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M3315

Sigma-Aldrich

MJ33 lithium salt

powder, ≥90% (NMR)

Sinônimo(s):

1-Hexadecyl-3-(trifluoroethyl)-sn-glycero-2-phosphomethanol lithium

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About This Item

Fórmula empírica (Notação de Hill):
C22H43F3O6PLi
Número CAS:
Peso molecular:
498.48
Número MDL:
Código UNSPSC:
41106300
ID de substância PubChem:
NACRES:
NA.77

Nível de qualidade

Ensaio

≥90% (NMR)

forma

powder

cor

white to beige

solubilidade

H2O: ≥5 mg/mL (warmed at 60 °C)

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

CCCCCCCCCCCCCCCCOCC(COCC(F)(F)F)OP(OC)([O-])=O.[Li+]

InChI

1S/C22H44F3O6P.Li/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-29-18-21(31-32(26,27)28-2)19-30-20-22(23,24)25;/h21H,3-20H2,1-2H3,(H,26,27);/q;+1/p-1

chave InChI

GDLMLQJISATCEL-UHFFFAOYSA-M

Aplicação

MJ33 lithium salt has been used as a peroxiredoxin VI (Prdx6) inhibitor:
  • to study its specific Prdx6 peroxidase activity in vitro and in breast cancer cell line (MCF-7) cell lysates
  • to study its effects on a mouse model of acute lung injury associated with exposure to hyperoxia
  • to study its potential use as a therapeutic agent

Ações bioquímicas/fisiológicas

MJ33 acts as a non-toxic and potent inhibitor of agonist-induced activation of nicotinamide adenine dinucleotide phosphate (NADPH) oxidase type 2 (NOX2). It also prevents lung injuries associated with lung inflammation in mice. MJ33 is a fluorinated lipid analog, which blocks the enzyme by mimicking the transition state of the substrate.
Novel, active site directed, specific, competitive and reversible inhibitor of phospholipase A2 (PLA2).

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


Certificados de análise (COA)

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Inhibition of the phospholipase A2 activity of peroxiredoxin 6 prevents lung damage with exposure to hyperoxia
Benipal B, et al.
Redox Biology, 4, 321-327 (2015)
Fisher, A.B. et al.
American Journal of Physiology. Cell Physiology, 280, 748-748 (2001)
Bavneet Benipal et al.
Redox biology, 4, 321-327 (2015-02-01)
Lung injury associated with hyperoxia reflects in part the secondary effects of pulmonary inflammation and the associated production of reactive oxygen species due to activation of NADPH oxidase, type 2 (NOX2). Activation of NOX2 requires the phospholipase A2 (PLA2) activity
Allelic variants of glutathione S-transferase P1-1 differentially mediate the peroxidase function of peroxiredoxin VI and alter membrane lipid peroxidation
Manevich Y, et al.
Free radical biology & medicine, 54, 62-70 (2013)
Y Manevich et al.
Free radical biology & medicine, 54, 62-70 (2012-11-13)
The dual-functioning antioxidant enzyme peroxiredoxin VI (Prdx6) detoxifies lipid peroxides particularly in biological membranes, and its peroxidase function is activated by glutathione S-transferase Pi (GSTP). The GSTP gene is polymorphic in humans, with the wild-type GSTP1-1A (Ile105, Ala114) and three

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