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
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About This Item
Empirical Formula (Hill Notation):
C8H13N2OS · Cl
CAS Number:
Molecular Weight:
220.72
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
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
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).
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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