Synthesis and Characterization of Cellulose Carbamates Having α-Amino Acid Moieties
Synthesis and Characterization of Cellulose Carbamates Having α-Amino Acid Moieties
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DOI：
10.1007/s00289-005-0442-x
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发表时间：
2005-09
期刊：
影响因子：
3.2
通讯作者：
Xiande Shen;Norihiko Sugie;Q. Duan;Y. Kitajyo;T. Satoh;T. Kakuchi
中科院分区：
文献类型：
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作者：
Xiande Shen;Norihiko Sugie;Q. Duan;Y. Kitajyo;T. Satoh;T. Kakuchi
纤维素与n -羰基α-氨基酸酯1在100℃下以n -二甲基乙酰胺为溶剂，反应生成纤维素碳水化合物2。在n -羰基l -亮氨酸乙酯（1a）中，氨基甲酸酯取代基（DS）在[1a]/[纤维素中葡萄糖单位]= 3.0时为2.5，在[1a]/[纤维素中葡萄糖单位]= 4.0时达到约3.0。纤维素在非质子极性溶剂和乙醚、甲醇等有机溶剂中均具有高溶性。2a的手性识别能力高于含有l -苯丙氨酸和l -天冬氨酸的氨基甲酸纤维素。
The reaction of cellulose withN-carbonyl α-amino acid ester1leading to cellulose carbamate2was carried out inN,N-dimethylacetamide at 100 °C. ForN-carbonyl L-leucine ethyl ester (1a), the degree of the carbamate substituent (DS) in2awas 2.5 for [1a]/[glucose units in cellulose] = 3.0 and reached ca. 3.0 for [1a]/[glucose units in cellulose] = 4.0. Cellulose carbamate2awas highly soluble in not only aprotic polar solvents but also other organic solvents such as ethyl ether and methyl alcohol. The chiral discrimination ability of2awas higher than those of the cellulose carbamates having L-phenylalanine and L-aspartic acid moieties.