R283
SIGMA/SML2176 - ≥98% (HPLC)
Synonym: 1,3-
CAS Number: 135273-74-4
Empirical Formula (Hill Notation): C8H13N2OS · Cl
Molecular Weight: 220.72
MDL Number: MFCD00898949
Linear Formula: C8H13N2OS · Cl
Product Type: Chemical
assay | ≥98% (HPLC) |
color | white to beige |
form | powder |
InChI | 1S/C8H13N2OS.ClH/c1-7(11) |
InChI key | NFZZAUJDSJWLTQ-UHFFFAOYSA |
SMILES string | C[N+]1=C(SCC(C)=O)N(C)C=C |
solubility | H2O: 2 mg/mL, clear |
storage temp. | −20°C |
Biochem/physiol Actions: | 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). |
RIDADR | NONH for all modes of transport |
WGK Germany | WGK 3 |
Flash Point(F) | Not applicable |
Flash Point(C) | Not applicable |
Purity | ≥98% (HPLC) |
Storage Temp. | −20°C |
UNSPSC | 12352200 |