ENANTIOSELECTIVE TRANSPORT OF AMINO-ACID ESTER SALTS BY MACROCYCLIC PSEUDOPEPTIDES CONTAINING N,N'-ETHYLENE-BRIDGED-DIPEPTIDE UNITS

被引:23
作者
MIYAKE, H
YAMASHITA, T
KOJIMA, Y
TSUKUBE, H
机构
[1] OSAKA CITY UNIV,FAC SCI,DEPT CHEM,SUMIYOSHI KU,OSAKA 558,JAPAN
[2] OKAYAMA UNIV,FAC SCI,DEPT CHEM,OKAYAMA 700,JAPAN
关键词
D O I
10.1016/0040-4039(95)01608-K
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Macrocyclic pseudopeptides containing N,N'-ethylene-bridged-dipeptide units exhibited specific transport properties toward several amino acid ester salts, while rarely transported K+ or other metal cations. In particular, a 36-membered pseudopeptide extracted amino acid ester salts in an enantioselective fashion and mediated their enantioselective transport.
引用
收藏
页码:7669 / 7672
页数:4
相关论文
共 23 条
[1]   ENANTIOSELECTIVE AND DIASTEREOSELECTIVE MOLECULAR RECOGNITION OF CYCLIC DIPEPTIDES BY A C-2 MACROLACTAM HOST [J].
CRISTOFARO, MF ;
CHAMBERLIN, AR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (12) :5089-5098
[2]   WHY CYCLIC PEPTIDES - COMPLEMENTARY APPROACHES TO CONFORMATIONS [J].
DEBER, CM ;
MADISON, V ;
BLOUT, ER .
ACCOUNTS OF CHEMICAL RESEARCH, 1976, 9 (03) :106-113
[3]   PEPTIDE MODELS FOR PROTEIN-MEDIATED CATION-TRANSPORT [J].
DEBER, CM .
CANADIAN JOURNAL OF BIOCHEMISTRY, 1980, 58 (10) :865-870
[4]  
DIETRICH B, 1993, MACROCYCLIC CHEM
[5]  
IMANISHI Y, 1991, MOL CONFORMATION BIO, P645
[6]   CRYSTAL AND MOLECULAR-STRUCTURES OF DOUBLE MACROCYCLIC INCLUSION COMPLEXES COMPOSED OF CYCLODEXTRINS, CROWN ETHERS, AND CATIONS [J].
KAMITORI, S ;
HIROTSU, K ;
HIGUCHI, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (08) :2409-2414
[7]   SYNTHESES OF CYCLIC OCTAPEPTIDES AND MEDIATION BY THEM OF SELECTIVE TRANSPORT, INCLUDING ENANTIOMER RECOGNITION, THROUGH AN ORGANIC LIQUID MEMBRANE [J].
KATAOKA, H ;
HANAWA, T ;
KATAGI, T .
CHEMICAL & PHARMACEUTICAL BULLETIN, 1992, 40 (03) :570-574
[8]   SYNTHESIS AND CONFORMATION OF THE CYCLIC OCTAPEPTIDES CYCLO(PHE-PRO)4, CYCLO(LEU-PRO)4, AND CYCLO[LYS(Z)-PRO]4 [J].
KIMURA, S ;
IMANISHI, Y .
BIOPOLYMERS, 1983, 22 (10) :2191-2206
[9]   ION-TRANSPORT THROUGH LIQUID MEMBRANE BY CYCLIC OCTAPEPTIDES [J].
KIMURA, S ;
IMANISHI, Y .
BIOPOLYMERS, 1984, 23 (03) :563-573
[10]  
KOJIMA Y, 1989, MAKROMOL CHEM-RAPID, V10, P121