9-(2,2-Dicyanovinyl)julolidine
(Synonyms: 9-(2,2-二氰乙烯基)久洛啶,9-(2,2-Dicyanovinyl)julolidine) 目录号 : GC40844
A fluorogenic dye
Cas No.:58293-56-4
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
9-(2,2-Dicyanovinyl)julolidine (DCVJ) is a fluorogenic dye that is considered a fluorescent molecular rotor because its properties depend on the rotational relaxation of the molecule, which can be influenced by the viscosity of the solvent used. It has an excitation maximum at approximately 450 nm, and its emission is approximately 480 or 505 nm for low or high viscosity solvents, respectively. DCVJ has been used to study tubulin dynamics because its fluorescence increases when bound to tubulin sheets but is lower when bound to microtubules.
| Cas No. | 58293-56-4 | SDF | |
| 别名 | 9-(2,2-二氰乙烯基)久洛啶,9-(2,2-Dicyanovinyl)julolidine | ||
| Canonical SMILES | N#C/C(C#N)=C\C1=CC2=C3N(CCC2)CCCC3=C1 | ||
| 分子式 | C16H15N3 | 分子量 | 249.3 |
| 溶解度 | DMF: 20 mg/ml,DMSO: 20 mg/ml,DMSO:PBS (pH 7.2) (1:2): 0.33 mg/ml,Ethanol: 0.2 mg/ml | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 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。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 4.0112 mL | 20.0562 mL | 40.1123 mL |
| 5 mM | 0.8022 mL | 4.0112 mL | 8.0225 mL |
| 10 mM | 0.4011 mL | 2.0056 mL | 4.0112 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Fluorescence anisotropy of molecular rotors
Chemphyschem 2011 Feb 25;12(3):662-72.PMID:21328515DOI:10.1002/cphc.201000782.
We present polarization-resolved fluorescence measurements of fluorescent molecular rotors 9-(2-carboxy-2-cyanovinyl)julolidine (CCVJ), 9-(2,2-Dicyanovinyl)julolidine (DCVJ), and a meso-substituted boron dipyrromethene (BODIPY-C(12)). The photophysical properties of these molecules are highly dependent on the viscosity of the surrounding solvent. The relationship between their quantum yields and the viscosity of the surrounding medium is given by an equation first described and presented by Förster and Hoffmann and can be used to determine the microviscosity of the environment around a fluorophore. Herein we evaluate the applicability of molecular rotors as probes of apparent viscosity on a microscopic scale based on their viscosity dependent fluorescence depolarization. We develop a theoretical framework, combining the Förster-Hoffmann equation with the Perrin equation and compare the dynamic ranges and usable working regimes for these dyes in terms of utilising fluorescence anisotropy as a measure of viscosity. We present polarization-resolved fluorescence spectra and steady-state fluorescence anisotropy imaging data for measurements of intracellular viscosity. We find that the dynamic range for fluorescence anisotropy for CCVJ and DCVJ is significantly lower than that of BODIPY-C(12) in the viscosity range 0.6<η<600 cP. Moreover, using steady-state anisotropy measurements to probe microviscosity in the low (<3 cP) viscosity regime, the molecular rotors can offer a better dynamic range in anisotropy compared with a rigid dye as a probe of microviscosity, and a higher total working dynamic range in terms of viscosity.
A Method for High-Throughput Measurements of Viscosity in Sub-micrometer-Sized Membrane Systems
Chembiochem 2020 Mar 16;21(6):836-844.PMID:31566864DOI:10.1002/cbic.201900510.
To unravel the underlying principles of membrane adaptation in small systems like bacterial cells, robust approaches to characterize membrane fluidity are needed. Currently available relevant methods require advanced instrumentation and are not suitable for high-throughput settings needed to elucidate the biochemical pathways involved in adaptation. We developed a fast, robust, and financially accessible quantitative method to measure the microviscosity of lipid membranes in bulk suspension using a commercially available plate reader. Our approach, which is suitable for high-throughput screening, is based on the simultaneous measurements of absorbance and fluorescence emission of a viscosity-sensitive fluorescent dye, 9-(2,2-Dicyanovinyl)julolidine (DCVJ), incorporated into a lipid membrane. We validated our method using artificial membranes with various lipid compositions over a range of temperatures and observed values that were in good agreement with previously published results. Using our approach, we were able to detect a lipid phase transition in the ruminant pathogen Mycoplasma mycoides.
Detection and Quantification of Nonlabeled Polystyrene Nanoparticles Using a Fluorescent Molecular Rotor
Anal Chem 2021 Nov 16;93(45):14976-14984.PMID:34735123DOI:10.1021/acs.analchem.1c02055.
Plastic pollution has reached alarming levels in recent years. While macro- and microplastic pollution are attested and studied since the 1970s, much less is known about the associated nanoscopic fragments. Due to their ability to cross biological barriers and their extended surface area-to-volume ratio, nanoplastics (NPs) are currently considered as one of the major threats for aquatic and terrestrial environments. Therefore, analytical tools are urgently needed to detect and quantify NPs. In this study, a method exploiting the dependence of the fluorescence quantum yield of a probe, namely, 9-(2,2-Dicyanovinyl)julolidine (DCVJ), toward its microenvironment was assessed to detect and quantify polystyrene nanoplastics (PSNs). In the presence of PSNs and after excitation at 450 nm, the single-emission band fluorescent molecular rotor (FMR) emission spectrum displays a second peak at 620 nm, which increases with the concentration of PSNs. In pure water, a limit of detection and quantification range of 475-563 μg·L-1 and 1.582-1.875 mg·L-1, respectively, were obtained for 49 nm diameter polystyrene beads (PSB49). The results associated with 100 nm diameter PSNs amount to 518 μg·L-1 and 1.725 mg·L-1. The robustness of the method toward different parameters, the complexity of the matrix, and the PSN characteristics was also assessed. Finally, the method was applied on biological samples. While PSB49 quantification was achieved using radish sprouts at concentrations up to 200 mg·L-1, it was more challenging when handling mussel tissues. This work presents the feasibility to quantify PSNs using DCVJ fluorescence. It paves the way to new perspectives in the challenging field of NPs.
A Flow-Cytometry-Based Approach to Facilitate Quantification, Size Estimation and Characterization of Sub-visible Particles in Protein Solutions
Pharm Res 2015 Sep;32(9):2863-76.PMID:25788448DOI:10.1007/s11095-015-1669-3.
Purpose: Sub-visible particles were shown to facilitate unwanted immunogenicity of protein therapeutics. To understand the root cause of this phenomenon, a comprehensive analysis of these particles is required. We aimed at establishing a flow-cytometry-based technology to analyze the amount, size distribution and nature of sub-visible particles in protein solutions. Methods: We adjusted the settings of a BD FACS Canto II by tuning the forward scatter and the side scatter detectors and by using size calibration beads to facilitate the analysis of particles with sizes below 1 μM. We applied a combination of Bis-ANS (4,4'-dianilino-1,1'-binaphthyl-5,5'-disulfonic acid dipotassium salt) and DCVJ (9-(2,2-Dicyanovinyl)julolidine) to identify specific characteristics of sub-visible particles. Results: The FACS technology allows the analysis of particles between 0.75 and 10 μm in size, requiring relatively small sample volumes. Protein containing particles can be distinguished from non-protein particles and cross-β-sheet structures contained in protein particles can be identified. Conclusions: The FACS technology provides robust and reproducible results with respect to number, size distribution and specific characteristics of sub-visible particles between 0.75 and 10 μm in size. Our data for number and size distribution of particles is in good agreement with results obtained with the state-of-the-art technology micro-flow imaging.