[3-(MethacryloylaMino)propyl]diMethyl(3-sulfopropyl)aMMoniuM hydroxide inner salt

• CAS: 5205-95-8
• Catalog Number: ACM5205958
• Category: Main Products
• Molecular Weight: 292.39
• Molecular Formula: C12H24N2O4S
• Synonyms: 3-(Methacryloylamino)propyldimethyl(3-sulfopropyl)ammonium inner salt
• Appearance: White Powder or Crystals

Case Study

Micropatterning of Thin Films Prepared from 3-(Methacryloylamino)Propyldimethyl(3-Sulfopropyl)Ammonium Hydroxide

Cho, Woo Kyung, et al. Biomaterials 31.36 (2010): 9565-9574.

Maintaining precise cell micropatterns over extended periods is critical for advanced biomedical applications, including tissue engineering and biosensing. This case study evaluated the long-term stability of cell patterns on micropatterned surfaces featuring the zwitterionic polymer poly(3-(methacryloylamino)propyldimethyl(3-sulfopropyl)ammonium hydroxide) (poly(MPDSAH)), compared to conventional poly(PEGMEMA) surfaces.
Material Fabrication & Surface Patterning
Micropatterns of the zwitterionic polymer poly(MPDSAH) and control poly(PEGMEMA) were fabricated on silicon oxide surfaces using photoresist micropatterning, oxygen plasma activation, silane initiator vapor deposition, and subsequent surface-initiated atom transfer radical polymerization (SI-ATRP).
Surface-Initiated ATRP for Poly(MPDSAH) Synthesis: MPDSAH monomer (2.5 g, 8.55 mmol), bipyridine (bpy, 0.427 mmol), CuBr2 (0.017 mmol), and CuBr (0.171 mmol) were degassed in a Schlenk flask. Degassed H2O (4 mL) and MeOH (1 mL) were added. The initiator-patterned substrate was immersed, and polymerization proceeded for 14 h at room temperature.
Cell Patterning & Stability Assessment
NIH 3T3 fibroblast cells seeded onto the patterned substrates selectively adhered to the cell-adhesive regions, forming defined micropatterns, where the line-shaped cell pattern on the poly(MPDSAH)-patterned surface demonstrated superior long-term stability by maintaining its original fine structure for up to 20 days, significantly outperforming the pattern stability observed on the poly(PEGMEMA)-patterned surface.

Preparation of Alkylated Chitosan-Based Polyelectrolyte Hydrogels Using 3-(Methacryloylamino)Propyldimethyl(3-Sulfopropyl)Ammonium Hydroxide

Palacio, Daniel A., et al. European Polymer Journal 118 (2019): 551-560.

This case study examined the impact of ionic monomer charge characteristics on synthesizing polyelectrolyte hydrogels (PEHGs) derived from alkylated vinylated chitosan, with focus on monomers: sodium 4-styrenesulfonate (SSNa, anionic), [3-(methacryloylamino)propyl]dimethyl(3-sulfopropyl)ammonium hydroxide (HMPSA, zwitterionic) and 4-(vinylbenzyl)trimethylammonium chloride (ClVBTA, cationic).
PEHG Material Synthesis
First, chitosan was alkylated using N-(3-chloro-2-hydroxypropyl)-trimethylammonium chloride to impart positive charges. Vinyl side groups were introduced via glycidyl methacrylate (GMA) epoxide ring-opening at pH 3.8. HMPSA, SSNa, or ClVBTA monomers were polymerized in situ within the aqueous polyelectrolyte solution (ACh-vinyl). Polymerization used a 1:10 ACh-vinyl:monomer molar ratio with 3 mol% ammonium persulfate initiator at 80°C for 7 hours under nitrogen.
Key Results
The ampholyte PEHG synthesized with HMPSA demonstrated a water absorption capacity of 92.5 g H2O/g dried hydrogel. This performance was intermediate between the cationic ClVBTA-based hydrogel (144.6 g H2O/g) and the anionic SSNa-based hydrogel (42.7 g H2O/g).

Custom Q&A

What is the molecular formula of 3-Sulfopropyldimethyl-3-methacrylamidopropylammonium inner salt?

The molecular formula is C12H24N2O4S.

When was the compound created and last modified?

The compound was created on 2005-08-08 and last modified on 2023-12-02.

What is the IUPAC name of 3-Sulfopropyldimethyl-3-methacrylamidopropylammonium inner salt?

The IUPAC name is 3-[dimethyl-[3-(2-methylprop-2-enoylamino)propyl]azaniumyl]propane-1-sulfonate.

What is the InChIKey of the compound?

The InChIKey is OIETYYKGJGVJFT-UHFFFAOYSA-N.

How many hydrogen bond donor counts does the compound have?

The compound has 1 hydrogen bond donor count.

What is the exact mass of the compound?

The exact mass is 292.14567842 g/mol.

How many rotatable bond counts does the compound have?

The compound has 8 rotatable bond counts.

What is the topological polar surface area of the compound?

The topological polar surface area is 94.7Ų.

How many heavy atoms are present in the compound?

There are 19 heavy atoms present.

Does the compound have any defined atom stereocenter count?

No, the compound does not have any defined atom stereocenter count.