A hydrogel system for stimulus-responsive, oxygen-sensitive in situ gelation

Andreas Goessl, Nicola Tirelli, Jeffrey A. Hubbell

Research output: Contribution to journalArticle

35 Citations (Scopus)

Abstract

A hydrogel system that is designed to gel due to oxidation by molecular oxygen is described. This is achieved by the use of a branched poly(ethylene glycol) modified with thiol end groups. A stable precursor molecule, starPEG thioacetate, was synthesized by radical addition of thioacetic acid to an intermediate starPEG allyl ether. Rapid deprotection of the thiol can be achieved using a base, e.g. sodium hydroxide, quantitatively liberating a thiol group and a non-toxic acetate ion. This step can be carried out under anaerobic conditions, yielding a solution with known thiol content that can be stored. The reaction with oxygen is accelerated by the use of a catalyst based on Fenton chemistry, which makes the material useful for biomedical applications where in situ polymerization of an injectable material is beneficial. This gelation takes place under near physiological conditions without the need for a cross-linking agent.

Original languageEnglish
Pages (from-to)895-904
Number of pages10
JournalJournal of Biomaterials Science, Polymer Edition
Volume15
Issue number7
DOIs
StatePublished - Aug 27 2004
Externally publishedYes

Fingerprint

Hydrogel
Gelation
Sulfhydryl Compounds
Hydrogels
Oxygen
Molecular oxygen
Polyethylene glycols
Ethers
Gels
Polymerization
Sodium
Oxidation
Sodium Hydroxide
Catalysts
Molecules
Ethylene Glycol
Acids
Ions
Ether
Acetates

Keywords

  • Disulfide
  • Hydrogel
  • In situ polymerization
  • Stimulus-responsive
  • Thiol

ASJC Scopus subject areas

  • Biophysics

Cite this

A hydrogel system for stimulus-responsive, oxygen-sensitive in situ gelation. / Goessl, Andreas; Tirelli, Nicola; Hubbell, Jeffrey A.

In: Journal of Biomaterials Science, Polymer Edition, Vol. 15, No. 7, 27.08.2004, p. 895-904.

Research output: Contribution to journalArticle

Goessl, Andreas ; Tirelli, Nicola ; Hubbell, Jeffrey A. / A hydrogel system for stimulus-responsive, oxygen-sensitive in situ gelation. In: Journal of Biomaterials Science, Polymer Edition. 2004 ; Vol. 15, No. 7. pp. 895-904.
@article{183cf1b26c5f4db49d85bcec73a7c21a,
title = "A hydrogel system for stimulus-responsive, oxygen-sensitive in situ gelation",
abstract = "A hydrogel system that is designed to gel due to oxidation by molecular oxygen is described. This is achieved by the use of a branched poly(ethylene glycol) modified with thiol end groups. A stable precursor molecule, starPEG thioacetate, was synthesized by radical addition of thioacetic acid to an intermediate starPEG allyl ether. Rapid deprotection of the thiol can be achieved using a base, e.g. sodium hydroxide, quantitatively liberating a thiol group and a non-toxic acetate ion. This step can be carried out under anaerobic conditions, yielding a solution with known thiol content that can be stored. The reaction with oxygen is accelerated by the use of a catalyst based on Fenton chemistry, which makes the material useful for biomedical applications where in situ polymerization of an injectable material is beneficial. This gelation takes place under near physiological conditions without the need for a cross-linking agent.",
keywords = "Disulfide, Hydrogel, In situ polymerization, Stimulus-responsive, Thiol",
author = "Andreas Goessl and Nicola Tirelli and Hubbell, {Jeffrey A.}",
year = "2004",
month = "8",
day = "27",
doi = "10.1163/1568562041271039",
language = "English",
volume = "15",
pages = "895--904",
journal = "Journal of Biomaterials Science, Polymer Edition",
issn = "0920-5063",
publisher = "Taylor and Francis Ltd.",
number = "7",

}

TY - JOUR

T1 - A hydrogel system for stimulus-responsive, oxygen-sensitive in situ gelation

AU - Goessl, Andreas

AU - Tirelli, Nicola

AU - Hubbell, Jeffrey A.

PY - 2004/8/27

Y1 - 2004/8/27

N2 - A hydrogel system that is designed to gel due to oxidation by molecular oxygen is described. This is achieved by the use of a branched poly(ethylene glycol) modified with thiol end groups. A stable precursor molecule, starPEG thioacetate, was synthesized by radical addition of thioacetic acid to an intermediate starPEG allyl ether. Rapid deprotection of the thiol can be achieved using a base, e.g. sodium hydroxide, quantitatively liberating a thiol group and a non-toxic acetate ion. This step can be carried out under anaerobic conditions, yielding a solution with known thiol content that can be stored. The reaction with oxygen is accelerated by the use of a catalyst based on Fenton chemistry, which makes the material useful for biomedical applications where in situ polymerization of an injectable material is beneficial. This gelation takes place under near physiological conditions without the need for a cross-linking agent.

AB - A hydrogel system that is designed to gel due to oxidation by molecular oxygen is described. This is achieved by the use of a branched poly(ethylene glycol) modified with thiol end groups. A stable precursor molecule, starPEG thioacetate, was synthesized by radical addition of thioacetic acid to an intermediate starPEG allyl ether. Rapid deprotection of the thiol can be achieved using a base, e.g. sodium hydroxide, quantitatively liberating a thiol group and a non-toxic acetate ion. This step can be carried out under anaerobic conditions, yielding a solution with known thiol content that can be stored. The reaction with oxygen is accelerated by the use of a catalyst based on Fenton chemistry, which makes the material useful for biomedical applications where in situ polymerization of an injectable material is beneficial. This gelation takes place under near physiological conditions without the need for a cross-linking agent.

KW - Disulfide

KW - Hydrogel

KW - In situ polymerization

KW - Stimulus-responsive

KW - Thiol

UR - http://www.scopus.com/inward/record.url?scp=4043109180&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=4043109180&partnerID=8YFLogxK

U2 - 10.1163/1568562041271039

DO - 10.1163/1568562041271039

M3 - Article

C2 - 15318799

AN - SCOPUS:4043109180

VL - 15

SP - 895

EP - 904

JO - Journal of Biomaterials Science, Polymer Edition

JF - Journal of Biomaterials Science, Polymer Edition

SN - 0920-5063

IS - 7

ER -