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199583

Sigma-Aldrich

Lissamine™ Green B

Dye content 60 %

Synonym(s):

Acid Green 50, Wool Green S

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About This Item

Empirical Formula (Hill Notation):
C27H25N2NaO7S2
CAS Number:
3087-16-9
Molecular Weight:
576.62
Colour Index Number:
44090
EC Number:
221-409-2
MDL number:
MFCD00012117
UNSPSC Code:
12171500
PubChem Substance ID:
24851928
NACRES:
NA.47

form

powder

composition

Dye content, 60%

solubility

H2O: 0.1%

λmax

633 nm

ε (extinction coefficient)

≥10000 at 300-306 nm in water at 0.005 g/L
≥50000 at 236-242 nm in water at 0.005 g/L
≥60000 at 630-636 nm in water at 0.005 g/L

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Na+].CN(C)c1ccc(cc1)C(=C2/C=CC(\C=C2)=[N+](/C)C)\c3c(O)c(cc4cc(ccc34)S([O-])(=O)=O)S([O-])(=O)=O

InChI

1S/C27H26N2O7S2.Na/c1-28(2)20-9-5-17(6-10-20)25(18-7-11-21(12-8-18)29(3)4)26-23-14-13-22(37(31,32)33)15-19(23)16-24(27(26)30)38(34,35)36;/h5-16H,1-4H3,(H2,31,32,33,34,35,36);/q;+1/p-1

InChI key

WDPIZEKLJKBSOZ-UHFFFAOYSA-M

Application

Lissamine Green B has been used in blood-brain barrier (BBB) studies and is used to study the its effect on herpes simplex virus 1 (HSV-1) corneal infection in animals.

Biochem/physiol Actions

Lissamine green also referred to as acid green 50, wool green S, food green S or green S, is used for vital staining of cornea and conjunctiva. Staining characteristics are almost similar to rose bengal dye. Lissamine green is also used to stain membrane-damaged epithelial cells. In vitro, Lissamine green B at low concentration blocks herpes simplex virus 1 (HSV-1) plaque formation.

Legal Information

Lissamine is a trademark of PerkinElmer Inc.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

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

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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Vascular Permeability and Microcirculation of Gliomas and Mammary Carcinomas
Transplanted in Rat and Mouse Cranial Windows1
Yuan F
Cancer Research, 54, 4564- 4568 (1994)
Hannah Dueck et al.
Genome biology, 16, 122-122 (2015-06-10)
Differentiation of metazoan cells requires execution of different gene expression programs but recent single-cell transcriptome profiling has revealed considerable variation within cells of seeming identical phenotype. This brings into question the relationship between transcriptome states and cell phenotypes. Additionally, single-cell
Photocatalytic degradation of Lissamine Green B dye by using nanostructured sol?gel TiO2 films
Curkovic L
J. Alloy Compounds, 604, 309-316 (2014)
LISSAMINE GREEN: Vital Staining of Cornea and Conjunctiva
NORN
Acta Ophthalmologica, 51, 483-491 (1973)
Shigeru Kinoshita et al.
Ophthalmology, 119(12), 2471-2478 (2012-09-27)
To investigate the dose response for efficacy of 1% and 2% rebamipide ophthalmic suspension compared with placebo in patients with dry eye. A randomized, double-masked, multicenter, placebo-controlled, parallel-group, dose-response phase II study. A total of 308 patients with dry eye.
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