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Merck

SML2176

Sigma-Aldrich

R283

≥98% (HPLC)

別名:

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

実験式(ヒル表記法):
C8H13N2OS · Cl
CAS番号:
分子量:
220.72
MDL番号:
UNSPSCコード:
12352200

アッセイ

≥98% (HPLC)

形状

powder

white to beige

溶解性

H2O: 2 mg/mL, clear

保管温度

−20°C

SMILES記法

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

生物化学的/生理学的作用

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).

保管分類コード

11 - Combustible Solids

WGK

WGK 3

引火点(°F)

Not applicable

引火点(℃)

Not applicable


適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

Jan Code

SML2176-25MG:
SML2176-VAR:
SML2176-BULK:
SML2176-5MG:


試験成績書(COA)

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以前この製品を購入いただいたことがある場合

文書ライブラリで、最近購入した製品の文書を検索できます。

文書ライブラリにアクセスする

Luigi Maiuri et al.
Gastroenterology, 129(5), 1400-1413 (2005-11-16)
In celiac disease (CD), transglutaminase type II (TG2) has 2 fundamental roles: (1) as the autoantigen recognized by highly specific autoantibodies and (2) the modifier of pathogenic gliadin T-cell epitopes. It follows that inhibition of TG2 might represent an attractive
C A Harrison et al.
The British journal of dermatology, 156(2), 247-257 (2007-01-17)
The transglutaminase (TG) family consists of eight distinct isoforms. TG types 1, 3 and 5 play a major role in normal skin development, with TG2 also being elevated during dermal wounding. TG1, 3 and 5 are responsible for the cross-linking
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
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
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

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