2016
DOI: 10.1007/s00253-015-7252-3
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Advanced functionalization of polyhydroxyalkanoate via the UV-initiated thiol-ene click reaction

Abstract: Polyhydroxyalkanoates (PHAs) incorporating vinyl-bearing 3-hydroxyalkanoates were prepared in 8.5-12.9 g·L -1 yield. The molar ratios (0-16 mol%) of the vinyl-bearing 3-hydroxyalkanoate derivatives were controlled by the continuous feeding of undecylenate at various concentrations. Subsequently, the PHAs were functionalized by UV-initiated thiolene click reaction and chemical modification. 1 H NMR spectra suggested that 3-mercaptopropionic acid and 2-aminoethanthiol were successfully introduced into the vinylb… Show more

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Cited by 9 publications
(3 citation statements)
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“…Adhesiveness of PHA was enhanced by the introduction of a fibronectin active fragment (GRGDS peptide) by a multi‐step synthesis (Tajima et al ., 2016). Additionally, Na‐alginate was functionalized by grafting with vinyl sulfonic acid in the presence of a thiourea/peroxydiphosphate system or with polyacrylamide under microwave irradiation to improve its effectiveness as a flocculant for water treatment applications (Szabó et al ., 2020a).…”
Section: Diversifying Biopolymer Applicationsmentioning
confidence: 99%
“…Adhesiveness of PHA was enhanced by the introduction of a fibronectin active fragment (GRGDS peptide) by a multi‐step synthesis (Tajima et al ., 2016). Additionally, Na‐alginate was functionalized by grafting with vinyl sulfonic acid in the presence of a thiourea/peroxydiphosphate system or with polyacrylamide under microwave irradiation to improve its effectiveness as a flocculant for water treatment applications (Szabó et al ., 2020a).…”
Section: Diversifying Biopolymer Applicationsmentioning
confidence: 99%
“…In another report, 3-mercaptopropionic acid-bearing carboxylic and 2-aminoethanthiol bearing amine groups introduced as thiol compound onto unsaturated medium-chain length PHA produced from undecylenate before thiol click reaction, as reported by Tajima et al [139] Both components were treated separately by different click chemistry pathways. Carboxylic-bearing PHA was treated with 1-ethyl-3-(3-dimethyl aminopropyl) carbodiimide hydrochloride (EDC) to introduce active fibronectin fragment (GRGDS); meanwhile, TEA catalyzed amine-bearing PHA to introduce fluorescein.…”
Section: Click-chemistrymentioning
confidence: 99%
“…UV-mediated thiol-ene chemistry has been the subject of increased interest in polymer synthesis, crosslinking and functionalization [23][24][25][26][27][28][29][30] . Crosslinked hydrogels for biomedical applications were formed via photopolymerization of functionalized PEG and bis-cysteine peptides [31] .…”
Section: Introductionmentioning
confidence: 99%