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P2759

Sigma-Aldrich

Phloxine B

Powder

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Synonym(s):
2′,4′,5′,7′-Tetrabromo-4,5,6,7-tetrachlorofluorescein disodium salt, Acid Red 92, Cyanosine, D&C;Red No. 28, Eosin 10B
Empirical Formula (Hill Notation):
C20H2Br4Cl4Na2O5
CAS Number:
18472-87-2
Molecular Weight:
829.63
Colour Index Number:
45410
Beilstein:
3887100
EC Number:
242-355-6
MDL number:
MFCD00070627
UNSPSC Code:
12171500
PubChem Substance ID:
24898359
NACRES:
NA.47

Quality Level

200

form

powder

color

dark red

solubility

water: 1 mg/mL, clear, red

εmax

1150-1300 at 546-550 nm in 50% ethanol

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Na+].[Na+].[O-]c1c(Br)cc2c(Oc3c(Br)c([O-])c(Br)cc3C24OC(=O)c5c(Cl)c(Cl)c(Cl)c(Cl)c45)c1Br

InChI

1S/C20H4Br4Cl4O5.2Na/c21-5-1-3-17(9(23)15(5)29)32-18-4(2-6(22)16(30)10(18)24)20(3)8-7(19(31)33-20)11(25)13(27)14(28)12(8)26;;/h1-2,29-30H;;/q;2*+1/p-2

InChI key

OOYIOIOOWUGAHD-UHFFFAOYSA-L

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Application

Phloxine B has been used to trace the uptake of double stranded RNA by green peach aphids. It has also been used to stain yeast strains.

Biochem/physiol Actions

Phloxine B has been demonstrated as an alternative to Gram staining. It was found to inhibit the growth of methicillin-resistant Staphylococcus aureus. Phloxine B stimulated and inhibited the channel activity of wild-type cystic fibrosis transmembrane conductance regulator (CFTR). It has antibacterial properties. Phloxine B staining can be used to distinguish between gram-positive and gram-negative bacteria.

WGK

WGK 2

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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Phloxine B, a versatile bacterial stain
Reuven Rrasooly
Pathogens and Disease (2007)
Advances in measuring lifespan in the yeast Saccharomyces cerevisiae
Nadege Minios
Proceedings of the National Academy of Sciences of the USA (2004)
Using Vital Dyes to Trace Uptake of dsRNA by Green Peach Aphid Allows Effective Assessment of Target Gene Knockdown
International Journal of Molecular Sciences (2017)
Phloxine B Interacts with the Cystic Fibrosis Transmembrane Conductance Regulator at Multiple Sites to Modulate Channel Activity*210
Zhiwei Cai and David N. Sheppard
The Journal of Biological Chemistry (2002)
Ellyn E Ritchie et al.
Chemosphere, 90(7), 2129-2135 (2012-12-06)
Soil eco-toxicity testing was conducted in support of Canada's Chemical Management Plan (CMP) to fill data gaps for organic chemicals known to primarily partition to soil, and of which the persistence and inherent toxicity are uncertain. Two compounds representative of
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