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Merck

P9625

Phenazine methosulfate

powder, electron acceptor

Synonym(s):

5-Methylphenazinium methyl sulfate, N-Methylphenazonium methyl sulfate, PMS

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About This Item

Linear Formula:
C13H11N2 · CH3SO4
CAS Number:
299-11-6
Molecular Weight:
306.34
NACRES:
NA.77
PubChem Substance ID:
24899045
UNSPSC Code:
12352200
EC Number:
206-072-1
MDL number:
MFCD00011923
Beilstein/REAXYS Number:
3898869

Key Documents

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Product Name

Phenazine methosulfate,

InChI key

RXGJTUSBYWCRBK-UHFFFAOYSA-M

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

SMILES string

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

form

powder

λ

0.01 g/L in H2O, 1 cm path

UV absorption

λ: 387.5 nm Amax

antibiotic activity spectrum

fungi

mode of action

DNA synthesis | interferes, cell membrane | interferes

storage temp.

−20°C

Quality Level

200

Related Categories

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000523627
0000523627
0000504481
0000504480
0000504480

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Assessment of oxidant susceptibility of red blood cells in various species based on cell deformability
Simmonds MJ, et al.
Biorheology, 48(5-6), 293-304 (2011)
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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