EUROPIUM (S,S)-ETHYLENEDIAMINE-N,N'-DISUCCINATE AS A CHIRAL LANTHANIDE SHIFT-REAGENT FOR AQUEOUS-SOLUTIONS

被引:24
作者
KIDO, J
OKAMOTO, Y
BRITTAIN, HG
机构
[1] BRISTOL MYERS SQUIBB CO,PHARMACEUT RES INST,POB 191,NEW BRUNSWICK,NJ 08903
[2] POLYTECH INST NEW YORK,DEPT CHEM,333 JAY ST,BROOKLYN,NY 11201
[3] POLYTECH INST NEW YORK,POLYMER RES INST,BROOKLYN,NY 11201
关键词
D O I
10.1021/jo00004a014
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The title compound has been utilized for H-1 NMR spectral resolution of enantiomeric amino acids in aqueous solutions. For the alpha-protons of D,L-phenylglycine, an enantiomeric shift difference, DELTA-DELTA-delta = 0.4 ppm, was observed at an Eu(EDDS):substrate ratio of 0.3. Association constants between Eu(EDDS) and D,L-phenylglycine were found to be different for each isomer, K(L) = 3.7 and K(D) = 6.1. Spectral resolution of other amino acids including alanine, serine, threonine, and phenylalanine was also achieved.
引用
收藏
页码:1412 / 1415
页数:4
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