Optical-Isomer-Separating Agent

Abstract

According to the present invention, there is provided an enantiomeric isomer separating agent, which includes a polysaccharide derivative supported by particles of a support by chemical bonding, and has a concentration of eluted component (in terms of mass proportion) as determined through a liquid passing test under the following conditions of 20 ppm or lower: (liquid passing test) (1) the enantiomeric isomer separating agent is packed into a column having a diameter of 1 cm and a length of 25 cm by a slurry method, (2) an organic solvent in which the polysaccharide derivative is soluble is used as a solvent, and passing of this solvent whose temperature is set at 40° C. is initiated at a flow rate of 8 ml/min, (3) collection of the solvent passed is initiated 1 hour after the initiation of the liquid passing, the solvent is collected for 1 hour (480 ml), and a mass (M 1 ) of the solvent is measured, and (4) the liquid collected is condensed and dried, a mass (M 2 ) of a residue is measured, and the concentration of eluted component is determined from an expression M 2 /M 1 .

1 . An enantiomeric isomer separating agent, which comprises a polysaccharide derivative supported by particles of a support by chemical bonding, and has a concentration of eluted component (in terms of mass proportion) as determined through a liquid passing test under the following conditions of 20 ppm or lower:
 (liquid passing test)   (1) the enantiomeric isomer separating agent is packed into a column having a diameter of 1 cm and a length of 25 cm by a slurry method,   (2) an organic solvent in which the polysaccharide derivative is soluble is used as a solvent, and passing of the organic solvent whose temperature is set at 40° C. is initiated at a flow rate of 8 ml/min,   (3) collection of the organic solvent passed is initiated 1 hour after the initiation of the liquid passing, the organic solvent is collected for 1 hour (480 ml), and a mass (M 1 ) of the organic solvent is measured, and   (4) the liquid collected is condensed and dried, a mass (M 2 ) of a residue is measured, and the concentration of eluted component is determined from an expression M 2 /M 1 .   
   
   
       2 . The enantiomeric isomer separating agent according to  claim 1 , wherein the polysaccharide derivative is a cellulose derivative or an amylose derivative and the support is silica gel. 
   
   
       3 . A method of producing the enantiomeric isomer separating agent according to  claim 1 , comprising the steps of:
 washing an unwashed enantiomeric isomer separating agent with an organic solvent in which the polysaccharide derivative is soluble once or multiple times; and   drying the washed enantiomeric isomer separating agent.   
   
   
       4 . The method of producing the enantiomeric isomer separating agent according to  claim 3 , wherein the total of the used organic solvent is 5 to 100 ml with respect to 1 g of the polysaccharide derivative in the enantiomeric isomer separating agent. 
   
   
       5 . The method of producing the enantiomeric isomer separating agent according to  claim 3 , wherein the organic solvent used for the washing step is selected from the group consisting of tetrahydrofuran, acetone, ethyl acetate, chloroform, methylene chloride, dimethylacetamide and dimethylformamide. 
   
   
       6 . A method of separating enantiomeric isomers, comprising bringing enantiomeric isomers into contact with the enantiomeric isomer separating agent according to  claim 1 . 
   
   
       7 . The method according to  claim 6 , wherein the separation is performed by high performance liquid chromatography. 
   
   
       8 . Use of the enantiomeric isomer separating agent according to  claim 1  for separating enantiomeric isomers. 
   
   
       9 . The use according to  claim 8 , wherein the enantiomeric isomer separating agent is used in high performance liquid chromatography.