Merck
CN
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文件

730300

Sigma-Aldrich

甲基丙烯酸N-羟琥珀酸亚胺酯

98%

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别名:
N-(Methacryloxy)succinimide, N-(Methacryloyloxy)succinimide
经验公式（希尔记法）:
C8H9NO4
CAS号:
38862-25-8
分子量:
183.16
MDL编号:
MFCD15072193
PubChem化学物质编号:
329764554
NACRES:
NA.23

质量水平

100

检测方案

98%

形式

solid

mp

101-105 °C

储存温度

2-8°C

SMILES string

CC(=C)C(=O)ON1C(=O)CCC1=O

InChI

1S/C8H9NO4/c1-5(2)8(12)13-9-6(10)3-4-7(9)11/h1,3-4H2,2H3

InChI key

ACGJEMXWUYWELU-UHFFFAOYSA-N

相关类别

一般描述

Methacrylic acid N-hydroxysuccinimide ester(NHS-MA) belongs to the class of reactive monomers known as N-hydroxysuccinimide (NHS) esters. It is commonly used for functionalizing biomolecules through amine-reactive coupling reactions infields such as bioconjugation, protein labeling, and peptide synthesis. It also serves as a crosslinking agent or linker molecule for the conjugation of drugs or targeting ligands to carrier materials.

应用

Methacrylic acid N-hydroxysuccinimide ester can be used:
  • As a monomer to prepare degradable amphiphilic diblock copolymer microparticles via RAFT polymerization, for low pH-triggered drug delivery. NHS-MA can shield the drug molecule from degradation, enhance its solubility, and improve its pharmacokinetic properties.
  • For the surface functionalization of poly-ε-caprolactone (PCL) scaffolds used for tissue engineering. NHS groups are used to couple with chitosan of various molecular weights.
  • To prepare biocompatible polymer hydrogel for enzymatic biofuel cells. The hydrogel can serve as an enzyme-immobilizing matrix for enzymatic bioelectrodes.

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险分类

Acute Tox. 4 Inhalation - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

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Electrosprayed cysteine-functionalized degradable amphiphilic block copolymer microparticles for low pH-triggered drug delivery
Marie Finnegan, et al
Introduction to Polymer Chemistry, 10 (2019)
Postpolymerization modification of poly (pentafluorophenyl methacrylate): Synthesis of a diverse water-soluble polymer library
Gibson MI, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 47(17), 4332-4345 (2009)
Chitosan functionalized poly-?-caprolactone electrospun fibers and 3D printed scaffolds as antibacterial materials for tissue engineering applications
Myriam G. Tardajos, et al.
Carbohydrate Polymers, 191, 127-135 (2018)
A Modifiable, Spontaneously Formed Polymer Gel with Zwitterionic and N-Hydroxysuccinimide Moieties for an Enzymatic Biofuel Cell
Yixuan Huang, et al.
ACS applied polymer materials, 3, 631-639 (2021)
Controlled polymerization of N-isopropylacrylamide with an activated methacrylic ester
Savariar EN and Thayumanavan S
Journal of Polymer Science Part A: Polymer Chemistry, 42(24), 6340-6345 (2004)
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