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P9625

Sigma-Aldrich

Phenazine methosulfate

≥90% (UV)

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Synonym(s):
5-Methylphenazinium methyl sulfate, N-Methylphenazonium methyl sulfate, PMS
Linear Formula:
C13H11N2 · CH3SO4
CAS Number:
299-11-6
Molecular Weight:
306.34
Beilstein:
3898869
EC Number:
206-072-1
MDL number:
MFCD00011923
PubChem Substance ID:
24899045
NACRES:
NA.77

Assay

≥90% (UV)

form

powder

mp

158-160 °C (dec.) (lit.)

λ

0.01 g/L in H2O, 1 cm path

UV absorption

λ: 387.5 nm Amax: ≥90%

antibiotic activity spectrum

fungi

Mode of action

DNA synthesis | interferes
cell membrane | interferes

storage temp.

−20°C

SMILES string

COS([O-])(=O)=O.C[n+]1c2ccccc2nc3ccccc13

InChI

1S/C13H11N2.CH4O4S/c1-15-12-8-4-2-6-10(12)14-11-7-3-5-9-13(11)15;1-5-6(2,3)4/h2-9H,1H3;1H3,(H,2,3,4)/q+1;/p-1

InChI key

RXGJTUSBYWCRBK-UHFFFAOYSA-M

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General description

Phenazines are heterocyclic compounds produced as secondary metabolites by bacteria.

Application

Phenazine methosulfate is used with ascorbic acid to determine nitric oxide reductase activity.
Phenazine methosulfate has been used:
  • as a component of succinate dehydrogenase enzyme substrate solution
  • to induce superoxide radical generation in red blood cell suspensions and to study its influence on RBC deformability
  • as a component of complex II histochemistry media

Biochem/physiol Actions

Phenazine m ethosulfate (PMS) acts as a good electron acceptor. PMS is reduced non-enzymatically by (nicotinamide adenine dinucleotide) NADH and (nicotinamide adenine dinucleotide phosphate) NADPH.

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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Ludmila Yarmolinsky et al.
Rejuvenation research, 22(4), 282-288 (2018-10-26)
Crude ethanolic extracts from Phlomis viscosa Poiret leaves from the Judea region (Israel) are renowned for their remarkable geroprotective properties: anti-inflammatory, anti-diabetic, and anti-cancer. A phytochemical investigation carried out in this study revealed that the tested plant might belong to
Handbook on Clostridia, , pages=, 84-84 (2005)
Junji Zhang et al.
Nature communications, 8(1), 987-987 (2017-10-19)
Development of powerful fluorescence imaging probes and techniques sets the basis for the spatiotemporal tracking of cells at different physiological and pathological stages. While current imaging approaches rely on passive probe-analyte interactions, here we develop photochromic fluorescent glycoprobes capable of
Mitochondrial impairments contribute to Spinocerebellar ataxia type 1 progression and can be ameliorated by the mitochondria-targeted antioxidant MitoQ
Stucki DM, et al.
Free radical biology & medicine, 97(5-6), 427-440 (2016)
Metabolism and function of phenazines in bacteria: impacts on the behavior of bacteria in the environment and biotechnological processes
Pierson LS, et al.
Applied Microbiology and Biotechnology, 86(6), 1659-1670 (2010)
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