Research for the Development, Construction, and Management of the Chirality Database

为了阐明生物化学反应的机理，有必要研究相应生物活性化合物的立体化学，包括绝对构型。随着近年来生物活性化合物和光活性有机材料的基础信息的发展，我们正在构建“手性数据库：CHIRAL WORLD”。该数据库包含1)旋光性、圆二色性和绝对立体化学数据，2)x射线晶体学和绝对构型数据，3)利用具有强核磁共振各向异性效应的手性助剂进行核磁共振手性识别，4)利用手性助剂进行高效液相色谱对外消旋物的对映分辨等。该数据库通过互联网向全世界的研究人员开放。我们首先构建了手性数据库CHIRAL WORLD，该数据库包含了旋光性、CD和UV光谱以及绝对构型的手性数据。要打开数据库，互联网系统是最理想的，并且已经购买了数据库的计算机系统。确定绝对构型最有效的方法是x射线晶体学。我们开发了“手性邻苯二甲酸法”，该方法既可用于醇的对映体分辨，也可用于x射线晶体学的绝对构型测定。这样的HPLC分辨率和x射线数据已经注册。我们开发了一种新的手性助剂-2-甲氧基-2-（1-萘基）丙酸（MαNP酸），它对MαNP酯的高效液相色谱拆分具有很强的对映性。MαNP酸的萘基引起了很强的核磁共振各向异性效应，通过核磁共振谱可以确定醇类的绝对构型。这些手性数据也被纳入了这个数据库。

To clarify the mechanism of biochemical reactions, it is essential to study the stereochemistry of corresponding bioactive compounds including absolute configurations. As the fundamental information of bioactive compounds and optically active organic materials recently developed, we are constructing the "Chirality Database: CHIRAL WORLD." The database contains 1) data of optical rotation, circular dichroism, and absolute stereochemistry, 2) X-ray crystallography and absolute configuration, 3) chiral recognition by NMR using chiral auxiliaries with strong NMR anisotropy effect, 4) enantioresolution of racemates by HPLC using chiral auxiliaries, etc. The database is opened for researchers worldwide via internet.1. We have first constructed the chirality database, CHIRAL WORLD, which contains chiral data of optical rotation, CD and UV spectra, and absolute configurations.2. To open the database, the internet system is the most ideal, and the computer system for the database has been purchased.3. The most powerful method for determining absolute configurations is X-ray crystallography. We have developed the "Chiral Phthalic Acid method" which is useful for both enantioresolution of alcohols and determination of absolute configuration by X-ray crystallography. Such HPLC resolution and X-ray data have been registered.4. We have developed the new chiral auxiliary, 2-methoxy-2-(1-naphthyl)propionic acid (MαNP acid), which is very powerful for enantioresolution of aliphatic alcohols by HPLC separation of MαNP esters. The naphthyl group of MαNP acid induces very strong NMR anisotropy effect, by which the absolute configuration of alcohols could be determined by NMR spectroscopy. Those chirality data have also been incorporated into this database.