Polypeptide grafted hyaluronan: synthesis and characterization.
Polypeptide grafted hyaluronan: synthesis and characterization.
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DOI：
10.1021/bm1004146
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发表时间：
2010-09-13
影响因子：
6.2
通讯作者：
Baskaran, Durairaj
中科院分区：
文献类型：
--
作者：
Wang, Xiaojun;Messman, Jamie;Mays, Jimmy W.;Baskaran, Durairaj
通过伯胺封端的聚（L-亮氨酸）与丙烯酸酯官能化的HA（TBAHA-丙烯酸酯）之间的Michael加成反应合成了聚（L-亮氨酸）接枝透明质酸（HA-g-PLeu）。前体透明质酸首先通过在N，N-二甲基甲酰胺中在三乙胺存在下与丙烯酰氯反应而用丙烯酸酯基团官能化。所得产物的1H NMR分析表明，相对于HA上的羟基，丙烯酰氯浓度的增加对官能化效率f仅具有中等影响。没有实现精确的化学计量控制，这可能是由于部分溶解度的分子间聚集体和吸湿性的HA。在高[PLeu-NH 2]/[丙烯酸酯]TBAHA比率下的Michael加成得到相对于HA的重复单元仅0.20的摩尔接枝比，表明由于接枝的HA-g-PLeu的不溶性而导致的接枝限制。在低接枝率（< 0.039）下获得可溶性HA-g-PLeu接枝共聚物，其中PLeu的质量分数<8.6%，并使用光散射、1H NMR、FT-IR和AFM技术对其进行彻底表征。光散射实验表明，PLeu链之间的强疏水相互作用，导致聚集体与隔离的非接枝HA片段。这产生了聚集体的局部网络，如原子力显微镜所示。圆二色性光谱显示聚（L-亮氨酸）聚集体的β-折叠构象。
Poly(L-leucine) grafted hyaluronan (HA-g-PLeu) has been synthesized via a Michael addition reaction between primary amine terminated poly(L-leucine) and acrylate functionalized HA (TBAHA-acrylate). The precursor hyaluronan was first functionalized with acrylate groups by reaction with acryloyl chloride in the presence of triethylamine in N,N-dimethylformamide. 1H NMR analysis of the resulting product indicated that an increase in the concentration of acryloylchoride with respect to hydroxyl groups on HA has only a moderate effect on functionalization efficiency, f. A precise control of stoichiometry was not achieved, which could be attributed to partial solubility of intermolecular aggregates and the hygroscopic nature of HA. Michael addition at high [PLeu-NH2]/[acrylate]TBAHA ratios gave a molar grafting ratio of only 0.20 with respect to the repeat unit of HA, indicating grafting limitation due to insolubility of the grafted HA-g-PLeu. Soluble HA-g-PLeu graft copolymers were obtained for low grafting ratios (< 0.039) with < 8.6 % by mass of PLeu and were characterized thoroughly using light scattering, 1H NMR, FT-IR and AFM techniques. Light scattering experiments showed a strong hydrophobic interaction between PLeu chains, resulting in aggregates with segregated non-grafted HA segments. This yields local networks of aggregates as demonstrated by atomic force microscopy. Circular dichroism spectroscopy showed a β-sheet conformation for aggregates of poly(L-leucine).
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影响因子：
4.6
作者：
Creuzet, C;Kadi, S;Auzléy-Velty, R
通讯作者：
Auzléy-Velty, R
影响因子：
4.1
作者：
Aragona, P;Di Stefano, G;Stilo, A
通讯作者：
Stilo, A
影响因子：
41.2
作者：
Bellomo, EG;Wyrsta, MD;Deming, TJ
通讯作者：
Deming, TJ
影响因子：
15
作者：
Holowka, EP;Pochan, DJ;Deming, TJ
通讯作者：
Deming, TJ
影响因子：
4.9
作者：
Liu, Y;Wu, DC;Goh, S
通讯作者：
Goh, S