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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:
1562-85-2
Molecular Weight:
336.73
Colour Index Number:
51030
Beilstein:
307454
EC Number:
216-345-7
MDL number:
MFCD00011926
UNSPSC Code:
12171500
PubChem Substance ID:
24847615
NACRES:
NA.47

form

powder

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H302

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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Certificates of Analysis (COA)

Lot/Batch Number
SHBR3334
MKCG1506
MKBT6206V
10614CH
02813PX

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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
Christa Gaskill et al.
Pulmonary circulation, 6(4), 483-497 (2017-01-17)
Rapid access to lung-derived cells from stable subjects is a major challenge in the pulmonary hypertension field, given the relative contraindication of lung biopsy. In these studies, we sought to demonstrate the importance of evaluating a cell type that actively
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