TY - JOUR
T1 - Antioxidant activity of linear and star-shaped polypeptides modified with dopamine and glutathione
AU - Su, Ching Fang
AU - Chen, Yu Fon
AU - Tsai, Yi Jen
AU - Weng, Shao Ming
AU - Jan, Jeng Shiung
N1 - Funding Information:
The authors acknowledge financial support from the Ministry of Science and Technology, Taiwan (MOST 107-2923-M-006-002-MY3 and 108-2221-E-006-034-MY3) and the Bi-Yun Lin of the machine equipment belonging to the Instrument Center of National Cheng Kung University.
Publisher Copyright:
© 2021 Elsevier Ltd
PY - 2021/6/5
Y1 - 2021/6/5
N2 - The aim of this study was to investigate the effect of topology on the antioxidative activities of antioxidant-grafted polypeptides. The linear and star-shaped poly(L-glutamic acid) (PLG) polypeptides were synthesized by N-carboxyanhydrides (NCAs) ring opening polymerization (ROP) using primary amine and polyols as initiators, followed by deprotection. Graft copolypeptides (PLG-Dopa, PLG-GSH and PLG-Dopa-GSH) were obtained by EDC/NHS coupling chemistry using dopamine (Dopa) and glutathione (GSH). Successful synthesis of these polypeptides was confirmed by 1H NMR, MALDI TOF, GPC, UV–vis and IR spectra analyses. The conformation of polypeptides was investigated by circular dichroism (CD) spectroscopy, demonstrating the grafting of Dopa and GSH onto PLG was accompanied by a conformational change from a random coil to α-helical structure. The results showed that the antioxidant activities of PLG-Dopa and PLG-Dopa-GSH were mainly ascribed to Dopa. It was found that the conjugation of Dopa resulted in the decrease in its antioxidant activity and the antioxidant-grafted polypeptides exhibited comparable antioxidant activity regardless the polypeptide arm number. The conjugation of GSH could prolong polypeptide antioxidant activity by preventing Dopa from oxidation. It was found that both PLG-Dopa and PLG-Dopa-GSH exhibited good hemocompatibility and biocompatibility.
AB - The aim of this study was to investigate the effect of topology on the antioxidative activities of antioxidant-grafted polypeptides. The linear and star-shaped poly(L-glutamic acid) (PLG) polypeptides were synthesized by N-carboxyanhydrides (NCAs) ring opening polymerization (ROP) using primary amine and polyols as initiators, followed by deprotection. Graft copolypeptides (PLG-Dopa, PLG-GSH and PLG-Dopa-GSH) were obtained by EDC/NHS coupling chemistry using dopamine (Dopa) and glutathione (GSH). Successful synthesis of these polypeptides was confirmed by 1H NMR, MALDI TOF, GPC, UV–vis and IR spectra analyses. The conformation of polypeptides was investigated by circular dichroism (CD) spectroscopy, demonstrating the grafting of Dopa and GSH onto PLG was accompanied by a conformational change from a random coil to α-helical structure. The results showed that the antioxidant activities of PLG-Dopa and PLG-Dopa-GSH were mainly ascribed to Dopa. It was found that the conjugation of Dopa resulted in the decrease in its antioxidant activity and the antioxidant-grafted polypeptides exhibited comparable antioxidant activity regardless the polypeptide arm number. The conjugation of GSH could prolong polypeptide antioxidant activity by preventing Dopa from oxidation. It was found that both PLG-Dopa and PLG-Dopa-GSH exhibited good hemocompatibility and biocompatibility.
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U2 - 10.1016/j.eurpolymj.2021.110497
DO - 10.1016/j.eurpolymj.2021.110497
M3 - Article
AN - SCOPUS:85105254567
SN - 0014-3057
VL - 152
JO - European Polymer Journal
JF - European Polymer Journal
M1 - 110497
ER -