901186
Pyridyl disulfide ethyl methacrylate
≥98.0%, contains 150 ppm MEHQ as inhibitor
Synonym(s):
2-Pyridyl disulfide methacrylate, PDSEMA, PDSMA
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About This Item
Empirical Formula (Hill Notation):
C11H13NO2S2
CAS Number:
Molecular Weight:
255.36
MDL number:
UNSPSC Code:
12352005
NACRES:
NA.23
Assay
≥98.0%
form
liquid
contains
150 ppm MEHQ as inhibitor
color
colorless to pale yellow
shipped in
wet ice
storage temp.
−20°C
General description
Pyridyl disulfide ethyl methacrylate is a methacylate-based monomer used in the synthesis of poly(pyridyl disulfide ethyl methacrylate) [p(PDSMA)] and other copolymers. p(PDSMA) contains a pendant, protected thiol that can be used for post-polymerization functionalization via thiol-disulfide exchange reactions. Additionally, reaction progress can be typically monitored by absorption spectroscopy as the spectroscopic signature of the released 2-pyridinethione (λ max = 375 nm) is distinctly different from the pyridyl disulfide functionality (λ max = 280 nm) in the polymer. Due to their versatility, these materials have been used in a wide variety of biomedical applications such as the synthesis of polymer-biomolecule conjugates and drug delivery applications.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
WGK
WGK 3
Flash Point(F)
230.0 °F
Flash Point(C)
110 °C
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Simultaneous and Reversible Functionalization of Copolymers for Biological Applications.
Ghosh S, et al.
Macromolecules, 39(17), 5595-5597 (2006)
Nicholas M Matsumoto et al.
Polymer chemistry, 4(8), 2464-2469 (2014-04-25)
The covalent conjugation of bovine serum albumin (BSA) to disulfide cross-linked polymeric nanogels is reported. Polymeric nanogel precursors were synthesized via a reversible addition-fragmentation chain transfer (RAFT) random copolymerization of poly(ethylene glycol) methyl ether methacrylate (PEGMA) and pyridyl disulfide methacrylate
Xiaotian Ji et al.
Colloids and surfaces. B, Biointerfaces, 148, 41-48 (2016-11-05)
In this paper a novel method for the fabrication of hybrid nanogels based on thiol-disulfide exchange reaction is reported. Poly(oligo(ethylene glycol) monomethyl ether methacrylate-co-di(ethylene glycol) methyl ether methacrylate-co-2-(2-pyridyldisulfide) ethyl methacrylate) (POEGMA-co-PDEGMA-co-PDSMA) was synthesized by reversible addition-fragmentation chain transfer polymerization. Pyridyl
Reactive Copolymers Based on N-Vinyl Lactams with Pyridyl Disulfide Side Groups via RAFT Polymerization and Postmodification via Thiol-Disulfide Exchange Reaction.
Peng H, et al.
Macromolecules, 49(19), 7141-7154 (2016)
Judy Ventura et al.
Biomacromolecules, 16(10), 3161-3171 (2015-09-04)
Conjugation of biologically active proteins to polymeric materials is of great interest in the treatment of cancer and other diseases of protein deficiency. The conjugation of such biomacromolecules is challenging both due to their hydrophilicity and propensity to denature under
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