Photoinitiated alkyne-azide click and radical cross-linking reactions for the patterning of PEG hydrogels

Biomacromolecules
Rodney T ChenFrank Caruso

Abstract

The photolithographical patterning of hydrogels based solely on the surface immobilization and cross-linking of alkyne-functionalized poly(ethylene glycol) (PEG-tetraalkyne) is described. Photogenerated radicals as well as UV absorption by a copper chelating ligand result in the photochemical redox reduction of Cu(II) to Cu(I). This catalyzes the alkyne-azide click reaction to graft the hydrogels onto an azide-functionalized plasma polymer (N(3)PP) film. The photogenerated radicals were also able to abstract hydrogen atoms from PEG-tetraalkyne to form poly(α-alkoxy) radicals. These radicals can initiate cross-linking by addition to the alkynes and intermolecular recombination to form the PEG hydrogels. Spatially controlling the two photoinitiated reactions by UV exposure through a photomask leads to surface patterned hydrogels, with thicknesses that were tunable from tens to several hundreds of nanometers. The patterned PEG hydrogels (ca. 60 μm wide lines) were capable of resisting the attachment of L929 mouse fibroblast cells, resulting in surfaces with spatially controlled cell attachment. The patterned hydrogel surface also demonstrated spatially resolved chemical functionality, as postsynthetic modification of the hydrogels...Continue Reading

References

Jun 17, 1998·Biotechnology Progress·C S ChenD E Ingber
Nov 10, 2001·Annual Review of Biomedical Engineering·A Folch, M Toner
Nov 27, 2002·Langmuir : the ACS Journal of Surfaces and Colloids·A RevzinM V Pishko
Jul 17, 2004·Annual Review of Biomedical Engineering·Buddy D Ratner, Stephanie J Bryant
Aug 28, 2004·Organic Letters·Timothy R ChanValery V Fokin
Nov 10, 2005·Journal of the American Chemical Society·Xiaowu FanPhillip B Messersmith
Dec 27, 2005·Biomaterials·Mariah S HahnJennifer L West
Feb 7, 2006·Biomaterials·Didier FalconnetMarcus Textor
Feb 16, 2006·Proceedings of the National Academy of Sciences of the United States of America·Ali KhademhosseiniJoseph P Vacanti
Jul 20, 2006·Journal of the American Chemical Society·Georgina K SuchFrank Caruso
Oct 3, 2006·Chemical Communications : Chem Comm·Michael MalkochCraig J Hawker
Oct 5, 2007·Journal of the American Chemical Society·Valentin O RodionovM G Finn
Mar 21, 2008·Nature Materials·Zhihong Nie, Eugenia Kumacheva
May 28, 2008·Chembiochem : a European Journal of Chemical Biology·Vu HongM G Finn
Apr 29, 2009·Acta Biomaterialia·A L HookH Thissen
Sep 26, 2009·Journal of the American Chemical Society·Ryan M HensarlingDerek L Patton
Nov 12, 2009·Langmuir : the ACS Journal of Surfaces and Colloids·Rodney T ChenFrank Caruso
Nov 27, 2009·Nature·Nathaniel Huebsch, David J Mooney
Jan 26, 2010·Chemical Reviews·D Rana, T Matsuura
Feb 19, 2010·Angewandte Chemie·Charles E Hoyle, Christopher N Bowman
Apr 27, 2010·Biomaterials·Helmut ThissenLaurence Meagher
May 18, 2010·Advanced Materials·April M KloxinKristi S Anseth
Jun 10, 2010·Chemical Communications : Chem Comm·Rodney T ChenFrank Caruso
Oct 1, 2010·Advanced Materials·Brandon V SlaughterNicholas A Peppas
Oct 28, 2010·Journal of the American Chemical Society·Marloes M J KamphuisFrank Caruso
Dec 3, 2010·Nature Chemistry·Nalini GuptaCraig J Hawker
Feb 22, 2011·Nature Chemistry·Brian J AdzimaChristopher N Bowman
Mar 23, 2011·Journal of the American Chemical Society·Selvanathan Arumugam, Vladimir V Popik
Mar 25, 2011·Macromolecular Rapid Communications·Mehmet Atilla TasdelenYusuf Yagci
Apr 7, 2011·Macromolecular Rapid Communications·Till GruendlingChristopher Barner-Kowollik
May 6, 2011·The Journal of Physical Chemistry. B·Rodney T ChenFrank Caruso
Sep 17, 2011·Journal of the American Chemical Society·Jason M SpruellCraig J Hawker
Jan 10, 2012·Chemical Communications : Chem Comm·Donna J MenziesBenjamin W Muir

❮ Previous
Next ❯

Citations

Apr 9, 2013·Colloids and Surfaces. B, Biointerfaces·Silvia MarchesanPatrick G Hartley
Mar 15, 2013·ACS Applied Materials & Interfaces·Nikolaus MeyerbrökerMichael Zharnikov
May 4, 2013·ACS Applied Materials & Interfaces·Nikolaus Meyerbröker, Michael Zharnikov
May 10, 2012·Journal of the American Chemical Society·Selvanathan Arumugam, Vladimir V Popik
Jan 5, 2016·Current Opinion in Chemical Engineering·Ross N AndrewsChia-Chi Ho
Jan 12, 2016·Biomacromolecules·Kristi S Anseth, Harm-Anton Klok
Nov 28, 2015·International Journal of Molecular Sciences·Michael C Hacker, Hafiz Awais Nawaz
Jan 9, 2016·Chemical Reviews·Sajjad Dadashi-SilabYusuf Yagci
May 9, 2013·Angewandte Chemie·Mehmet Atilla Tasdelen, Yusuf Yagci
Aug 19, 2015·Organic & Biomolecular Chemistry·Estela HaldónPedro J Pérez
Jan 15, 2014·Materials Science & Engineering. C, Materials for Biological Applications·Stephanie M EvansBrandon M Vogel
Apr 29, 2016·Chemistry : a European Journal·Peng HuMichael H W Lam
Oct 22, 2019·Macromolecular Rapid Communications·Steve NeumannWolfgang H Binder
May 13, 2020·Polymers·Wiktoria Tomal, Joanna Ortyl
May 21, 2016·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Weijun XuHejing Wang
Oct 24, 2020·Dalton Transactions : an International Journal of Inorganic Chemistry·César L Ruiz-ZambranaJoaquín Coronas
Jul 13, 2019·Current Medicinal Chemistry·Yasamin Davatgaran TaghipourHamid Tayefi Nasrabadi
Jun 30, 2018·Applied Surface Science·Mackenzie G Williams, Andrew V Teplyakov
Apr 10, 2021·Chemical Reviews·Benjamin D FairbanksChristopher N Bowman
Oct 27, 2020·Chemical Reviews·Gangam Srikanth Kumar, Qing Lin
Mar 30, 2019·ACS Applied Materials & Interfaces·Jeffrey W ChenJeffrey Schwartz
Dec 14, 2017·ACS Applied Materials & Interfaces·Jiachang Huang, Xulin Jiang
Jul 25, 2018·Chemical Reviews·Christopher D SpicerMolly M Stevens
Oct 31, 2020·Journal of the American Chemical Society·Rajdip ChowdhuryAbraham Mendoza

❮ Previous
Next ❯

Related Concepts

Related Feeds

Adhesion Molecules in Health and Disease

Cell adhesion molecules are a subset of cell adhesion proteins located on the cell surface involved in binding with other cells or with the extracellular matrix in the process called cell adhesion. In essence, cell adhesion molecules help cells stick to each other and to their surroundings. Cell adhesion is a crucial component in maintaining tissue structure and function. Discover the latest research on adhesion molecule and their role in health and disease here.