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Merck
CN

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

Key Documents

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form

powder

Quality Level

200

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

Related Categories

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

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

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)

Lot/Batch Number
BCCN7278
BCCM9409
BCCJ9078
BCCG7402
BCCD4709

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

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

    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. 

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

    The ?max in water is 633 nm.

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

    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.

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

    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.

  8. Has Product 199583, Lissamine™ Green B, been used for industrial applications?

    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.

  9. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

LISSAMINE GREEN: Vital Staining of Cornea and Conjunctiva
NORN
Acta Ophthalmologica, 51, 483-491 (1973)
PCR Assessment of HSV-1 Corneal Infection in Animals Treated with Rose Bengal and Lissamine Green B
Investigative Ophthalmology & Visual Science, 41, 2096-2102 (2000)
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
K Y Ukhanov et al.
The Journal of general physiology, 105(1), 95-116 (1995-01-01)
Several Ca-sensitive fluorescent dyes (fura-2, mag-fura-2 and Calcium Green-5N) were used to measure intracellular calcium ion concentration, Cai, accompanying light-induced excitation of Limulus ventral nerve photoreceptors. A ratiometric procedure was developed for quantification of Calcium Green-5N fluorescence. A mixture of
Donald R Korb et al.
Cornea, 29(4), 377-383 (2010-02-20)
The purpose of this study was to investigate the prevalence of lid wiper epitheliopathy (LWE) in patients diagnosed with dry eye disease (DED). Patients were recruited for two groups. Inclusion criteria for the DED group (n = 50) was: a
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