P9625

Sigma-Aldrich

Phenazine methosulfate

≥90% (UV)

Synonym(s):
PMS, N-Methylphenazonium methyl sulfate, 5-Methylphenazinium methyl sulfate
Linear Formula:
C13H11N2 · CH3SO4
CAS Number:
Molecular Weight:
306.34
Beilstein/REAXYS Number:
3898869
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥90% (UV)

mp

158-160 °C (dec.) (lit.)

λ

0.01 g/L in H2O, 1 cm path

UV absorption

λ: 387.5 nm Amax: ≥90%

Mode of action

DNA synthesis | interferes
cell membrane | interferes

antibiotic activity spectrum

fungi

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

Packaging

500 mg in glass bottle
1, 5, 10, 25 g in glass bottle

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 Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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)
Handbook on Clostridia, , pages=, 84-84 (2005)
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...
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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