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SML1356

Sigma-Aldrich

Sephin1

≥95% (HPLC)

Synonym(e):

(E)-2-(2-Chlorobenzylidene)hydrazinecarboximidamide, Sephin 1

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About This Item

Empirische Formel (Hill-System):
C8H9ClN4
CAS-Nummer:
951441-04-6
Molekulargewicht:
196.64
MDL-Nummer:
MFCD00790608
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329825811
NACRES:
NA.77

Qualitätsniveau

100

Assay

≥95% (HPLC)

Form

powder

Farbe

white to beige

Löslichkeit

DMSO: 20 mg/mL, clear

Lagertemp.

2-8°C

SMILES String

NC(N/N=C/C1=CC=CC=C1Cl)=N

InChI

1S/C8H9ClN4/c9-7-4-2-1-3-6(7)5-12-13-8(10)11/h1-5H,(H4,10,11,13)/b12-5+

InChIKey

PDWJALXSRRSUHR-LFYBBSHMSA-N

Biochem./physiol. Wirkung

In vivo studies using mice models show that sephin1 suppresses neurodegeneration, by preventing eIF2α (eukaryotic initiation factor 2) dephosphorylation.
Sephin1 is a selective inhibitor of a holophosphatase. It is a guanabez derivative that binds to and inhibits a regulatory subunit of the stress-induced protein phosphatase 1 (PPP1R15A), but not the constitutive PPP1R15B, and lacks α2-adrenergic activity. Phosphorylation of eIF2α, α subunit of eukaryotic translation initiation factor 2, reduces protein synthesis and prevents the accumulation of misfolded protein in the endoplasmic reticulum (ER). PPP1R15A recruits the serine/threonine-protein phosphatase PP1 to dephosphorylate eIF2α, so inhibiting PPP1R15A activity prolongs the phosphorylation of eIF2α and aids in its prevention of the accumulation of misfolded protein. In vitro Sephin1 protected cells from lethal protein misfolding and cytotoxic ER stress. In vivo sephin1 prevented two unrelated protein misfolding diseases in mice (Charchot-Marie-Tooth 1B and ALS).
Sephin1 is a selective inhibitor of protein phosphatase 1 (PPP1R15A).

Piktogramme

Skull and crossbones
GHS06

Signalwort

Danger

H-Sätze

H301

Gefahreneinstufungen

Acute Tox. 3 Oral

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
0000223807
0000221633
0000221633
0000223807
0000120351

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Die Dokumentenbibliothek aufrufen

PPP1R15A-mediated dephosphorylation of eIF2α is unaffected by Sephin1 or Guanabenz.
Crespillo-Casado A, et al.
eLife, 6, e26109-e26109 (2017)
Khang Nguyen et al.
Molecular metabolism, 83, 101921-101921 (2024-03-26)
Identification of new mechanisms mediating insulin sensitivity is important to allow validation of corresponding therapeutic targets. In this study, we first used a cellular model of skeletal muscle cell iron overload and found that endoplasmic reticulum (ER) stress and insulin
Nadejda Capatina et al.
The Journal of physiology, 599(17), 4153-4181 (2021-07-17)
Endoplasmic reticulum (ER) stress promotes placental dysmorphogenesis and is associated with poor pregnancy outcomes. We show that unfolded protein response signalling pathways located in the ER drive differentiation of mouse trophoblast stem cells into trophoblast subtypes involved in development of
Juliette Humeau et al.
Cell death & disease, 11(6), 433-433 (2020-06-10)
The integrated stress response is characterized by the phosphorylation of eukaryotic initiation factor-2α (eIF2α) on serine 51 by one out of four specific kinases (EIF2AK1 to 4). Here we provide three series of evidence suggesting that macroautophagy (to which we

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