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Phosphorylcholine (Phosphocholine chloride) Sale

(Synonyms: 磷酸胆碱,Phosphocholine chloride) 目录号 : GC34008

磷酸胆碱(氯化磷酸胆碱)(氯化磷酸胆碱)是一种抗原性细胞表面成分,存在于上呼吸道的许多共生和致病细菌上。

Phosphorylcholine (Phosphocholine chloride) Chemical Structure

Cas No.:107-73-3

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10mM (in 1mL Water)
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500 mg
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产品描述

Phosphorylcholine is an antigenic cell-surface component found on many commensal and pathogenic bacteria that reside in the upper airway.

Phosphorylcholine materials are bio-inspired polymers that mimic the extracellular surface of red blood cells, containing an exact chemical copy of the predominant zwitterionic phospholipid headgroup found in the cell lipid membrane. The phosphorylcholine side chain of the PC-polymer contains the phosphate moiety present in phosphatidylcholine and phosphatidylserine, the latter being membrane lipid component that is able to bind calcium and is implicated in biomineralization[1].

[1]. Lawton JM, et al. The effect of cationically-modified phosphorylcholine polymers on human osteoblasts in vitro and their effect on bone formation in vivo. J Mater Sci Mater Med. 2017 Aug 17;28(9):144.

Chemical Properties

Cas No. 107-73-3 SDF
别名 磷酸胆碱,Phosphocholine chloride
Canonical SMILES O=P(OCC[N+](C)(C)C)(O)O.[Cl-]
分子式 C5H15ClNO4P 分子量 219.6
溶解度 Water : ≥ 150 mg/mL (683.06 mM) 储存条件 Store at -20°C
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1 mM 4.5537 mL 22.7687 mL 45.5373 mL
5 mM 0.9107 mL 4.5537 mL 9.1075 mL
10 mM 0.4554 mL 2.2769 mL 4.5537 mL
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Research Update

Neutron reflectivity study of the swollen structure of polyzwitterion and polyeletrolyte brushes in aqueous solution

J Biomater Sci Polym Ed 2014;25(14-15):1673-86.PMID:25178564DOI:10.1080/09205063.2014.952992.

The swollen brush structures of polycation and zwitterionic polymer brushes, such as poly(2-methacryloyloxyethyltrimethylammonium chloride) (PMTAC), poly(2-methacryloyloxyethyl Phosphorylcholine) (PMPC), and poly[3-(N-2-methacryloyloxyethyl-N,N-dimethyl)ammonatopropanesulfonate] (PMAPS), in aqueous solutions of various ionic strengths were characterized by neutron reflectivity (NR) measurements. A series of the polyelectrolyte brushes were prepared by surface-initiated controlled radical polymerization on silicon substrates. A high-graft-density PMTAC brush in salt-free water (D2O) adopted a two-region step-like structure consisting of a shrunk region near the Si substrate surface and a diffuse brush region with a relatively stretched chain structure at the solution interface. The diffuse region of PMTAC was reduced with increase in salt (NaCl) concentration. The PMAPS brush in D2O formed a collapsed structure due to the strong molecular interaction between betaine groups, while significant increase in the swollen thickness was observed in salt aqueous solution. In contrast, no change was observed in the depth profile of the swollen PMPC brush in D2O with various salt concentrations. The unique solution behaviors of zwitterionic polymer brushes were described.

pH-Responsive Polyion Complex Vesicle with Polyphosphobetaine Shells

Langmuir 2019 Feb 5;35(5):1249-1256.PMID:29940726DOI:10.1021/acs.langmuir.8b00632.

When a bioactive molecule is taken into cells by endocytosis, it is sometimes unable to escape from the lysosomes, resulting in inefficient drug release. We prepared pH-responsive polyion complex (PIC) vesicles that collapse under acidic conditions such as those inside a lysosome. Furthermore, under acidic conditions, cationic polymer was released from the PIC vesicles to break the lysosome membranes. Diblock copolymers (P20M167 and P20A190) consisting of water-soluble zwitterionic poly(2-methacryloyloxyethyl Phosphorylcholine) (PMPC) block and cationic or anionic blocks were synthesized via reversible addition-fragmentation chain transfer (RAFT) radical polymerization. Poly(3-(methacrylamidopropyl) trimethylammonium chloride) (PMAPTAC) and poly(sodium 6-acrylamidohexanoate) (PAaH) were used as the cationic and anionic blocks, respectively. The pendant hexanoate groups in the PAaH block are ionized in basic water and in phosphate buffered saline (PBS), while the hexanoate groups are protonated in acidic water. In basic water, PIC vesicles were formed from a charge neutralized mixture of oppositely charged diblock copolymers. At the interface of PIC vesicle and water exists biocompatible PMPC shells. Under acidic conditions, the PIC vesicles collapsed, because the charge balance shifted due to protonation of the PAaH block. After collapse of the PIC vesicles, P20A190 formed micelles composed of protonated PAaH core and PMPC shells, while P20M167 was released as unimers. PIC vesicles can encapsulate hydrophilic nonionic guest molecules into their hollow core. Under acidic conditions, the PIC vesicles can release the guest molecules and P20M167. The cationic P20M167 can break the lysosome membrane to efficiently release the guest molecules from the lysosomes to the cytoplasm.

Choline administration elevates brain Phosphorylcholine concentrations

J Neurochem 1982 Jun;38(6):1748-52.PMID:7077335DOI:10.1111/j.1471-4159.1982.tb06658.x.

The Phosphorylcholine concentration of rat brain rises and falls in response to parallel changes in the concentration of circulating choline. A single oral dose of choline chloride (20 mmol/kg) elevated whole-brain concentrations of both choline and Phosphorylcholine 5 h after administration; a greater proportion of exogenously administered choline was retained by the brain in its phosphorylated form than as the free amine. Striatal Phosphorylcholine concentrations were elevated within 2 h of choline administration and continued to be significantly greater than control values for up to 34 h after treatment. The response of striatal choline levels to exogenous choline was of shorter duration than that of Phosphorylcholine and was correlated with a significant increase in striatal acetylcholine concentrations. The consumption of a choline-free diet for 7 days lowered both serum choline and striatal Phosphorylcholine concentrations, but had no effect on striatal choline or acetylcholine. These results suggest that choline kinase is unsaturated by its substrate in vivo and may thus serve to modulate the response of brain choline concentrations to alterations in the supply of circulating choline.

Tribological properties of hydrophilic polymer brushes under wet conditions

Chem Rec 2010 Aug;10(4):208-16.PMID:20533448DOI:10.1002/tcr.201000001.

This article demonstrates a water-lubrication system using high-density hydrophilic polymer brushes consisting of 2,3-dehydroxypropyl methacrylate (DHMA), vinyl alcohol, oligo(ethylene glycol)methyl ether methacrylate, 2-(methacryloyloxy)ethyltrimethylammonium chloride (MTAC), 3-sulfopropyl methacrylate potassium salt (SPMK), and 2-methacryloyloxyethyl Phosphorylcholine (MPC) prepared by surface-initiated controlled radical polymerization. Macroscopic frictional properties of brush surfaces were characterized by sliding a glass ball probe in water using a ball-on-plate type tribotester under the load of 0.1-0.49 N at the sliding velocity of 10(-5)-10(-1) m s(-1) at 298 K. A poly(DHMA) brush showed a relatively larger friction coefficient in water, whereas the polyelectrolyte brushes, such as poly(SPMK) and poly(MPC), revealed significantly low friction coefficients below 0.02 in water and in humid air conditions. A drastic reduction in the friction coefficient of polyelectrolyte brushes in aqueous solution was observed at around 10(-3)-10(-2) m s(-1) owing to the hydrodynamic lubrication effect, however, an increase in salt concentration in the aqueous solution led to the increase in the friction coefficients of poly(MTAC) and poly(SPMK) brushes. The poly(SPMK) brush showed a stable and low friction coefficient in water even after sliding over 450 friction cycles, indicating a good wear resistance of the brush film.

Anticoagulant polyurethane substrates modified with poly(2-methacryloyloxyethyl Phosphorylcholine) via SI-RATRP

Colloids Surf B Biointerfaces 2018 Mar 1;163:301-308.PMID:29329075DOI:10.1016/j.colsurfb.2018.01.005.

A novel catalyst system of Reverse Atom Transfer Radical Polymerization (RATRP) to prepare Polyurethane (PU) films modified by poly(2-methacryloyloxyethyl Phosphorylcholine) (pMPC) was studied in this article. In this system, PU film was pretreated by LaCl3/CA ethanol solution to obtain a hydrated surface allowing more initiators to be immobilized on it. Moreover, complexes composed of silane coupling agent 3-chloropropyltrimethoxysilane (CPTM), chlorhexidine acetate (CA) and lanthanum(III) worked as ligands of copper ions as a whole during RATRP process. PU films before and after modification were characterized by X-ray photoelectron spectroscopy (XPS) and static contact angle (SCA) to confirm that pMPC chains were successfully grafted from the substrates. Results of Plasma recalcification time assay, platelet adhesion test indicated excellent blood compatibility. Furthermore, the antibacterial activity of the material have been improved which proved by adhesion test of E.coil.