Determination of the stability constants of inclusion complexes of p-H-37-(2-carboxy-methyloxy)-calix-[6]-arene and p-sulphonato-37-(2-carboxy-methyloxy)-calix-[6]-arene with 15 amino acids by RP-HPLC

被引:34
作者
Kalchenko, OI
Da Silva, E
Coleman, AW
机构
[1] IBCP, CNRS, UMR 5086, F-69367 Lyon 07, France
[2] Natl Acad Sci Ukraine, Inst Organ Chem, UA-02094 Kiev 94, Ukraine
关键词
inclusion complexes; amino acids; water-soluble calixarenes; reversed-phase high-performance liquid chromatography (RP-HPLC);
D O I
10.1023/A:1021203505307
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reversed-phase high performance liquid chromatography ( Separon SGX CN, UV detection at 254 nm and water as mobile phase) was applied to the study of the host-guest complexation of p-H-37-(2-carboxy-methyloxy)-calix-[6]-arene (1) and p-sulphonato-37-(2-carboxy-methyloxy)-calix-[6]-arene (2) with 15 amino acids in the mobile phase. It was established that the formation of the inclusion complexes results in changes in the retention times and capacity factors of amino acids. Stability constants of the complexes were determined. The variations in stability constant values may be explained in terms of the different interactions, which may occur between amino acids and 1 and 2.
引用
收藏
页码:305 / 310
页数:6
相关论文
共 23 条
[1]   Complexation of small neutral organic molecules by water soluble calix[4]arenes [J].
Arena, G ;
Contino, A ;
Gulino, FG ;
Magri, A ;
Sciotto, D ;
Ungaro, R .
TETRAHEDRON LETTERS, 2000, 41 (48) :9327-9330
[2]   WATER-SOLUBLE CALIX[6]ARENES - CHARACTERIZATION OF 5,11,17,23,29,35-HEXASULPHONATE-37,38,39,40,41,42-HEXAHYDROXYCALIX[6]ARENE AND THERMODYNAMIC STUDY OF PROTON COMPLEX-FORMATION [J].
ARENA, G ;
CONTINO, A ;
LOMBARDO, GG ;
SCIOTTO, D .
THERMOCHIMICA ACTA, 1995, 264 :1-11
[3]   Complexation of native L-α-aminoacids by water soluble calix[4]arenes [J].
Arena, G ;
Contino, A ;
Gulino, FG ;
Magrì, A ;
Sansone, F ;
Sciotto, D ;
Ungaro, R .
TETRAHEDRON LETTERS, 1999, 40 (08) :1597-1600
[4]   EFFICIENT DETECTION AND EVALUATION OF CYCLODEXTRIN MULTIPLE COMPLEX-FORMATION [J].
ARMSTRONG, DW ;
NOME, F ;
SPINO, LA ;
GOLDEN, TD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (07) :1418-1421
[5]  
ATWOOD JL, 1996, Patent No. 5489612
[6]   CALIXARENES, MACROCYCLES WITH (ALMOST) UNLIMITED POSSIBILITIES [J].
BOHMER, V .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (07) :713-745
[7]  
COLEMAN AW, UNPUB
[8]  
DASILVA E, 2002, IN PRESS J SUPRAMOL
[9]   Complexation of the basic amino acids lysine and arginine by three sulfonatocalix[n]arenes (n = 4, 6 and 8) in water:: microcalorimetric determination of the Gibbs energies, enthalpies and entropies of complexation [J].
Douteau-Guével, N ;
Coleman, AW ;
Morel, JP ;
Morel-Desrosiers, N .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1999, (03) :629-633
[10]  
Douteau-Guevel N, 1998, J PHYS ORG CHEM, V11, P693, DOI 10.1002/(SICI)1099-1395(1998100)11:10<693::AID-POC18>3.0.CO