Factor XIII and tissue TG inhibitor, synthetic

Description
Synthetic inhibitor: 1,3,4,5-Tetramethyl-2-[(2-oxo-propyl) thio] imidazolium chloride.
The molecule was developed to block coagulation factor XIIIa, however the compound inhibits tissue transglutaminase as well. Both enzymes are inhibited with an IC50 of about 0.25 μM.

Molecular Formula:  C₁₀H₁₇ClN₂OS
                                                   (free cation: C₁₀H₁₇N₂OS⁺)
Chemical Structure:


Molecular Weight: 248.77 (free cation: 213.32)

Purity by HPLC: >95 % (214 nm)

Presentation
10 mg off white solid powder

Solubility
Dissolve e.g. 5.00 mg in 402 µl PBS buffer to obtain a 50 mM solution

Storage    
Store at -20°C, desiccate

Category: Research use only

Type: Inhibitor

Product Availability: Worldwide

Manufacturer: ImmBioMed GmbH & Co KG, Germany
 

References

1. Transglutaminase inhibition by 2-[(2-oxopropyl)thio] imidazolium derivatives: mechanism of factor XIIIa inactivation. Freund K F et al., Biochemistry. 1994 Aug 23;33(33):10109-19.
2. Novel inhibitors against the transglutaminase-catalysed crosslinking of lens proteins. Lorand L et al. Exp Eye Res. 1998 May;66(5):531-6.
3. Stimulated platelets use serotonin to enhance their retention of procoagulant proteins on the cell surface. Dale GL et al. Nature. 2002 Jan 10;415(6868):175-9.
4. Factor XIIIa generation assay: a tool for studying factor XIII function in plasma. Dodt J et al.  Anal Biochem. 2013 Aug 15;439(2):145-51.
5. The redox state of transglutaminase 2 controls arterial remodeling. van den Akker J et al. PLoS One. 2011;6(8):e23067.
6. Role of transglutaminases in cuff-induced atherosclerotic lesion formation in femoral arteries of ApoE3 Leiden mice. Matlung HL et al. Atherosclerosis. 2010 Nov;213(1):77-84.
7. Tissue (type II) transglutaminase covalently incorporates itself, fibrinogen, or fibronectin into high molecular weight complexes on the extracellular surface of isolated hepatocytes. Use of 2-[(2-oxopropyl) thio] imidazolium derivatives as cellular transglutaminase inactivators. Barsigian C et al. J Biol Chem. 1991 Nov 25;266(33):22501-9.
8. Factor XIII activity mediates red blood cell retention in venous thrombi. Aleman MM et al. J Clin Invest. 2014 Aug;124(8):3590-600.