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199648

Sigma-Aldrich

Phenosafranin

Dye content 80 %

Synonym(s):

3,7-Diamino-5-phenylphenazinium chloride

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About This Item

Empirical Formula (Hill Notation):
C18H15ClN4
CAS Number:
81-93-6
Molecular Weight:
322.79
Colour Index Number:
50200
Beilstein:
3642082
EC Number:
201-387-0
MDL number:
MFCD00036335
UNSPSC Code:
12171500
PubChem Substance ID:
24851930
NACRES:
NA.47

form

powder

composition

Dye content, 80%

technique(s)

titration: suitable

mp

>300 °C (lit.)

λmax

519 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Cl-].Nc1ccc2nc3ccc(N)cc3[n+](-c4ccccc4)c2c1

InChI

1S/C18H14N4.ClH/c19-12-6-8-15-17(10-12)22(14-4-2-1-3-5-14)18-11-13(20)7-9-16(18)21-15;/h1-11H,(H3,19,20);1H

InChI key

SOUHUMACVWVDME-UHFFFAOYSA-N

Application

Phenosafranin has been used for nuclear staining.

Biochem/physiol Actions

Phenosafranin (PSF) is a red dye released from cells with intact plasma membrane. PSF at lower concentration is used to stain mitochondria supravitally.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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
SHBM9214
MKBD5349V
MKBD5349
00522PE
11602PF

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Farhana S Saleh et al.
Bioelectrochemistry (Amsterdam, Netherlands), 80(2), 121-127 (2010-07-30)
The electrochemical regeneration of NADH/NAD(+) redox couple has been studied using poly(phenosafranin) (PPS)-modified carbon electrodes to evaluate the formal potential and catalytic rate constant for the oxidation of NADH. The PPS-modified electrodes were prepared by electropolymerization of phenosafranin onto different
G. A. Swan
Phenazines (2009)
P E Hartman et al.
Photochemistry and photobiology, 51(1), 59-66 (1990-01-01)
Singlet molecular oxygen was generated by illumination of phenosafranin in phosphate buffer at pH 7.5. Relative efficiencies of various imidazole compounds to form endoperoxides were assayed by following at 25 degrees C the rate of light- and imidazole-dependent bleaching of
Deboleena Sarkar et al.
The journal of physical chemistry. A, 112(40), 9684-9691 (2008-09-13)
Absorption, fluorescence, and fluorescence excitation spectral studies of two planar, cationic phenazinium dyes, namely, phenosafranin (PSF) and safranin-T (ST), have been performed in protic and aprotic polar solvents. The studies reveal the formation of both J- and H-aggregates in concentrated
Ishita Saha et al.
The journal of physical chemistry. B, 114(46), 15278-15287 (2010-10-29)
The sequence selectivity of the DNA binding of the phenazinium dyes phenosafranin and safranin O have been investigated with four sequence-specific deoxyribopolynucleotides from spectroscopic and calorimetric studies. The alternating guanine-cytosine sequence selectivity of the dyes has been revealed from binding
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