain Blue 1, is a cationic, copper phthalocyanine dye. Four cationic guanidinium groups are attached to the ring system via thioether links, which form an insoluble pigment when broken by hydroxide ions or nucleophiles. The dye is basic, tetravalent, and blue in color due to its copper content. It forms salt linkages with the acid groups of acid mucopolysaccharides.

Application

  • Alcian Blue 8GX is generally used for the demonstration of mucopolysaccharides and as a general microscopic stain.
  • It is a heteroglycan stain for neutral, sulfated, and phosphated mucopolysaccharides and glycosaminoglycans in tissues such as cartilage and extracellular matrices.
  • It has been used to discover novel insights into the short-term impact of food-relevant synthetic amorphous silica on the intestinal epithelium.
  • It is suitable for amyloid staining, cystine following oxidation, and staining mast cells in polychromatic alcian blue-safranine methods.
  • It is applicable as a microscopic stain for the detection of bacterial capsules, and mucin staining of cytological fine-needle aspirates.

Biochem/physiol Actions

Alcian blue staining can be combined with the Periodic acid-Schiff (PAS) reaction. Acid mucosubstances in tissues are stained selectively and counterstained most commonly with nuclear fast red. This can be combined with the PAS reaction to additionally visualize non-substituted polysaccharides, neutral mucopolysaccharides, muco- and glycoproteins, and glycol- and phospholipids, using an Acetic acid-Alcian blue solution as the stain. Carboxylated and sulfatic proteoglycans are selectively stained at a pH of 2.5. The differentiation between carboxyl and sulfate groups is only possible at pH 1.
Alcian Blue 8GX forms insoluble complexes with acidic glycosaminoglycans, thereby helping in the quantitative determination of glycosaminoglycans.

Features and Benefits

  • Desired staining patterns can be obtained by manipulating pH and salt concentrations.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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C J Churukian et al.
Biotechnic & histochemistry : official publication of the Biological Stain Commission, 75(3), 147-150 (2000-08-19)
We compared the staining performance, dye content, solubility, and visual absorption maximum of two batches of alcian blue pyridine variant and of five batches of alcian blue 8GX (C.I. 74240). Whenever possible, we also compared results to those obtained with
J E Scott
European journal of oral sciences, 104(1), 2-9 (1996-02-01)
A brief outline of the history and chemistry of the copper pthalocyanin-based Alcian blue dyes highlights the adverse effects of commercial secrecy and entrepreneurial dishonesty on the use of these valuable histochemical and biochemical reagents in the biological sciences. The
P Prentø
Biotechnic & histochemistry : official publication of the Biological Stain Commission, 84(4), 139-158 (2009-04-23)
This review is based on a presentation given at the Biological Stain Commission meeting in June 2008. I discuss staining as an interaction between dye, solvent, and biological macromolecules. Most staining takes place in water, where the physico-chemical properties of



Global Trade Item Number

SKUGTIN
P8386-100G04061834401346
P8386-500G04061832785967
1531007-250MG04061838672858
P8386-25G04061835558834
P120000004061833813799
80184-100MG04061832974514
PHR2607-500MG04061842564132
05500-10G04061838637604
05500-25G04061838637611
05500-5G04061838637628