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A) Reducing-microenvironment- or light-sensitive hydrogels were formed by reacting B) an aryl-thiol end functionalized poly(ethylene glycol) macromolecular precursor (PEG-4-MPA) or a photodegradable aryl-thiol end functionalized PEG (PEG-4-PD-MPA) with a maleimide-end functionalized PEG (PEG-2-MI) and a maleimide functionalized low molecular heparin (Heparin-MI) via a Michael-type reaction in an aqueous microenvironment. Low molecular weight proteins, such as growth factors (FGF-2 in the present study), cytokines, and immunomodulatory agents, can be incorporated within the hydrogel during network formation utilizing heparin-associated receptor-ligand interactions for protein retention. C) Aryl-thiol based succinimide thioether linkages exchange with free thiols in solution leading to the formation of a relatively stable alkyl-thiol (i.e., cysteine) based succinimide thioether linkage, resulting in hydrogel degradation. D) The photolabile o-nitrobenzyl moieties undergo irreversible photoisomerization in response to cytocompatible doses of long wavelength UV or visible light, yielding ketone and amide products.

Journal: Advanced healthcare materials

Article Title: Controlling the release of small, bioactive proteins via dual mechanisms with therapeutic potential

doi: 10.1002/adhm.201700713

Figure Lengend Snippet: A) Reducing-microenvironment- or light-sensitive hydrogels were formed by reacting B) an aryl-thiol end functionalized poly(ethylene glycol) macromolecular precursor (PEG-4-MPA) or a photodegradable aryl-thiol end functionalized PEG (PEG-4-PD-MPA) with a maleimide-end functionalized PEG (PEG-2-MI) and a maleimide functionalized low molecular heparin (Heparin-MI) via a Michael-type reaction in an aqueous microenvironment. Low molecular weight proteins, such as growth factors (FGF-2 in the present study), cytokines, and immunomodulatory agents, can be incorporated within the hydrogel during network formation utilizing heparin-associated receptor-ligand interactions for protein retention. C) Aryl-thiol based succinimide thioether linkages exchange with free thiols in solution leading to the formation of a relatively stable alkyl-thiol (i.e., cysteine) based succinimide thioether linkage, resulting in hydrogel degradation. D) The photolabile o-nitrobenzyl moieties undergo irreversible photoisomerization in response to cytocompatible doses of long wavelength UV or visible light, yielding ketone and amide products.

Article Snippet: 4-arm amine-functionalized poly(ethylene glycol) (PEG-4-NH 2 , M n ~ 10,000 g/mol) and linear maleimide-functionalized poly(ethylene glycol) (PEG-MI, M n ~ 5,000 g/mol) were purchased from JenKem Technology USA Inc. (Allen, TX).

Techniques: Molecular Weight