730300
Methacrylic acid N-hydroxysuccinimide ester
98%
Synonym(s):
N-(Methacryloxy)succinimide, N-(Methacryloyloxy)succinimide
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About This Item
Empirical Formula (Hill Notation):
C8H9NO4
CAS Number:
Molecular Weight:
183.16
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
MDL number:
Product Name
Methacrylic acid N-hydroxysuccinimide ester, 98%
InChI
1S/C8H9NO4/c1-5(2)8(12)13-9-6(10)3-4-7(9)11/h1,3-4H2,2H3
SMILES string
CC(=C)C(=O)ON1C(=O)CCC1=O
InChI key
ACGJEMXWUYWELU-UHFFFAOYSA-N
assay
98%
form
solid
mp
101-105 °C
storage temp.
2-8°C
Quality Level
Related Categories
Application
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.
General description
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.
signalword
Warning
Hazard Classifications
Acute Tox. 4 Inhalation - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Fabrication of Unique Magnetic Bionanocomposite for Highly Efficient Removal of Hexavalent Chromium from Water
Zhong Y, et al.
Scientific reports, 6(17), 31090-31090 (2016)
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)
Theato, P.
Journal of Polymer Science Part A: Polymer Chemistry, 46, 6677-6677 (2008)
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)
Water-soluble reactive copolymers based on cyclic N-vinylamides with succinimide side groups for bioconjugation with proteins
Peng H, et al.
Macromolecules, 48(13), 4256-4268 (2015)
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