5.31066

Remodelin

• Synonym(s): 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
• Empirical Formula (Hill Notation): C₁₅H₁₄N₄S · xHBr
• CAS Number: 1622921-15-6
• Molecular Weight: 282.36 (free base basis)
• UNSPSC Code: 12352200
• PubChem Substance ID: 86280479
• NACRES: NA.77

Properties

• Assay: ≥94% (HPLC)
• Quality Level: 100
• form: powder
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated (hygroscopic); protect from light
• color: tan
• solubility: DMSO: 50 mg/mL
• storage temp.: 2-8°C
• SMILES string: C1CCC(=NNC2=NC(=CS2)C3=CC=C(C=C3)C#N)C1.Br

Description

General description

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 Actions

Cell permeable: yes

Primary Target
NAT10

Reversible: yes

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

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

Other Notes

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

Legal Information

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable