Novel acrylamido monomers with higher hydrophilicity and improved hydrolytic stability

II. Properties of N-acryloylaminopropanol

Ernesto Simò-Alfonso, Cecilia Gelfi, Roberto Sebastiano, Attilio Citterio, Pier Giorgio Righetti

Research output: Contribution to journalArticle

60 Citations (Scopus)

Abstract

The physico-chemical properties and the electrophoretic behavior of the novel set of monomers reported by (Simò-Alfonso et al., Electrophoresis 1996, 17, 723-731) have been evaluated. Of utmost importance was the combination of high hydrophilicity and extreme hydrolytic stability, most desired properties for any electrophoretic matrix, especially for protein fractionation. One of these monomers (N-acryloylaminopropanol, AAP) was found indeed to be extremely hydrophilic (with a partition coefficient P of only 0.10, vs. P = 0.13 for N-acryloylaminoethoxyethanol and P = 0.20 for acrylamide) and to possess excellent stability to alkaline hydrolysis. Its hydrolysis constant (0.008 L mol-1 min-1), as a free monomer, in an alkaline milieu, was found to be about one order of magnitude lower than conventional acrylamide (0.05 L mol-1 min-1). In the polymer state, the resistance to hydrolysis of poly(AAP) was assessed as 500 times greater than a conventional poly(acrylamide) matrix.

Original languageEnglish
Pages (from-to)732-737
Number of pages6
JournalElectrophoresis
Volume17
Issue number4
Publication statusPublished - Apr 1996

Fingerprint

Acrylamide
Hydrophilicity
Hydrophobic and Hydrophilic Interactions
Hydrolysis
Monomers
Fractionation
Polyacrylates
Electrophoresis
Chemical properties
Polymers
Proteins

Keywords

  • N-Acryloylaminopropanol
  • N-Substituted acrylamides

ASJC Scopus subject areas

  • Clinical Biochemistry

Cite this

Novel acrylamido monomers with higher hydrophilicity and improved hydrolytic stability : II. Properties of N-acryloylaminopropanol. / Simò-Alfonso, Ernesto; Gelfi, Cecilia; Sebastiano, Roberto; Citterio, Attilio; Righetti, Pier Giorgio.

In: Electrophoresis, Vol. 17, No. 4, 04.1996, p. 732-737.

Research output: Contribution to journalArticle

Simò-Alfonso, Ernesto ; Gelfi, Cecilia ; Sebastiano, Roberto ; Citterio, Attilio ; Righetti, Pier Giorgio. / Novel acrylamido monomers with higher hydrophilicity and improved hydrolytic stability : II. Properties of N-acryloylaminopropanol. In: Electrophoresis. 1996 ; Vol. 17, No. 4. pp. 732-737.
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