Phosphorylcholine
(Synonyms: 磷酸胆碱; Phosphocholine) 目录号 : GC38835
Phosphorylcholine 是真核生物膜中的主要磷脂组分，在原核生物中存在于那些与真核生物相关联的共生菌或致病菌中。Phosphorylcholine 具有免疫调节特性。
Cas No.:3616-04-4
Sample solution is provided at 25 µL, 10mM.
Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Phosphatidylcholine is the main phospholipid component in eukaryotic biofilms. Phosphatidylcholine exists in commensal or pathogenic bacteria associated with eukaryotes in prokaryotes. Phosphorylcholine exhibits a surprising range of immunomodulatory properties[1].
[1]. Harnett W, et al. Phosphorylcholine: friend or foe of the immune system• Immunol Today. 1999 Mar;20(3):125-9.
| Cas No. | 3616-04-4 | SDF | |
| 别名 | 磷酸胆碱; Phosphocholine | ||
| Canonical SMILES | O=P(OCC[N+](C)(C)C)(O)O | ||
| 分子式 | C5H15NO4P | 分子量 | 184.15 |
| 溶解度 | Water: 100 mg/mL (546.03 mM); Ethanol: 4 mg/mL (21.84 mM); DMSO: < 1 mg/mL (insoluble or slightly soluble) | 储存条件 | Store at 4°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。 |
||
| 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 | |||
 |
1 mg | 5 mg | 10 mg |
| 1 mM | 5.4304 mL | 27.1518 mL | 54.3036 mL |
| 5 mM | 1.0861 mL | 5.4304 mL | 10.8607 mL |
| 10 mM | 0.543 mL | 2.7152 mL | 5.4304 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。
Revolutionary advances in 2-methacryloyloxyethyl Phosphorylcholine polymers as biomaterials
J Biomed Mater Res A 2019 May;107(5):933-943.PMID:30701666DOI:10.1002/jbm.a.36635.
In the last 40 years, many strategies to fabricate biocompatible and antithrombogenic polymers have been proposed, especially in Japan. The development of one such polymers composed of 2-methacryloyloxyethyl Phosphorylcholine unit, is described in this review, with specific examples of use in biomedical devices. These polymers are typically incorporated into other materials to effectively prevent unfavorable biological responses and reactions. For example, the polymers suppress protein adsorption and cell adhesion to materials in contact with plasma or whole blood, even in the absence of anticoagulant. These properties are due to the extreme hydrophilicity and electrically neutral nature of the polymers, as well as to the ability of Phosphorylcholine to induce bulk-like behavior in surrounding waters. Accordingly, these polymers have been used worldwide to modify the surfaces and improve the overall biocompatibility of such medical devices as long-term implantable artificial organs. © 2019 Wiley Periodicals, Inc. J Biomed Mater Res Part A: 107A: 933-943, 2019.
Recent progress and perspectives in applications of 2-methacryloyloxyethyl Phosphorylcholine polymers in biodevices at small scales
J Mater Chem B 2022 Apr 6;10(14):2323-2337.PMID:35142776DOI:10.1039/d1tb02675e.
Bioinspired materials have attracted attention in a wide range of fields. Among these materials, a polymer family containing 2-methacryloyloxyethyl Phosphorylcholine (MPC), which has a zwitterionic Phosphorylcholine headgroup inspired by the structure of the cell membrane, has shown an outstanding ability to prevent nonspecific protein adsorption. This property makes MPC polymers excellent materials for the construction of biocompatible surfaces and interfaces with high antibiofouling performance for both macroscopic and microscopic applications. In this review, we summarize recent progress in the design, synthesis, and application of MPC polymers for biodevices with characteristic length scales ranging from millimeters to nanometers, with a focus on their applications in microfluidic devices, biosensors/bioprobes, artificial implants, and drug delivery systems. Finally, future perspectives and challenges in this field are discussed.
Biodegradable Phosphorylcholine copolymer for cardiovascular stent coating
J Mater Chem B 2020 Jun 24;8(24):5361-5368.PMID:32458930DOI:10.1039/d0tb00813c.
Phosphorylcholine (PC) based polymer coatings with excellent biocompatibility have shown successful commercialization in drug-eluting stents. However, poor degradability represents a challenge in the application of biodegradable stents. Herein, a biodegradable Phosphorylcholine copolymer is developed based on one-step radical ring-opening polymerization (RROP). This copolymer was synthesized by copolymerization of a PC unit, degradable ester (2-methylene-1,3-dioxepane, MDO) unit and non-degradable butyl methacrylate (BMA) unit, which showed ratio controllability by changing the monomer ratio during polymerization. We demonstrated that the copolymer with the ratio of 34% MDO, 19% MPC and 47% BMA could form a stable coating by ultrasonic spray, and showed good blood compatibility, anti-adhesion properties, biodegradability, and rapamycin eluting capacity. In vivo study revealed its promising application as a biodegradable stent coating. This work provides a facile path to add biodegradability into PC based polymers for further bio-applications.
Phosphorylcholine zwitterionic shell-detachable mixed micelles for enhanced cancerous cellular uptakes and increased DOX release
J Mater Chem B 2022 Jul 27;10(29):5624-5632.PMID:35815797DOI:10.1039/d2tb01061e.
To further enhance the cancerous cellular uptakes and increase the drug release of the drug loaded micelles, herein, we fabricated a series of mixed micelles with different mass ratios using two amphiphilic copolymers P(DMAEMA-co-MaPCL) and PCL-SS-PMPC. The mixed micelles showed a prolonged circulation time due to the zwitterionic shells in a physiological environment (pH 7.4). In addition, because of the protonation of tertiary amine groups in PDMAEMA and the breakage of the disulfide bond in PMPC-SS-PCL in a tumor microenvironment, the mixed micelles aggregated, which led to enhanced cancerous cellular penetration and increased DOX release. Moreover, cytotoxicity assay showed that the mixed micelles had good biocompatibility to L929, HeLa and MCF-7 cells, even at a concentration of up to 1 mg mL-1. Furthermore, enhanced antitumour activity and cellular uptake of HeLa and MCF-7 cells were detected after loading with DOX, which was determined by confocal laser scanning microscopy (CLSM) and flow cytometry (FC), especially for the DOX@MIX 3 micelles (20% mass ratio of the P(DMAEMA-co-MaPCL)). Therefore, the mixed strategy provides a simple and efficient ways to promote anticancer drug delivery.
Bioinspired Phosphorylcholine Coating for Surface Functionalization of Interventional Biomedical Implants with Bacterial Resistance and Anti-Encrustation Properties
Langmuir 2022 Mar 22;38(11):3597-3606.PMID:35266725DOI:10.1021/acs.langmuir.2c00263.
Enhancing the lubrication property and bacterial resistance is extremely important for interventional biomedical implants to avoid soft tissue damage and biofilm formation. In this study, a zwitterionic Phosphorylcholine coating (PMPC) was successfully developed to achieve surface functionalization of a polyurethane (PU)-based ureteral stent via subsurface "grafting from" photopolymerization. Typical surface characterizations such as Fourier transform infrared spectroscopy, X-ray photoelectron spectroscopy, and surface wettability and morphology analyses examined by scanning electron microscopy, atomic force microscopy, and transmission electron microscopy demonstrated that the Phosphorylcholine polymer was grafted on the substrate with a thickness of 180 nm. Additionally, the tribological experiment performed by a universal material tester showed that the lubrication performance of PU-PMPC was significantly improved compared with that of PU. The in vitro experiments indicated that the PMPC coating was biocompatible and stably modified on the surface of the substrate with an excellent bacterial resistance rate of >90%. Furthermore, the result of the in vivo experiment showed that the anti-encrustation performance of the surface-functionalized ureteral stent was better than that of the bare ureteral stent. The great enhancement in the lubrication, bacterial resistance, and anti-encrustation properties of the Phosphorylcholine coating was thought to be due to the hydration effects of the zwitterionic charges. In summary, the bioinspired zwitterionic Phosphorylcholine coating developed herein achieved significantly improved lubrication, bacterial resistance, and anti-encrustation performances and could be used as a convenient approach for surface functionalization of interventional biomedical implants.