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Merck
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SML1081

Sigma-Aldrich

Ezatiostat

≥98% (HPLC)

Sinónimos:

γ-Glu-S-BzCys-PhGly diethyl ester, (2S)-2-Amino-5-[[(2R)-3-benzylsulfanyl-1-[[(1R)-2-ethoxy-2-oxo-1-phenylethyl]amino]-1-oxopropan-2-yl]amino]-5-oxopentanoate, TER 199, TER199, TLK199, Terrapin 199

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About This Item

Fórmula empírica (notación de Hill):
C27H35N3O6S
Número de CAS:
168682-53-9
Peso molecular:
529.65
Código UNSPSC:
12352200
NACRES:
NA.77

Análisis

≥98% (HPLC)

formulario

powder

color

white to beige

solubilidad

DMSO: 5 mg/mL, clear (warmed)

temp. de almacenamiento

2-8°C

InChI

1S/C27H35N3O6S/c1-3-35-26(33)21(28)15-16-23(31)29-22(18-37-17-19-11-7-5-8-12-19)25(32)30-24(27(34)36-4-2)20-13-9-6-10-14-20/h5-14,21-22,24H,3-4,15-18,28H2,1-2H3,(H,29,31)(H,30,32)/t21-,22-,24+/m0/s1

Clave InChI

GWEJFLVSOGNLSS-WPFOTENUSA-N

Aplicación

Ezatiostat has been used as glutathione S-transferase P1 (GSTP1) inhibitor:
  • to study its effects on peroxiredoxin 6 (PRDX6) inhibition in neonatal rat testicular gonocytes
  • for the incubation of bronchial epithelial cells in proteolysis assay
  • to study its effects on the cystine-glutamate antiporter xCT (SLC7A11) expression in tumor cells

Acciones bioquímicas o fisiológicas

Ezatiostat is an inhibitor of glutathione S-transferase P1-1 (GSTP1-1) with hematopoiesis-stimulating activity. After intracellular de-esterification, the active form of ezatiostat binds to and inhibits GST P1-1, leading to activation of Jun kinase (JNK), a key regulator of cellular growth and differentiation of blood precursor cells, thereby restoring JNK and MAPK pathway activities and promoting MAPK-mediated cellular proliferation and differentiation. Ezatiostat promotes the proliferation and maturation of hematopoietic precursor cells, granulocytes, monocytes, erythrocytes and platelets. Ezatiostat has recently been given orphan drug designation for it for the treatment of myelodysplastic syndrome.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Juan Carlos López-Rodríguez et al.
Redox biology, 26, 101256-101256 (2019-06-24)
Environmental proteases have been widely associated to the pathogenesis of allergic disorders. Der p 1, a cysteine-protease from house dust mite (HDM) Dermatophagoides pteronyssinus, constitutes one of the most clinically relevant indoor aeroallergens worldwide. Der p 1 protease activity depends
Sander Bekeschus et al.
Redox biology, 30, 101423-101423 (2020-01-14)
Cold physical plasma is a partially ionized gas investigated as a new anticancer tool in selectively targeting cancer cells in monotherapy or in combination with therapeutic agents. Here, we investigated the intrinsic resistance mechanisms of tumor cells towards physical plasma
Cristian O'Flaherty et al.
Antioxidants (Basel, Switzerland), 9(1) (2020-01-08)
Peroxiredoxins (PRDXs) are antioxidant enzymes that protect cells from oxidative stress and play a role in reactive oxygen species (ROS)-mediated signaling. We reported that PRDXs are critical for human fertility by maintaining sperm viability and regulating ROS levels during capacitation.

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