SML2298
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
产品名称
PhenDC3, ≥97% (HPLC)
InChI
1S/C34H24N6O2.2CHF3O3S/c1-39-19-25(17-23-7-3-5-9-29(23)39)35-33(41)27-15-13-21-11-12-22-14-16-28(38-32(22)31(21)37-27)34(42)36-26-18-24-8-4-6-10-30(24)40(2)20-26;2*2-1(3,4)8(5,6)7/h3-20H,1-2H3;2*(H,5,6,7)
InChI key
PYJCATLYPXPYHF-UHFFFAOYSA-N
SMILES string
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
assay
≥97% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
相关类别
Application
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
Biochem/physiol Actions
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。
高亲和力 DNA 和 RNA G-四链体（G4）稳定配体。探测细胞 DNA 和 RNA G4 功能的基准工具。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
André Miranda et al.
Pharmaceuticals (Basel, Switzerland), 14(2) (2021-02-10)
We have designed AS1411-N6, a derivative of the nucleolin (NCL)-binding aptamer AS1411, by adding six nucleotides to the 5'-end that are complementary to nucleotides at the 3'-end forcing it into a stem-loop structure. We evaluated by several biophysical techniques if
Anne De Cian et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(44), 17347-17352 (2007-10-24)
Quadruplex ligands are often considered as telomerase inhibitors. Given the fact that some of these molecules are present in the clinical setting, it is important to establish the validity of this assertion. To analyze the effects of these compounds, we
Joana Figueiredo et al.
Biochemical pharmacology, 189, 114418-114418 (2021-01-19)
A high level of nucleolin (NCL) expression is often associated with a poor prognosis of patients with lung cancer (LC), suggesting that NCL can be used as a possible biomarker. NCL has been shown to display a marked preference for
Aurèle Piazza et al.
eLife, 6 (2017-07-01)
G-quadruplexes (G4) are polymorphic four-stranded structures formed by certain G-rich nucleic acids in vitro, but the sequence and structural features dictating their formation and function in vivo remains uncertain. Here we report a structure-function analysis of the complex hCEB1 G4-forming
Efficient suppression of gene expression by targeting 5'-UTR-based RNA quadruplexes with bisquinolinium compounds.
Kangkan Halder et al.
Chembiochem : a European journal of chemical biology, 12(11), 1663-1668 (2011-06-18)
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