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Merck
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重要文件

SML1514

Sigma-Aldrich

SirReal2

≥98% (HPLC)

同義詞:

2-(4,6-Dimethyl-pyrimidin-2-ylsulfanyl)-N-(5-naphthalen-1-ylmethyl-thiazol-2-yl)-acetamide, SirReal 2

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About This Item

經驗公式(希爾表示法):
C22H20N4OS2
CAS號碼:
分子量::
420.55
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.77

品質等級

化驗

≥98% (HPLC)

形狀

powder

顏色

white to beige

溶解度

DMSO: 20 mg/mL, clear

儲存溫度

−20°C

SMILES 字串

CC1=NC(SCC(NC2=NC=C(S2)CC3=CC=CC4=C3C=CC=C4)=O)=NC(C)=C1

InChI

1S/C22H20N4OS2/c1-14-10-15(2)25-22(24-14)28-13-20(27)26-21-23-12-18(29-21)11-17-8-5-7-16-6-3-4-9-19(16)17/h3-10,12H,11,13H2,1-2H3,(H,23,26,27)

InChI 密鑰

MENNDDDTIIZDDN-UHFFFAOYSA-N

應用

Sirtuin-rearranging ligand 2 (SirReal2) has been used as a positive control to evaluate in vivo sirtuin 2 (SIRT2) inhibition by RK-9123016 and NPD11033.

生化/生理作用

SirReal2 is a potent and selective inhibitor of Sirt2, an NAD-dependent lysine deacetylase that has been implicated in the pathogenesis of cancer, inflammation, and neurodegeneration. SirReal2 has an IC50 value of 140 nM and is >1000-fold selective for Sirt2 over Sirt1 and Sirt3. SirReal2 is believed to act through a ligand-induced structural rearrangement of the active site, binding at an adjacent pocket to lock Sirt2 in an open conformation. SirReal2 caused to tubulin hyperacetylation in HeLa cells and destabilization of the checkpoint protein BubR1, consistent with Sirt2 inhibition.
SirReal2 is a potent and selective inhibitor of Sirt2.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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分析證明 (COA)

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Norio Kudo et al.
Philosophical transactions of the Royal Society of London. Series B, Biological sciences, 373(1748) (2018-04-25)
SIRT2 is a member of the human sirtuin family of proteins and possesses NAD+-dependent lysine deacetylase/deacylase activity. SIRT2 has been implicated in carcinogenesis in various cancers including leukaemia and is considered an attractive target for cancer therapy. Here, we identified
Asad Ali Shah et al.
Biological & pharmaceutical bulletin, 39(10), 1739-1742 (2016-10-12)
SIRT2 is a member of the human sirtuin family of proteins and possesses nicotinamide adenine dinucleotide (NAD)-dependent lysine deacetylase activity. SIRT2 has been involved in various cellular processes including gene transcription, genome constancy, and the cell cycle. In addition, SIRT2

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