LIPOPHILIC DITOPIC GUANIDINIUM RECEPTORS - SELECTIVE EXTRACTANTS FOR TETRAHEDRAL OXOANIONS

被引:36
作者
STEPHAN, H [1 ]
GLOE, K [1 ]
SCHIESSL, P [1 ]
SCHMIDTCHEN, FP [1 ]
机构
[1] TECH UNIV MUNICH,LEHRSTUHL ORGAN CHEM & BIOCHEM,D-85747 GARCHING,GERMANY
关键词
D O I
10.1080/10610279508233954
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ditopic open-chain guanidinium receptors have been developed especially for a selective extraction of tetrahedral oxoanions. The anion extraction behaviour of these host compounds has been studied in the system sodium salt-H2O-buffer/host-CHCl3. Lipophilic bisguanidines are capable of extraction of even strongly hydrated anions as hydrogen phosphate, sulfate and nucleotides over a wide pH range, A remarkable selectivity of sulfate over hydrogen phosphate was obtained using receptors 2, 5 and 7. The ditopic host 2 shows a pronounced preference for ATP versus ADP and AMP, The 1:1 complex formation observed in the organic phase points to a well-organized complex structure for the oxoanions investigated and ditopic hosts.
引用
收藏
页码:273 / 280
页数:8
相关论文
共 56 条
[1]  
ANDREU J, 1994, J AM CHEM SOC, V115, P5501
[2]   MANIPULATING THE STOICHIOMETRY AND STRENGTH OF PHOSPHODIESTER BINDING TO A BISGUANIDINE CLEFT IN DMSO WATER SOLUTIONS [J].
ARIGA, K ;
ANSLYN, EV .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (02) :417-420
[3]   SELECTIVE ELECTROCHEMICAL RECOGNITION OF THE DIHYDROGEN PHOSPHATE ANION IN THE PRESENCE OF HYDROGEN SULFATE AND CHLORIDE-IONS BY NEW NEUTRAL FERROCENE ANION RECEPTORS [J].
BEER, PD ;
CHEN, Z ;
GOULDEN, AJ ;
GRAYDON, A ;
STOKES, SE ;
WEAR, T .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (24) :1834-1836
[4]   ENCAPSULATION OF CATIONS AND ANIONS BY AZACROWNS - THERMODYNAMIC AND STRUCTURAL ASPECTS [J].
BENCINI, A ;
BIANCHI, A ;
PAOLETTI, P ;
PAOLI, P .
PURE AND APPLIED CHEMISTRY, 1993, 65 (03) :381-386
[5]   N,N',N'',N'''-(2-AMINOETHYL)-1,4,8,11-TETRAAZACYCLOTETRADECANE (TAEC) AS A POLYAMMONIUM RECEPTOR FOR ANIONS [J].
BENCINI, A ;
BIANCHI, A ;
BURGUETE, MI ;
DOMENECH, A ;
GARCIAESPANA, E ;
LUIS, SV ;
NINO, MA ;
RAMIREZ, JA .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1991, (09) :1445-1451
[6]  
Cammann K., 1994, ANGEW CHEM, V103, P519
[7]   POTENTIOMETRIC PHOSPHATE SELECTIVE ELECTRODE BASED ON A MULTIDENDATE TIN(IV) CARRIER [J].
CHANIOTAKIS, NA ;
JURKSCHAT, K ;
RUHLEMANN, A .
ANALYTICA CHIMICA ACTA, 1993, 282 (02) :345-352
[8]  
CORDIER D, 1990, NEW J CHEM, V14, P611
[9]  
Deslongchamps G., 1992, ANGEW CHEM, V104, P58
[10]   MOLECULAR RECOGNITION OF NUCLEOSIDES, NUCLEOTIDES AND ANIONIC PLANAR SUBSTRATES BY A WATER-SOLUBLE BIS-INTERCALAND-TYPE RECEPTOR MOLECULE [J].
DHAENENS, M ;
LEHN, JM ;
VIGNERON, JP .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1993, (07) :1379-1381