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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

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

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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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)
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.
Carolyn G Begley et al.
Investigative ophthalmology & visual science, 44(11), 4753-4761 (2003-10-28)
To investigate symptom profiles and clinical signs in subjects with dry eye and normal subjects in a cross-sectional multicenter study. Subjects aged 35 to 65 were recruited according to dry eye diagnostic codes and telephone interview and completed the Dry
J Chodosh et al.
Investigative ophthalmology & visual science, 35(3), 1046-1058 (1994-03-01)
Fluorescein and rose bengal are dyes used routinely in the examination of the ocular surface. As part of an ongoing search for a superior ophthalmic dye with optimal specificity and sensitivity and a lack of interference with subsequent viral cultures
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