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BMVC-8C3O Sale

目录号 : GC39482

BMVC-8C3O 是一种 G4 配体,可诱导人端粒 DNA G4s 的非平行型向平行型拓扑转化。

BMVC-8C3O Chemical Structure

Cas No.:1301708-12-2

规格 价格 库存 购买数量
10mM (in 1mL DMSO)
¥7,020.00
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5mg
¥3,600.00
现货
10mg
¥6,120.00
现货
50mg
¥15,750.00
现货
100mg
¥21,150.00
现货

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Sample solution is provided at 25 µL, 10mM.

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产品描述

BMVC-8C3O is a DNA G-quadruplexe (G4) ligand which can induce topological conversion of non-parallel to parallel forms in human telomeric DNA G4s[1].

[1]. Wang ZF, et al. A novel transition pathway of ligand-induced topological conversion from hybrid forms to parallel forms of human telomeric G-quadruplexes. Nucleic Acids Res. 2016 May 5;44(8):3958-68.

Chemical Properties

Cas No. 1301708-12-2 SDF
Canonical SMILES C[N+]1(CCOCCOCCOCCN2C3=C(C4=C2C=CC(/C=C/C5=CC=[N+](C)C=C5)=C4)C=C(/C=C/C6=CC=[N+](C)C=C6)C=C3)CCCCC1.[I-].[I-].[I-]
分子式 C42H53I3N4O3 分子量 1042.61
溶解度 DMSO: 62.5 mg/mL (59.95 mM) 储存条件 Store at -20°C
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 0.9591 mL 4.7957 mL 9.5913 mL
5 mM 0.1918 mL 0.9591 mL 1.9183 mL
10 mM 0.0959 mL 0.4796 mL 0.9591 mL
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Research Update

Molecular engineering of G-quadruplex ligands based on solvent effect of polyethylene glycol

Nucleic Acids Res 2012 Sep 1;40(17):8711-20.PMID:22735707DOI:10.1093/nar/gks578.

Because various non-parallel G-quadruplexes of human telomeric sequences in K+ solution can be converted to a parallel G-quadruplex by adding polyethylene glycol (PEG) as a co-solvent, we have taken advantage of this property of PEG to study the covalent attachment of a PEG unit to a G-quadruplex ligand, 3,6-bis(1-methyl-4-vinylpyridinium) carbazole diiodide (BMVC). The hybrid ligand with the PEG unit, BMVC-8C3O or BMVC-6C2O by substituting either the tetraethylene glycol or the triethylene glycol terminated with a methyl-piperidinium cation in N-9 position of BMVC, not only induces structural change from different non-parallel G-quadruplexes to a parallel G-quadruplex but also increases the melting temperature of human telomeres in K+ solution by more than 45°C. In addition, our ligand work provides further confidence that the local water structure plays the key to induce conformational change of human telomere.

A novel transition pathway of ligand-induced topological conversion from hybrid forms to parallel forms of human telomeric G-quadruplexes

Nucleic Acids Res 2016 May 5;44(8):3958-68.PMID:26975658DOI:10.1093/nar/gkw145.

The folding topology of DNA G-quadruplexes (G4s) depends not only on their nucleotide sequences but also on environmental factors and/or ligand binding. Here, a G4 ligand, 3,6-bis(1-methyl-4-vinylpyridium iodide)-9-(1-(1-methyl-piperidinium iodide)-3,6,9-trioxaundecane) carbazole (BMVC-8C3O), can induce topological conversion of non-parallel to parallel forms in human telomeric DNA G4s. Nuclear magnetic resonance (NMR) spectroscopy with hydrogen-deuterium exchange (HDX) reveals the presence of persistent imino proton signals corresponding to the central G-quartet during topological conversion of Tel23 and Tel25 G4s from hybrid to parallel forms, implying that the transition pathway mainly involves local rearrangements. In contrast, rapid HDX was observed during the transition of 22-CTA G4 from an anti-parallel form to a parallel form, resulting in complete disappearance of all the imino proton signals, suggesting the involvement of substantial unfolding events associated with the topological transition. Site-specific imino proton NMR assignments of Tel23 G4 enable determination of the interconversion rates of individual guanine bases and detection of the presence of intermediate states. Since the rate of ligand binding is much higher than the rate of ligand-induced topological conversion, a three-state kinetic model was evoked to establish the associated energy diagram for the topological conversion of Tel23 G4 induced by BMVC-8C3O.