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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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10 G
$103.00

$103.00

Estimated to ship onApril 12, 2025

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10 G
$103.00

About This Item

Empirical Formula (Hill Notation):
C15H13ClN2O5
CAS Number:
1562-85-2
Molecular Weight:
336.73
Colour Index Number:
51030
Beilstein/REAXYS Number:
307454
EC Number:
216-345-7
MDL number:
MFCD00011926
UNSPSC Code:
12171500
PubChem Substance ID:
24847615
NACRES:
NA.47

$103.00

Estimated to ship onApril 12, 2025

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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.[1] Gallocyanine is used to stain animal cells,[2] mostly the nucleic acids.[3] It also acts as a chelating agent and is used to determine bioactive compounds and several metal ions.[4]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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
The Chemistry of Synthetic Dyes, 2, 783-783 (1952)
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
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)
V V Zadorozhnyĭ
Arkhiv patologii, 44(11), 67-68 (1982-01-01)
It is suggested that a nuclear stain; gallocyanine, be used simultaneously with the three main histological staining methods: hematoxylin-eosin, Van-Gieson's, and Nissl' stainings. This modification is technically simple, gives preparations of a high quality, and is time- and labour-saving.
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