Syntheses of cellotriose and cellotetraose analogues as transition state mimics for mechanistic studies of cellulases.
Syntheses of cellotriose and cellotetraose analogues as transition state mimics for mechanistic studies of cellulases.
复制标题
纤维三糖和纤维四糖类似物的合成作为纤维素酶机理研究的过渡态模拟物。
DOI：
10.1016/j.bmc.2011.04.048
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发表时间：
2011
影响因子：
3.5
通讯作者：
M. Hashimoto
中科院分区：
文献类型：
--
作者：
Shogo Noguchi;Shintaro Takemoto;S. Kidokoro;Kazunori Yamamoto;M. Hashimoto
携带环己烯环的纤维素三糖和纤维素四糖类似物被开发成分子探针，有望模拟纤维素酶水解的过渡态构象。环己烯环被放置在吡喃糖环上，期望定位酶的- 1亚位。为了评价这些探针，还合成了纤维素三糖和纤维素四糖的硫衍生物作为酶耐受类似物，模拟了天然纤维素的稳定构象。差示扫描量热法的结合分析表明，环己烯环的引入可以有效地与葎草内切葡聚糖酶NCE5络合。
Cellotriose and cellotetraose analogues carrying cyclohexene rings were developed as molecular probes which are expected to mimic the transition state conformation of hydrolysis by cellulases. The cyclohexene ring was placed at the pyranose ring being expected to locate the −1 subsite of the enzyme. In order to evaluate these probes, sulfur derivatives of cellotriose and cellotetraose were also synthesized as the enzyme tolerant analogues which mimic the stable conformations of the natural cellulose. The binding assays using differential scanning calorimetry revealed that introduction of the cyclohexene ring is effective to the complexation with an endoglucanase, NCE5 fromHumicola insolens.