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I9785

Sigma-Aldrich

Imidazolo-oxindole PKR inhibitor C16

≥98% (HPLC)

Sinónimos:

6,8-Dihydro-8-(1H-imidazol-5-ylmethylene)-7H-pyrrolo[2,3-g]benzothiazol-7-one

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About This Item

Fórmula empírica (notación de Hill):
C13H8N4OS
Número de CAS:
608512-97-6
Peso molecular:
268.29
MDL number:
MFCD06735404
UNSPSC Code:
12352200
PubChem Substance ID:
329815469
NACRES:
NA.77

assay

≥98% (HPLC)

color

yellow to orange-brown

solubility

DMSO: 12 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

O=C1NC2=CC=C3C(SC=N3)=C2/C1=C/C4=CNC=N4

InChI

1S/C13H8N4OS/c18-13-8(3-7-4-14-5-15-7)11-9(17-13)1-2-10-12(11)19-6-16-10/h1-6H,(H,14,15)(H,17,18)/b8-3-

InChI key

VFBGXTUGODTSPK-BAQGIRSFSA-N

Application

Imidazolo-oxindole PKR inhibitor C16 has been used:
  • to rescue fear memory deficits and restore long-term potentiation (LTP) impairment in mice
  • to inhibit the strong induction of interferon stimulated genes (ISGs) after plasmid transfection in HeLa-S3 cells
  • to augment eukaryotic translation initiation factor 2 (eIF2) activity

Biochem/physiol Actions

C16 exhibits a neuroprotective role in adult brain injuries.
Imidazolo-oxindole PKR inhibitor C16 is a selective inhibitor of RNA-dependent protein kinases (PKR, Eif2ak2). C16 is a first reported, potent and selective PKR inhibitor. Its inhibition effect on PKR is ATP-binding site directed. C16 specifically inhibits the apoptotic PKR/eIF2a signaling pathway without stimulating the proliferative mTOR/p70S6K signaling mechanism.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_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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The specific protein kinase R (PKR) inhibitor C16 protects neonatal hypoxia-ischemia brain damages by inhibiting neuroinflammation in a neonatal rat model
Xiao J, et al.
Medical Science Monitor : International Medical Journal of Experimental and Clinical Research, 22, 5074-5074 (2016)
AIM2 inflammasome mediates Arsenic-induced secretion of IL-1 beta and IL-18
Zhang MF, et al.
Oncoimmunology, 5(6), e1160182-e1160182 (2016)
PKR-a Kinase to Remember
Gal-Ben-Ari S, et al.
Frontiers in Molecular Neuroscience, 11, 480-480 (2018)
Fabian Borghese et al.
Journal of virology, 93(19) (2019-07-12)
Leader (L) proteins encoded by cardioviruses are multifunctional proteins that contribute to innate immunity evasion. L proteins of Theiler's murine encephalomyelitis virus (TMEV), Saffold virus (SAFV), and encephalomyocarditis virus (EMCV) were reported to inhibit stress granule assembly in infected cells.
Mohamad A Zaini et al.
Scientific reports, 7, 42603-42603 (2017-02-16)
An important part of the beneficial effects of calorie restriction (CR) on healthspan and lifespan is mediated through regulation of protein synthesis that is under control of the mechanistic target of rapamycin complex 1 (mTORC1). As one of its activities
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