901199
6-Acetylthiohexyl methacrylate
≥98.0%, contains 100 ppm MEHQ as inhibitor
Synonym(s):
ATA
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About This Item
Empirical Formula (Hill Notation):
C12H20O3S
CAS Number:
Molecular Weight:
244.35
UNSPSC Code:
12162002
assay
≥98.0%
form
liquid
contains
100 ppm MEHQ as inhibitor
color
colorless to pale yellow
storage temp.
−20°C
General description
6-Acetylthiohexyl acrylate (ATA) is a methacrylate-based monomer most commonly used in the synthesis of thiol-functionalized polymers and copolymers. Thiols are commonly used in drug delivery systems to form disulfide bonds as reversible cross linkers due to their stability and capability to be reductively cleaved once internalized into cells. However, it is difficult to polymerize monomers with free thiols. ATA features an acetate-protected thiol that can be easily deprotected post-polymerization to yield a comb-like polymer with thiol-terminated, pendant aliphatic chains.
signalword
Warning
hcodes
pcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Amphiphilic block copolymers with pendant thiol groups in side chains by RAFT polymerization.
Hrsic E, et al.
Polymer, 54(2), 495-504 (2013)
Qian Zhang et al.
Chemical communications (Cambridge, England), 48(61), 7542-7552 (2012-06-28)
(Bio)degradation in response to external stimuli (stimuli-responsive degradation, SRD) is a desired property in constructing novel nanostructured materials. For polymer-based multifunctional drug delivery applications, the degradation enables fast and controlled release of encapsulated therapeutic drugs from delivery vehicles in targeted
Kanjiro Miyata et al.
Journal of the American Chemical Society, 126(8), 2355-2361 (2004-02-26)
A block catiomer polyplex, showing a high stability in the extracellular medium and an efficient release of plasmid DNA (pDNA) in the intracellular compartment, was developed by controlling both the cationic charge and disulfide cross-linking densities of the backbone polycations.
Temperature-responsive mixed core nanoparticle properties determined by the composition of statistical and block copolymers in the core.
Kotsuchibashi Y, et al.
Polym. Chem., 6, 1693-1697 (2015)
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