730300

Methacrylic acid N-hydroxysuccinimide ester

98%

• Synonym(s): N-(Methacryloxy)succinimide, N-(Methacryloyloxy)succinimide
• Empirical Formula (Hill Notation): C₈H₉NO₄
• CAS Number: 38862-25-8
• Molecular Weight: 183.16
• MDL number: MFCD15072193
• UNSPSC Code: 12162002
• PubChem Substance ID: 329764554
• NACRES: NA.23

Properties

• Assay: 98%
• form: solid
• mp: 101-105 °C
• storage temp.: 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

Description

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.

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.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302 + H332,H315,H317,H319,H335
• Precautionary Statements: P261 - P280 - P301 + P312 - P302 + P352 - P304 + P340 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Inhalation - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable