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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:
Molecular Weight:
576.62
Colour Index Number:
44090
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47
Pricing and availability is not currently available.

form

powder

Quality Level

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.[1][2]

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.[3][4] 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.[1]

Legal Information

Lissamine is a trademark of PerkinElmer Inc.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

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)

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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.

Questions

1–5 of 5 Questions  
  1. Has Product 199583, Lissamine™ Green B, been used for industrial applications?

    1 answer
    1. The Sigma Aldrich Handbook of Stains, Dyes and Indicators states Lissamine Green B has been used to dye wool, silk (from a sulfuric acid bath), to print wool and silk directly and to coat paper, dye leather and surface stain wood.

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  2. What is the solubility of Product 199583, Lissamine™ Green B?

    1 answer
    1. Lissamine Green B is soluble in water up to 0.1% in water. Other sources have stated solubility for some lots can approach 4%. Solubility in ethanol is 3 mg/mL, although this is not tested by Sigma Aldrich on a lot to lot basis. Lissamine Green B has also been reported to be soluble in Cellosolve, and in ethylene glycol.

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  3. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

      Helpful?

  4. What is the ?max 199583, Lissamine™ Green B, in water?

    1 answer
    1. The ?max in water is 633 nm.

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  5. What are possible uses for Product 199583, Lissamine™ Green B?

    1 answer
    1. The Sigma Aldrich Handbook of Stains, Dyes and Indicators advises that Lissamine Green B has been substituted for Fast Green FCF without any real advantage. Lillie found it performed well as a collagen stain in Masson's trichrome and as a counter stain in the Van Gieson method. However, it was inferior when used as a component in Van Gieson's Trichrome Stain. See also Clark G, Staining Procedures, 4th Edition. (Williams & Wilkins, Baltimore, 1981), p. 120 for the Lillie modification of Masson's trichrome method.  This material is used in the determination of chlorine dioxide in solution in EPA Method 32.

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