SML2176

R283

≥98% (HPLC)

• Synonym(s): 1,3-Dimethyl-2-(2-oxopropylthio)-1H-imidazol-3-ium chloride, 1,3-Dimethyl-2-[(2-oxopropyl)thio]imidazolium chloride, NTU283, Rob283
• Empirical Formula (Hill Notation): C₈H₁₃N₂OS · Cl
• CAS Number: 135273-74-4
• Molecular Weight: 220.72
• UNSPSC Code: 12352200
• MDL number: MFCD00898949
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: H₂O: 2 mg/mL, clear
• storage temp.: −20°C
• SMILES string: C[N+]1=C(SCC(C)=O)N(C)C=C1.[Cl-]
• InChI: 1S/C8H13N2OS.ClH/c1-7(11)6-12-8-9(2)4-5-10(8)3;/h4-5H,6H2,1-3H3;1H/q+1;/p-1
• InChI key: NFZZAUJDSJWLTQ-UHFFFAOYSA-M

Description

Biochem/physiol Actions

Cell-permeable factor XIIIa and transglutaminase 2 irreversible inhibitor that targets active site Cys for acetonylation with little GSH inhibitory potency.

R283 (NTU283; Rob283) is a cell-permeable 2-[(2-oxopropyl)thio] imidazolium derivative that acts as an irreversible inhibitor against factor XIIIa (FXIIIa) and transglutaminase 2 (TG2, TGase II) by targeting FXIIIa and TG2 active site cysteine (Cys) for acetonylation in a selective manner with little glutathione (GSH) inhibitory potency (app 2nd order rate const = 23000/M/s, 19000/M/s, 0.12/M/s, respectively). A useful tool for investigating TG2-mediated cellular functions (typical conc. range: 25-500 μM).

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable