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Merck

730300

Sigma-Aldrich

Methacrylsäure N-Hydroxysuccinimid-Ester

98%

Synonym(e):

N-(Methacryloxy)-succinimid, N-(Methacryloyloxy)-succinimid

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About This Item

Empirische Formel (Hill-System):
C8H9NO4
CAS-Nummer:
Molekulargewicht:
183.16
MDL-Nummer:
UNSPSC-Code:
12162002
PubChem Substanz-ID:
NACRES:
NA.23

Qualitätsniveau

Assay

98%

Form

solid

mp (Schmelzpunkt)

101-105 °C

Lagertemp.

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

InChIKey

ACGJEMXWUYWELU-UHFFFAOYSA-N

Allgemeine Beschreibung

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.

Anwendung

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.

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Die Dokumentenbibliothek aufrufen

Electrosprayed cysteine-functionalized degradable amphiphilic block copolymer microparticles for low pH-triggered drug delivery
Marie Finnegan, et al
Introduction to Polymer Chemistry, 10 (2019)
Theato, P.
Journal of Polymer Science Part A: Polymer Chemistry, 46, 6677-6677 (2008)
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)
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)
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)

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