Cyclen
(Synonyms: 轮环藤宁) 目录号 : GC30159
Cyclen (1,4,7,10-tetraazacyclododecane) is a macrocycle capable of selectively binding cations that used as a ligand in chemistry for instance with chemicals used in MRI contrast agents.
Cas No.:294-90-6
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Cyclen (1,4,7,10-tetraazacyclododecane) is a macrocycle capable of selectively binding cations that used as a ligand in chemistry for instance with chemicals used in MRI contrast agents.
| Cas No. | 294-90-6 | SDF | |
| 别名 | 轮环藤宁 | ||
| Canonical SMILES | C1CNCCNCCNCCN1 | ||
| 分子式 | C8H20N4 | 分子量 | 172.27 |
| 溶解度 | Soluble in DMSO | 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 | 5.8048 mL | 29.0242 mL | 58.0484 mL |
| 5 mM | 1.161 mL | 5.8048 mL | 11.6097 mL |
| 10 mM | 0.5805 mL | 2.9024 mL | 5.8048 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。
Cyclen-based Gd3+ complexes as MRI contrast agents: Relaxivity enhancement and ligand design
Bioorg Med Chem 2016 Nov 15;24(22):5663-5684.27729196 10.1016/j.bmc.2016.09.069
Magnetic Resonance Imaging (MRI) is a noninvasive radiology technique used to examine the internal organs of human body. It is useful for the diagnosis of structural abnormalities in the body. Contrast agents are used to increase the sensitivity of this technique. 1,4,7,10-Tetraazacyclododecane (Cyclen) is a macrocyclic tetraamine. Its derivatives act as useful ligands to produce stable complexes with Gd3+ ion. Such chelates are investigated as MRI contrast agents. Free Gd3+ ion is extremely toxic for in vivo use. Upon complexation with a cyclen-based ligand, it is trapped in the preformed central cavity of the ligand resulting in the formation of a highly stable Gd3+-chelate. Better kinetic and thermodynamic stability of cyclen-based MRI contrast agents decrease their potential toxicity for in vivo use. Consequently, such agents have proved to be safest for clinical applications. Relaxivity is the most important parameter used to measure the effectiveness of a contrast agent. A number of factors influence this parameter. This article elucidates detailed strategies to increase relaxivity of cyclen-based MRI contrast agents. 1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) and 1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid (DO3A) are two key ligands derived from Cyclen. They also act as building blocks for the synthesis of novel ligands. A few important methodologies for the synthesis of DOTA and DO3A derivatives are described. Moreover, the coordination geometry of chelates formed by these ligands and their derivatives is discussed as well. Novel ligands can be developed by the appropriate derivatization of DOTA and DO3A. Gd3+-chelates of such ligands prove to be useful MRI contrast agents of enhanced relaxivity, greater stability, better clearance, lesser toxicity and higher water solubility.
Spectroscopic study of cyclen-based 19F NMR probe for detection of hydrogen sulfide
Anal Sci 2022 May;38(5):813-820.35314966 10.1007/s44211-022-00100-y
A cyclen-based 19F NMR probe (F-cyclen) for hydrogen sulfide (H2S) has been prepared and evaluated for its complex formation ability with Cu2+ ions and responsivity to H2S. F-Cyclen was readily synthesized by reacting Cyclen with 4-(trifluoromethyl)benzyl bromide. Visible absorption spectrophotometry showed that, same as the original Cyclen, F-cyclen formed a 1:1 complex with Cu2+ ions. The 19F NMR signal of F-cyclen at 16.5 ppm gradually decreased in intensity with increasing CuCl2 concentration, with trifluoromethane sulfonic acid sodium salt (TFMSNa) used as an internal standard (0 ppm). When the Cu2+-F-cyclen complex was subjected to an increasing concentration of Na2S (as H2S donor), its corresponding 19F NMR signal of F-cyclen at 16.5 ppm gradually increased in intensity. The regression curve between the 19F NMR signal intensity ratio of F-cyclen to TFMSNa and Na2S concentration showed good linearity (r = 0.986) over the Na2S concentration range of 25-150 μM.
Zinc(II)-Cyclen Multifunctional Complex Module-Mediated Polycation-Based High-Performance pDNA Vectors
ACS Biomater Sci Eng 2021 Dec 13;7(12):5678-5689.34847318 10.1021/acsbiomaterials.1c01115
A kind of novel multifunctional modules based on zinc(II)-coordinative Cyclen has been developed, which is utilized to modify low molecular weight polyethylenimine (LMWPEI) obtaining high-performance DNA vectors. A series of in vitro experiments were carried out to explore the performance of the module in improving the key process of gene transfection, such as DNA condensation, serum resistance, cellular uptake, and endosomal escape. The results demonstrate that there is a significant synergistic effect between the functional module and PEI2.5k in the process of breaking through the key barriers of gene transfection. The optimal Zn-PCD mediates 160-fold higher gluciferase activity than commercial transfection reagents PEI25k in ADSC stem cells with more than 90% cell viability and achieves excellent transfection efficiency in diverse cell types, for instance, HepG2 cells, 293T cells, and 293F suspension cells.
A Cyclen-Functionalized Cobalt-Substituted Sandwich-Type Tungstoarsenate with Versatility in Removal of Methylene Blue and Anti-ROS-Sensitive Tumor Cells
Molecules 2022 Sep 30;27(19):6451.36234988 PMC9573041
Oxidative degradation by using reactive oxygen species (ROS) is an effective method to treat pollutants. The synthesis of artificial oxidase for the degradation of dyes is a hot spot in molecular science. In this study, a nanoscale sandwich-type polyoxometalate (POM) on the basis of a tetra-nuclear cobalt cluster and trivacant B-α-Keggin-type tungstoarsenate {[Co(C8H20N4)]4}{Co4(H2O)2[HAsW9O34]2}∿H2O (abbreviated as CAW, C8H20N4 = Cyclen) has been synthesized and structurally examined by infrared (IR) spectrum, ultraviolet-visible (UV-Vis) spectrum, X-ray photoelectron spectrum (XPS), single-crystal X-ray diffraction (SXRD), and bond valence sum (Σs) calculation. According to the structural analysis, the principal element of the CAW is derived from modifying sandwich-type polyanion {Co4(H2O)2 [HAsW9O34]2}8- with four [Co(Cyclen)]2+, in which 1,4,7,10-tetraazacyclododecane (Cyclen) is firstly applied to modify POM. It is also demonstrated that CAW is capable of efficiently catalyzing the production of ROS by the synergistic effects of POM fragments and Co-cyclen complexes. Moreover, CAW can interfere with the morphology and proliferation of sensitive cells by producing ROS and exhibits ability in specifically eliminating methylene blue (MB) dyes from the solution system by both adsorption and catalytic oxidation.
Zn(ii) coordination to cyclen-based polycations for enhanced gene delivery
J Mater Chem B 2019 Jan 21;7(3):451-459.32254732 10.1039/c8tb02414f
1,4,7,10-Tetraazacyclododecane (Cyclen) has a unique cyclic structure that endows it with a number of characteristics, including its cationic nature, easy modification and strong coordination ability toward a wide range of cations. Zn2+, which can easily coordinate to Cyclen, is an essential metal ion for DNA binding. In this report, Zn(ii)-polycations derived from Cyclen were studied as non-viral gene delivery vectors. Polycations were synthesized from diglycidyl ethers and Cyclen through ring-opening polymerization, and then Zn(ii)-complexes were obtained by reacting the polycations with Zn(NO3)2·6H2O. UV absorption and circular dichroism spectra revealed that the Zn(ii)-complexes may induce apparent conformational changes of DNA, while polycations could not. Agarose gel retardation assay demonstrated that although the Zn(ii)-polycations exhibited slightly lower DNA binding ability compared to their polycation counterparts, they showed better DNA release, which might favor the gene transfection process. In vitro transfection results revealed that the coordination of Zn(ii) may dramatically increase the transfection efficiency of the polymers. In addition, almost all polycations and their Zn(ii)-complexes exhibited better serum tolerance than polyethylenimine (PEI), especially Zn-cyclen-HD. Flow cytometry and BSA adsorption experiments also demonstrated the good serum tolerance of the Zn(ii)-polycations. Meanwhile, such materials also exhibited acceptable cytotoxicities at transfection dosages. These results may afford us clues for developing novel non-viral gene vectors with high efficiency and biocompatibility.