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5.31066

Sigma-Aldrich

Remodelin

Synonym(e):

Remodelin, Cyclopentylidene-(4-(4-cyanophenyl)thiazol-2-yl)hydrazine, HBr, 4-(4-Chlorophenyl)-2-(2-cyclopentylidenehydrazinyl)thiazole, HBr, 4-(2-(2-Cyclopentylidenehydrazino)-1,3-thiazol-4-yl)benzonitrile, HBr

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About This Item

Empirische Formel (Hill-System):
C15H14N4S · xHBr
CAS-Nummer:
Molekulargewicht:
282.36 (free base basis)
UNSPSC-Code:
12352200
PubChem Substanz-ID:

Assay

≥94% (HPLC)

Qualitätsniveau

Form

powder

Hersteller/Markenname

Calbiochem®

Lagerbedingungen

OK to freeze
desiccated (hygroscopic)
protect from light

Farbe

tan

Löslichkeit

DMSO: 50 mg/mL

Lagertemp.

2-8°C

SMILES String

C1CCC(=NNC2=NC(=CS2)C3=CC=C(C=C3)C#N)C1.Br

Allgemeine Beschreibung

A cell-permeable, potent, and stable analog of CPTH2 (Cat. No. 382111) that restores nuclear shape and chromatin compactin in AG11498 and AG06297 progeric fibroblasts from Hutchinson-Gilford progeria syndrome (HGPS) patients and in lamin A/C-depleted U2OS cells by inhibiting the activity of N-acetyltransferase 10 (NAT10; 10-50 µM). However, it does not affect non-laminopathic Werner syndrome cells. Improves DNA replication and enhances cell proliferation capacity. Also shown to prevent farnesyltransferase inhibitor-induced nuclear shape defects in normal fibroblasts and in U2OS cells and improves nuclear morphology in siLMNA (lamin A/C depletion by small interfering RNA transfection) treated cells. Does not affect Golgi apparatus integrity or tubulin polymer assembly and its effects are independent of mitosis.
A cell-permeable, potent, and stable analog of CPTH2 (Cat. No. 382111) that restores nuclear shape and chromatin compactin in AG11498 and AG06297 progeric fibroblasts from Hutchinson-Gilford progeria syndrome (HGPS) patients and in lamin A/C-depleted U2OS cells by inhibiting the activity of N-acetyltransferase 10 (NAT10; 10-50 µM). However, it does not affect non-laminopathic Werner syndrome cells. Improves DNA replication and enhances cell proliferation capacity. Also shown to prevent farnesyltransferase inhibitor-induced nuclear shape defects in normal fibroblasts and in U2OS cells and improves nuclear morphology in siLMNA (lamin A/C depletion by small interfering RNA transfection) treated cells. Does not affect Golgi apparatus integrity or tubulin polymer assembly and its effects are independent of mitosis.

Please note that the molecular weight for this compound is batch-specific due to variable water content.

Biochem./physiol. Wirkung

Cell permeable: yes
Primary Target
NAT10
Reversible: yes

Verpackung

Packaged under inert gas

Warnhinweis

Toxicity: Standard Handling (A)

Rekonstituierung

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Sonstige Hinweise

Larrieu, D., et al. 2014. Science344, 527.

Rechtliche Hinweise

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Delphine Larrieu et al.
Science (New York, N.Y.), 344(6183), 527-532 (2014-05-03)
Down-regulation and mutations of the nuclear-architecture proteins lamin A and C cause misshapen nuclei and altered chromatin organization associated with cancer and laminopathies, including the premature-aging disease Hutchinson-Gilford progeria syndrome (HGPS). Here, we identified the small molecule "Remodelin" that improved

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