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124508

Sigma-Aldrich

Gallocyanine

Dye content 90 %

Synonym(s):

7-Dimethylamino-4-hydroxy-3-oxo-phenoxazine-1-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C15H13ClN2O5
CAS Number:
Molecular Weight:
336.73
Colour Index Number:
51030
Beilstein:
307454
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

form

powder

Quality Level

composition

Dye content, 90%

solubility

1 N NH4OH: 10 mg/mL

λmax

601 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Cl-].C\[N+](C)=C1\C=CC2=Nc3c(OC2=C1)c(O)c(O)cc3C(O)=O

InChI

1S/C15H12N2O5.ClH/c1-17(2)7-3-4-9-11(5-7)22-14-12(16-9)8(15(20)21)6-10(18)13(14)19;/h3-6H,1-2H3,(H2-,16,18,19,20,21);1H

InChI key

ADAUKUOAOMLVSN-UHFFFAOYSA-N

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General description

Gallocyanine belongs to the oxazine class of dyes. It is synthesised from methanol solution of gallic acid in the presence of excess iodine. Gallocyanine is used to stain animal cells, mostly the nucleic acids. It also acts as a chelating agent and is used to determine bioactive compounds and several metal ions.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

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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The Chemistry of Synthetic Dyes, 2, 783-783 (1952)
A R Villanueva et al.
Stain technology, 61(2), 83-88 (1986-03-01)
A gallocyanin method for demonstrating cement lines in thin, undecalcified sections of bone has been developed that is compatible with prestaining with osteochrome before plastic embedding. After sectioning at 5 microns on the Jung K heavy duty microtome, the sections
Quantitative changes in neuronal and glial cells in the suprachiasmatic nucleus as a function of the lighting conditions during weaning
Cambras T, et al.
Dev. Brain Res., 157(1), 27-33 (2005)
Friederike Zaubitzer et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(14), 3928-3934 (2006-03-08)
Indicator-displacement assays based on the organometallic complex [{Cp*RhCl2}2] (Cp*=pentamethylcyclopentadienyl) and the dye gallocyanine were used to sense amino sugars and aminoglycosides in buffered aqueous solution by conducting UV-visible spectroscopy. The data of three assays at pH 7.0, 8.0, and 9.0
E K Schulte et al.
The Histochemical journal, 24(6), 305-310 (1992-06-01)
For simultaneous cytophotometric measurement of DNA and RNA, the standardized Methyl Green-Pyronin Y technique is an obvious choice. It is, however, first necessary to correlate the uptake of Pyronin Y to the staining intensity of RNA. The material consisted of

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