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Merck

SML2298

Sigma-Aldrich

PhenDC3

≥97% (HPLC), powder, G-quadruplex ligand

别名:

3,3′-[1,10-菲咯啉-2,9-二基双(羰基亚氨基)]双[1-甲基喹啉] 1,1,1-三氟甲磺酸盐 (1:2), 芬 DC3, 苯-DC(3), 苯-DC3

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About This Item

经验公式(希尔记法):
C34H26N6O2 · 2CF3SO3
分子量:
848.75
分類程式碼代碼:
12352200
NACRES:
NA.77

product name

PhenDC3, ≥97% (HPLC)

化驗

≥97% (HPLC)

形狀

powder

顏色

white to beige

溶解度

DMSO: 2 mg/mL, clear

儲存溫度

2-8°C

SMILES 字串

O=C(NC1=CC2=CC=CC=C2[N+](C)=C1)C3=CC=C4C=CC5=CC=C(N=C5C4=N3)C(NC6=CC7=CC=CC=C7[N+](C)=C6)=O.O=S([O-])(C(F)(F)F)=O.O=S([O-])(C(F)(F)F)=O

應用

PhenDC3 已被用于:
  • 作为四链体(G4) 配体,研究其对 RNA 四链体(rG4) 与核仁素(NCL) 结合的影响
  • 作为 DNA/RNA G-四链体(GQs) 配体研究其对双同源框 4(DUX4) 基因表达的影响
  • 作为 G4 配体,通过荧光共振能量转移(FRET) 熔解法研究其对 pre-miR-92b rG4 复合物和双链 DNA 的稳定性和选择性

生化/生理作用

PhenDC3(Phen-DC3)是一种双喹啉衍生的菲咯啉-二甲酰胺,它以高亲和力靶向 DNA 和 RNA G-四链体(G4)结构(DNA DC50 在 μM = 0.31/22AG K+,0.25/22AG Na+,0.30/TBA; RNA DC50 in μM = 0.11/(G3U)3G3,0.12/(G3U2)3G3, 0.16/(G3U3)3G3)和选择性(双链 DNA DC50 >2.5 μM)。PhenDC3 在基于细胞的报告基因检测(0.1-10 μM)中抑制具有 5′UTR G4 结构的报告基因 mRNA 构建体的翻译,但不抑制那些没有的翻译,并通过在延伸过程中促进端粒酶与其产物的解离来降低端粒酶的持续合成能力。NMR 分析表明,PhenDC3 通过与顶部 G-四重奏的鸟嘌呤碱基的广泛堆叠与四链体相互作用。一个强大的基准工具,用于探测和阐明细胞 DNA 和 RNA G4 结构的生物学作用。

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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Aurèle Piazza et al.
Nucleic acids research, 38(13), 4337-4348 (2010-03-13)
G-quadruplexes are nucleic acid secondary structures for which many biological roles have been proposed but whose existence in vivo has remained elusive. To assess their formation, highly specific G-quadruplex ligands are needed. Here, we tested Phen-DC(3) and Phen-DC(6), two recently
Aleksandr B Sahakyan et al.
Nature structural & molecular biology, 24(3), 243-247 (2017-01-31)
Long interspersed nuclear elements (LINEs) are ubiquitous transposable elements in higher eukaryotes that have a significant role in shaping genomes, owing to their abundance. Here we report that guanine-rich sequences in the 3' untranslated regions (UTRs) of hominoid-specific LINE-1 elements
Highly efficient G-quadruplex recognition by bisquinolinium compounds.
Anne De Cian et al.
Journal of the American Chemical Society, 129(7), 1856-1857 (2007-01-31)
Tovah A Day et al.
Nature communications, 8, 15110-15110 (2017-04-28)
Chromosomal rearrangements are essential events in the pathogenesis of both malignant and nonmalignant disorders, yet the factors affecting their formation are incompletely understood. Here we develop a zinc-finger nuclease translocation reporter and screen for factors that modulate rearrangements in human
D Monchaud et al.
Biochimie, 90(8), 1207-1223 (2008-03-18)
We report here the details of G4-FID (G-quadruplex fluorescent intercalator displacement), a simple method aiming at evaluating quadruplex-DNA binding affinity and quadruplex- over duplex-DNA selectivity of putative ligands. This assay is based on the loss of fluorescence upon displacement of

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