公开(公告)号：US20090170213A1

公开(公告)日：2009-07-02

申请号：US12227649

申请日：2007-05-23

申请人： Nathan Jones ,  Silvia Mittler ,  Mohammad Nuruzzaman ,  Thomas Preston

发明人： Nathan Jones ,  Silvia Mittler ,  Mohammad Nuruzzaman ,  Thomas Preston

IPC分类号： G01N21/78

CPC分类号： G01N33/54373 ,  B01J2219/00576 ,  B01J2219/00599 ,  B01J2219/0072 ,  C40B30/04 ,  G01N33/542

摘要： The present invention provides a method for high-throughput screening of enantiomeric excess (ee), comprising synthesizing a sensor made from an aggregate of gold nanoparticles whose surfaces have been elaborated with a chiral “host” that includes two optically pure binaphthol groups linked together by a diethanolamine bridge that is tethered via nitrogen to its associated gold nanoparticle, and in which aggregate the individual particles are held together by a bridging chiral “di-guest,” which contains an amino acid functionality at both ends and which interacts with the surface-bound hosts through hydrogen bonds. To screen, one adds a chiral analyte, which may be the product of an asymmetric catalytic reaction, or some other chiral species, in the form of a scalemic solution to a solution containing the aforemeritioned aggregate wherein one enantiomer of the analyte competes effectively with the “di-guest” for the “host,” while the other does not, and wherein a diastereoselective dispersion of the aggregate occurs, which brings about a large shift in the naked-eye-visible plasmon resonance absorption band of the gold nanoparticles, from a long wavelength for the aggregated nanoparticles to a shorter wavelength for the dispersed particles, and wherein the extent of the colour change is indicative of the degree to which the aggregate is dispersed and provides a rapid and effective measure of the ee of the chiral analyte.

摘要翻译： 本发明提供了一种用于高通量筛选对映异构体过量（ee）的方法，其包括合成由金纳米颗粒的聚集体制成的传感器，所述金纳米颗粒的表面已经被手性“主体”精炼，所述手性“主体”包括两个光学纯的联萘酚基团， 通过氮连接到其相关联的金纳米颗粒上的二乙醇胺桥，其中单个颗粒通过桥接手性“二客体”保持在一起，其在两端含有氨基酸官能团并且与表面活性剂相互作用， 通过氢键绑定主机。 为了筛选，添加手性分析物，其可以是不对称催化反应的产物或一些其它手性物质，其形式为含有前述聚集体的溶液的形式，其中分析物的一个对映异构体与 “主体”的“二客体”，而另一个不是，并且其中发生聚集体的非对映选择性分散体，其导致金纳米颗粒的裸眼可见等离子体共振吸收带的大的偏移，从 将聚集的纳米颗粒的长波长用于分散颗粒的较短波长，并且其中颜色变化的程度指示聚集体分散的程度，并提供手性分析物的ee的快速和有效的测量。