Synthesis of pH-sensitive Biocompatible PEG Hydrogels by Potassium Acyltrifluoroborate (KAT) Amide Ligation

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Author(s) Mazunin, Dmitry, Broguiere, Nicolas, Zenobi-Wong, Marcy, Bode, Jeffrey W.
Publication Type Journal Items, Publication Status: Published
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Title Synthesis of pH-sensitive Biocompatible PEG Hydrogels by Potassium Acyltrifluoroborate (KAT) Amide Ligation
Author(s) Mazunin, Dmitry
Broguiere, Nicolas
Zenobi-Wong, Marcy
Bode, Jeffrey W.
Journal or Series Title ACS Biomaterials Science & Engineering
Volume Number 1
Issue Number 6
Start Page 456
End Page 462
ISSN 2373-9878
Publisher American Chemical Society
Publication Place Columbus, OH
Publication Date 2015
Keyword(s) Hydrogel
KAT ligation
Acyl trifluoroborate
pH dependent kinetics
Abstract The synthesis of novel PEG-based hydrogel via chemoselective potassium acyl trifluoroborate (KAT) and O-carbamoyl hydroxylamines amide ligation is reported. The gelation kinetics, determined by dynamic rheometry, is pH dependent and allows fine-tuning of the gelation time. For a 4 wt % PEG hydrogel, at low acidic pHs (3 to 6) gelation proceeds rapidly within few minutes, comparable or existing the faster known gelation times. At neutral and physiological pHs (7 and 7.4) the reaction is slower, forming a hydrogel in ca. 80 min. The gels are suitable for the encapsulation of bovine chondrocytes with the high viability (96% after 2 days), demonstrating the biocompatibility of the KAT ligation for the first time.
DOI 10.1021/acsbiomaterials.5b00145
Additional Notes Published online 14 May 2015
Document Type Article
Publication Status Published
Language English
Assigned Organisational Unit(s) 03861
Organisational Unit(s)
NEBIS System Number 010360224
Source Database ID FORM-1446480467
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  author = "Mazunin, Dmitry and Broguiere, Nicolas and Zenobi-Wong, Marcy and Bode, Jeffrey W.",
  title = "{S}ynthesis of p{H}-sensitive {B}iocompatible {P}{E}{G} {H}ydrogels by {P}otassium {A}cyltrifluoroborate ({K}{A}{T}) {A}mide {L}igation",
  journal = "ACS Biomaterials Science \& Engineering",
  year = 2015,
  volume = "1",
  number = "6",
  pages = "456--462",

E-Citations record created: Mon, 02 Nov 2015, 16:07:54 CET