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Sökning: onr:"swepub:oai:DiVA.org:uu-393329" > Influence of ions t...

LIBRIS Formathandbok  (Information om MARC21)
FältnamnIndikatorerMetadata
00004037naa a2200385 4500
001oai:DiVA.org:uu-393329
003SwePub
008190927s2019 | |||||||||||000 ||eng|
024a https://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-3933292 URI
024a https://doi.org/10.1039/c9py00862d2 DOI
040 a (SwePub)uu
041 a engb eng
042 9 SwePub
072 7a ref2 swepub-contenttype
072 7a art2 swepub-publicationtype
100a Wang, Shujiangu Uppsala universitet,Polymerkemi,Univ Montreal, Maisonneuve Rosemont Hosp Res Ctr, Montreal, PQ, Canada;Univ Montreal, Dept Ophthalmol, Montreal, PQ, Canada4 aut0 (Swepub:uu)shuwa138
2451 0a Influence of ions to modulate hydrazone and oxime reaction kinetics to obtain dynamically cross-linked hyaluronic acid hydrogels
264 c 2019
264 1b ROYAL SOC CHEMISTRY,c 2019
338 a electronic2 rdacarrier
500 a De två första författarna delar förstaförfattarskapet.
520 a Dynamic covalent chemistry forming hydrazone and oxime linkages is attractive due to its simplicity, selectivity and compatibility under aqueous conditions. However, the low reaction rate at physiological pH hampers its use in biomedical applications. Herein, we present different monovalent and bivalent aqueous salt solutions as bio-friendly, non-toxic catalysts which can drive the hydrazone and oxime reactions with excellent efficacy at physiological pH. Direct comparison of hydrazone and oxime reactions using a small molecule model, without any salt catalysis, indicated that oxime formation is 6-times faster than hydrazone formation. Addition of different salts (NaCl, NaBr, KCl, LiCl, LiClO4, Na2SO4, MgCl2 and CaCl2) accelerated the pseudo-first-order reaction kinetics by similar to 1.2-4.9-fold for acylhydrazone formation and by similar to 1.5-6.9-fold for oxime formation, in a concentration-dependent manner. We further explored the potential of such catalysts to develop acylhydrazone and oxime cross-linked hyaluronic acid (HA) hydrogels with different physicochemical properties without changing the degree of chemical modification. Analogous to the small molecule model system, the addition of monovalent and divalent salts as catalysts significantly reduced the gelling time. The gelling time for the acylhydrazone cross-linked HA-hydrogel (1.6 wt%) could be reduced from 300 min to 1.2 min by adding 100 mM CaCl2, while that for the oxime cross-linked HA-hydrogel (1.2 wt%) could be reduced from 68 min to 1.1 min by adding 50 mM CaCl2. This difference in the gelling time also resulted in hydrogels with differential swelling properties as measured after 24 h. Our results are the first to demonstrate the use of salts, for catalyzing hydrogel formation under physiologically relevant conditions.
650 7a NATURVETENSKAPx Kemix Polymerkemi0 (SwePub)104062 hsv//swe
650 7a NATURAL SCIENCESx Chemical Sciencesx Polymer Chemistry0 (SwePub)104062 hsv//eng
700a Nawale, Ganesh N.u Uppsala universitet,Polymerkemi4 aut0 (Swepub:uu)ganna194
700a Oommen, Oommen P.u Tampere Univ, Fac Med & Hlth Technol, Bioengn & Nanomed Lab, Korkeakoulunkatu 3, Tampere 33720, Finland;Tampere Univ, BioMediTech Inst, Korkeakoulunkatu 3, Tampere 33720, Finland4 aut
700a Hilborn, Jöns,d 1956-u Uppsala universitet,Polymerkemi4 aut0 (Swepub:uu)johil255
700a Varghese, Oommen P.,d 1977-u Uppsala universitet,Polymerkemi4 aut0 (Swepub:uu)oopva021
710a Uppsala universitetb Polymerkemi4 org
773t Polymer Chemistryd : ROYAL SOC CHEMISTRYg 10:31, s. 4322-4327q 10:31<4322-4327x 1759-9954x 1759-9962
856u https://doi.org/10.1039/c9py00862dy Fulltext
856u https://uu.diva-portal.org/smash/get/diva2:1355370/FULLTEXT01.pdfx primaryx Raw objecty fulltext:print
856u https://pubs.rsc.org/en/content/articlepdf/2019/py/c9py00862d
8564 8u https://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-393329
8564 8u https://doi.org/10.1039/c9py00862d

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