Synthesis and chiral recognition properties of L-Ala-crown(3)-L-Ala capped β-cyclodextrin

被引:11
作者
Corradini, R [1 ]
Buccella, G [1 ]
Galaverna, G [1 ]
Dossena, A [1 ]
Marchelli, R [1 ]
机构
[1] Univ Parma, Dipartimento Chim Organ & Ind, I-43100 Parma, Italy
关键词
capped-cyclodextrins; chiral discrimination; dansyl-amino acids; capillary electrophoresis;
D O I
10.1016/S0040-4039(99)00315-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis and full spectroscopic characterization (IR, 1D and 2D TOCSY and ROESY NMR, MS) of a novel capped P-cyclodextrin bearing a 6(A),6(D)-dideoxy-N,N-3,6,9-trioxa-undecanoyl-(L,L)-bis-alanyl bridge are described. The chiral recognition properties of the product towards Dns-amino acids have been examined by capillary electrophoresis. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3025 / 3028
页数:4
相关论文
共 13 条
[1]  
BONOMO RP, 1993, GAZZ CHIM ITAL, V123, P593
[2]   Separation selectivity in chiral capillary electrophoresis with charged selectors [J].
Chankvetadze, B .
JOURNAL OF CHROMATOGRAPHY A, 1997, 792 (1-2) :269-295
[3]   A NEW COUPLING REAGENT FOR PEPTIDE-SYNTHESIS - BENZOTRIAZOLYLOXY-BIS(PYRROLIDINO)-CARBONIUM HEXAFLUOROPHOSPHATE (BBC) [J].
CHEN, SQ ;
XU, JC .
TETRAHEDRON LETTERS, 1992, 33 (05) :647-650
[4]   Three-dimensional cyclodextrin: A new class of hosts by trehalose capping of beta-cyclodextrin [J].
Cucinotta, V ;
Grasso, G ;
Pedotti, S ;
Rizzarelli, E ;
Vecchio, G .
JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY, 1996, 25 (1-3) :39-42
[5]  
EASTON CJ, 1996, CHEM SOC REV, P163
[6]   Controlling enantioselectivity in chiral capillary electrophoresis with inclusion-complexation [J].
Fanali, S .
JOURNAL OF CHROMATOGRAPHY A, 1997, 792 (1-2) :227-267
[7]   Histamine-modified beta-cyclodextrins for the enantiomeric separation of dansyl-amino acids in capillary electrophoresis [J].
Galaverna, G ;
Corradini, R ;
Dossena, A ;
Marchelli, R ;
Vecchio, G .
ELECTROPHORESIS, 1997, 18 (06) :905-911
[8]   LIQUID-CHROMATOGRAPHIC SEPARATION OF ENANTIOMERS USING A CHIRAL BETA-CYCLODEXTRIN-BONDED STATIONARY PHASE AND CONVENTIONAL AQUEOUS ORGANIC MOBILE PHASES [J].
HINZE, WL ;
RIEHL, TE ;
ARMSTRONG, DW ;
DEMOND, W ;
ALAK, A ;
WARD, T .
ANALYTICAL CHEMISTRY, 1985, 57 (01) :237-242
[9]   CYCLODEXTRINS AND THEIR APPLICATIONS IN ANALYTICAL-CHEMISTRY [J].
LI, S ;
PURDY, WC .
CHEMICAL REVIEWS, 1992, 92 (06) :1457-1470
[10]   CHIRAL AMINO-ACID CONTAINING ACYCLIC LIGANDS .1. SYNTHESES AND CONFORMATIONS [J].
LODI, T ;
MARCHELLI, R ;
DOSSENA, A ;
DRADI, E ;
CASNATI, G .
TETRAHEDRON, 1982, 38 (14) :2055-2060