A chiral sensor for arginine and lysine

被引:58
作者
Wehner, M
Schrader, T
Finocchiaro, P
Failla, S
Consiglio, G
机构
[1] Univ Dusseldorf, Inst Organ Chem & Makromol Chem, D-40225 Dusseldorf, Germany
[2] Univ Catania, Fac Ingn, Ist Chim, I-95125 Catania, Italy
关键词
D O I
10.1021/ol991355u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] We provide access to a new class of C-1- or C-2-symmetrical host molecules 1 and 2 based on a spirobisindane skeleton, Whereas 1 is selective for short, rigid diamines, 2 prefers longer alpha,omega-dications. Of all the amino acid methyl esters, only those of lysine and arginine with the correct distance between their cationic groups form strong 1:1 complexes in DMSO with 2, NMR titrations reveal high association constants as well as discrimination between the enantiomers of lysine and arginine.
引用
收藏
页码:605 / 608
页数:4
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