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Highly swellable hydrogel of regioselectively aminated (1→3)-α-D-glucan crosslinked with ethylene glycol diglycidyl ether
Carbohydrate Polymers ( IF 10.7 ) Pub Date : 2020-03-16 , DOI: 10.1016/j.carbpol.2020.116189
Qinfeng He , Ryosuke Kusumi , Satoshi Kimura , Ung-Jin Kim , Kenzo Deguchi , Shinobu Ohki , Atsushi Goto , Tadashi Shimizu , Masahisa Wada

(1→3)-α-D-glucan synthesized by glucosyltransferase J (GtfJ) cloned from Streptococcus salivarius was regioselectively aminated as 6-amino-6-deoxy-(1→3)-α-D-glucan (aminoglucan) through three steps: bromination, azidation, and reduction. The degree of substitution of the amino group was determined by elemental analysis to be 0.97 and the molecular weight was 3.74×104 as measured by size exclusion chromatography. The regioselective amination at the C6 position of every pyranose ring was confirmed by 1H/13C NMR and solid state 15N cross polarization/magic angle spinning NMR spectroscopy. Aminoglucan was characterized by FT-IR, X-ray diffraction and thermogravimetric analysis. Solubility of aminoglucan in various solvents was investigated and confirmed in aqueous solution at pH ≤ 11. Therefore, aminoglucan was crosslinked with ethylene glycol diglycidyl ether (EGDE) by an epoxy-ring opening reaction under alkaline conditions. The obtained EGDE-crosslinked aminoglucan hydrogels were highly swellable in water owing to a strong water-holding ability and no water was released on compression and breaking of the gels.



中文翻译:

乙二醇二缩水甘油醚交联的区域选择性胺化(1→3)-α-D-葡聚糖的高度溶胀水凝胶

唾液链球菌克隆的葡糖基转移酶J(GtfJ)合成的(1→3)-α-D-葡聚糖经3个区域选择性胺化为6-氨基-6-脱氧-(1→3)-α-D-葡聚糖(氨基葡聚糖)步骤:溴化,叠氮化和还原。通过元素分析确定氨基的取代度为0.97,并且通过尺寸排阻色谱法测量的分子量为3.74×10 4。通过1 H / 13 C NMR和固态15证实了每个吡喃糖环C6位的区域选择性胺化N交叉极化/魔角旋转NMR光谱。通过FT-IR,X射线衍射和热重分析对氨基葡聚糖进行了表征。在pH≤11的水溶液中研究并确认了氨基葡聚糖在各种溶剂中的溶解性。因此,氨基葡聚糖在碱性条件下通过环氧开环反应与乙二醇二缩水甘油醚(EGDE)交联。所获得的EGDE交联的氨基葡聚糖水凝胶由于具有很强的持水能力而在水中高度溶胀,并且在凝胶压缩和破裂时没有水释放。

更新日期:2020-03-16
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