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730114

Sigma-Aldrich

2-甲基丙烯酰氧乙基磷酸胆碱

contains ≤100 ppm MEHQ as inhibitor, 97%

别名:

MPC

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About This Item

经验公式（希尔记法）:
C11H22NO6P
CAS号:
67881-98-5
分子量:
295.27
MDL编号:
MFCD11112180
UNSPSC代码:
12162002
PubChem化学物质编号:
329764541
NACRES:
NA.23
价格与库存信息目前不能提供

质量水平

100

方案

97%

表单

powder or crystals

包含

≤100 ppm MEHQ as inhibitor

mp

143-148 °C

储存温度

2-8°C

SMILES字符串

CC(=C)C(=O)OCCOP([O-])(=O)OCC[N+](C)(C)C

InChI

1S/C11H22NO6P/c1-10(2)11(13)16-8-9-18-19(14,15)17-7-6-12(3,4)5/h1,6-9H2,2-5H3

InChI key

ZSZRUEAFVQITHH-UHFFFAOYSA-N

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相关类别

一般描述

2-甲基丙烯酰氧乙基磷酸胆碱(MPC)是一种两性离子型含磷胆碱基团的甲基丙烯酸酯单体，是最适合模拟细胞膜磷脂极性基团的单体。由于优异的抗非特异性蛋白质吸附、生物相容性和低毒性，也广泛用于制备高分子生物材料。它也被用来使用一系列聚合方法开发具有可调性质的不同分子结构，包括活性自由基聚合。由于甲基丙烯酸酯的反应性，高分子聚合物基材料在生物医学领域有着广泛的应用。此外，MPC还被用作生产各种聚合物材料的单体，用于医疗设备、锂基电池、隐形眼镜、药物输送、伤口敷料和组织工程支架等多种应用。

应用

2-甲基丙烯酰氧乙基磷酸胆碱(MPC)可用于以下应用：
  • 作为单体在溶剂离子液体中产生全两性离子聚合物网络，用作锂基电池的凝胶电解质。
  • 用于防止血液凝结和细菌粘附的医疗器械聚合物涂层的合成。
  • 用于隐形眼镜材料和伤口敷料的水凝胶制备。
  • 用于药物输送的聚合物胶束和纳米颗粒的生产。
  • 用作单体制备聚合物改性防污硅酮水凝胶隐形眼镜。将MPC添加到隐形眼镜中可形成细胞膜样结构，有助于防止细胞和细菌在表面上粘附。

特点和优势

  • 由于侧链上有一个两性离子磷酰胆碱（PC）基团，它具有生物惰性。
  • 它可以构建具有可调性质的各种分子结构。
  • 它具有优异的抗细胞粘附、抗凝血和抗非特异性蛋白吸附等特性。

相关产品

产品编号
说明
价格

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H317

危险分类

Skin Sens. 1

储存分类代码

11 - Combustible Solids

WGK

WGK 1

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
WXBF5341V
WXBF2318V
WXBF1766V
WXBD9937V
MKCN6263

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N Nakabayashi et al.
Bio-medical materials and engineering, 14(4), 345-354 (2004-10-09)
Copolymers of 2-methacryloyloxyethyl phosphorylcholine (MPC) showed good hemocompatibility as hypothesized. The hypothesis was surfaces having phosphorylcholine groups by polymerization of MPC could accumulate phospholipids from blood stream and show good blood compatibility. We designed and prepared a methacylate having a
Boxuan Ma et al.
Acta biomaterialia, 70, 186-196 (2018-02-17)
Intelligent drug delivery systems with prolonged circulation time, reduced drug leakage in blood, target site-triggered drug release and endosomal escape are attractive and ideal for malignant tumor therapy. Herein, doxorubicin (DOX)-conjugated smart polymeric micelles based on 4-carboxy benzaldehyde-grafted poly (L-lysine)-block-poly
N Nakabayashi et al.
Biomaterials, 24(13), 2431-2435 (2003-04-18)
This review addresses the non-thrombogenic characteristics of copolymers based on 2-methacryloyloxyethyl phosphorylcholine (MPC), originally developed by Nakabayashi and colleagues. The hypothesis underlying these developments was that such materials would adsorb phospholipids from blood, yielding surfaces with good natural blood compatibility.
Yumiko Obayashi et al.
Frontiers in microbiology, 8, 1952-1952 (2017-10-27)
Microbial extracellular hydrolytic enzymes that degrade organic matter in aquatic ecosystems play key roles in the biogeochemical carbon cycle. To provide linkages between hydrolytic enzyme activities and genomic or metabolomic studies in aquatic environments, reliable measurements are required for many
Piers E Milner et al.
Acta biomaterialia, 65, 102-111 (2017-11-08)
Partial joint repair is a surgical procedure where an artificial material is used to replace localised chondral damage. These artificial bearing surfaces must articulate against cartilage, but current materials do not replicate both the biphasic and boundary lubrication mechanisms of
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  1. How can I determine the shelf life / expiration / retest date of this product?

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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