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Merck
CN

SML2176

Sigma-Aldrich

R283

≥98% (HPLC)

别名:

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

经验公式(希尔记法):
C8H13N2OS · Cl
分子量:
220.72
MDL编号:
UNSPSC代码:
12352200

方案

≥98% (HPLC)

表单

powder

颜色

white to beige

溶解性

H2O: 2 mg/mL, clear

储存温度

−20°C

SMILES字符串

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

生化/生理作用

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).

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

新产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Zita Balklava et al.
The Journal of biological chemistry, 277(19), 16567-16575 (2002-02-28)
Increasing evidence suggests that tissue transglutaminase (tTGase; type II) is externalized from cells, where it may play a key role in cell attachment and spreading and in the stabilization of the extracellular matrix (ECM) through protein cross-linking. However, the relationship
Monica Currò et al.
Amino acids, 49(3), 659-669 (2016-11-20)
Deposition of amyloid-beta (Aβ) peptides has been shown to induce the release of inflammatory factors by activated microglia and brain infiltrating monocytes/macrophages. Interestingly, the enzyme transglutaminase 2 (TG2) has been shown to play a key role in neuroinflammation and regulation
K F Freund et al.
Biochemistry, 33(33), 10109-10119 (1994-08-23)
The physiologic role of several transglutaminases could be more precisely defined with the development of specific inhibitors for these enzymes. In addition, specific plasma transglutaminase (fXIIIa) inhibitors may have therapeutic utility in the treatment of thrombosis. For these purposes, the
Ronak Shrestha et al.
Scientific reports, 7(1), 4746-4746 (2017-07-08)
We previously reported the importance of induced nuclear transglutaminase (TG) 2 activity, which results in hepatic cell death, in ethanol-induced liver injury. Here, we show that co-incubation of either human hepatic cells or mouse primary hepatocytes derived from wild-type but
Yirong Ding et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 89, 1310-1319 (2017-03-23)
In view of the facts that tTG protein expression level and its enzyme activity increase in AD brains of both individuals and transgenic animals and compelling evidence of the involvement of inflammation in AD pathogenesis, tTG could be involved in

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