新型手性辅酶NAD(P)H模型分子合成和生化模拟反应研究

NAD(P)H （Nicotinamide Adenine Dinucleotide (Phosphate) Hydrogen）is an important coenzyme of the biological metabolic processes and one of the most active research fields on studies of complex questions in organic chemistry. Our research group has accomplished synthesis, chiral reduction reactions and fluorescence characteristics with C2 and C3 symmetrical chiral NAD(P)H model molecules based on the support of the national natural science foundation of China. We intend to synthesize such as large ring-shaped baskets and open-loop petal new type NAD(P)H model molecules and explore new method and reaction in the synthesis of new chiral NAD(P)H model molecules in this project. To substitute the original inorganic catalysts with dehydrogenase, complex biochemical redox system will be chosen to simulate the reduction reaction by coenzyme NAD(P)H model molecules under enzymatic catalysis conditions. We will investigate the reduction reaction which CO2 is reduced into small organic molecules by NAD(P)H and the oxidation reaction of NAD(P)+ oxidation state under enzymatic catalysis conditions. The modification of dehydrogenase will be studied by enzyme immobilization, molecular structure of the related enzymes will be researched by molecular modeling, X-ray crystallography and new magic angle spinning solid-state NMR technology, and we plan to synthesize enzyme mimic compounds to replace expensive, easily inactivated hydrogenase by intensive studying mimic enzyme.

NAD(P)H是生物代谢过程中的重要辅酶，是国际上复杂有机化学问题研究中最活跃的领域之一。我们研究组在国家自然科学基金的支持下，完成了C2和C3对称的手性NAD(P)H模型分子的合成、手性还原反应和荧光特性研究等。本项目拟合成大环花篮状、开环花瓣状等新型NAD(P)H模型分子，探索新的手性NAD(P)H模型分子合成中的新方法和新反应等。选择复杂生化氧化还原体系，用脱氢酶代替原来的无机催化剂，模拟在酶催化条件下辅酶NAD(P)H模型分子的还原反应，研究在酶催化条件下，NAD(P)H把 CO2还原成有机小分子的复杂反应，研究酶催化条件下的NAD(P)+ 氧化态的氧化反应。对脱氢酶实行固载化，研究脱氢酶的修饰，通过分子建模和X射线晶体衍射和魔角旋转固体NMR新技术研究相关酶的分子结构，进行模拟酶的深入研究，合成能够替代价格昂贵、容易失活的氢化酶的模拟酶化合物。

NAD(P)H [Nicotinamide Adenine Diuncleotide (Phosphate) Hydrogen，烟酰胺腺嘌呤二核苷酸(磷酸)]是生物代谢过程中的重要辅酶，在植物的光合作用和生物体内的新陈代谢过程中起着重要的作用，是国际上复杂有机化学问题研究中最活跃的领域之一。在我们研究组完成的一些手性NAD(P)H模型分子研究成果的基础之上，我们又继续设计和合成了新的手性NAD(P)H模型分子，并且对它们的性质进行了详细的研究。此外，也探索了新的手性NAD(P)H模型分子合成中的新方法和新反应等。以L-脯氨酸衍生物为手性源，利用简洁的方法，合成了另外一种新型NAD(P)H模型分子。第一次将手性NAD(P)H模型分子和生物酶的结合，用于不对称反应中，为NAD(P)H模型分子的研究开辟了一个新的研究方向。另外，实验结果表明该模型分子具有很强的荧光特性，在激发波长为322 nm时，荧光发射波长高达487 nm.

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