Competitive transport of reducing sugars through a lipophilic membrane facilitated by aryl boron acids

被引:53
作者
Karpa, MJ
Duggan, PJ
Griffin, GJ
Freudigmann, SJ
机构
[1] JAMES COOK UNIV N QUEENSLAND,SCH MOL SCI,DEPT CHEM & CHEM ENGN,TOWNSVILLE,QLD 4811,AUSTRALIA
[2] MONASH UNIV,DEPT CHEM,CLAYTON,VIC 3168,AUSTRALIA
关键词
D O I
10.1016/S0040-4020(97)00090-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The extraction and competitive transport of fructose, glucose and sucrose through dichloroethane facilitated by combinations of aryl boron acids and tetraalkyl ammonium salts is described. Although extraction abilities of the boron acids are comparable, there are distinct differences in their sugar transport properties. The aqueous solubility of the aryl boron acid is apparently a critical controlling factor of sugar flux. A combination of PEA and aliquat(R) 336 in the membrane effectively separates fructose from an equimolar mixture of fructose, glucose and sucrose, despite extraction experiments displaying comparable extraction of glucose and fructose. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:3669 / 3678
页数:10
相关论文
共 12 条
[1]  
*BOEHR MANNH, 1989, METH BIOCH AN FOOD A, P130
[2]   AMINODITOLYLBORANE AND PREPARATION OF DIARYLBORINIC ACIDS [J].
COATES, GE ;
LIVINGSTONE, JG .
JOURNAL OF THE CHEMICAL SOCIETY, 1961, (NOV) :4909-&
[3]  
DEWIT G, 1979, BEHAV SUGARS PARTICU
[4]   DETERMINATION OF THE ABSOLUTE-CONFIGURATION OF MONOSACCHARIDES BY A COLOR-CHANGE IN A CHIRAL CHOLESTERIC LIQUID-CRYSTAL SYSTEM [J].
JAMES, TD ;
HARADA, T ;
SHINKAI, S .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (10) :857-860
[5]   EFFECTS OF SALT CONCENTRATION AND ANION ON THE RATE OF CARRIER-FACILITATED TRANSPORT OF METAL-CATIONS THROUGH BULK LIQUID MEMBRANES CONTAINING CROWN ETHERS [J].
LAMB, JD ;
CHRISTENSEN, JJ ;
IZATT, SR ;
BEDKE, K ;
ASTIN, MS ;
IZATT, RM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1980, 102 (10) :3399-3403
[6]   BORONIC ACIDS MEDIATE GLYCOSIDE TRANSPORT THROUGH A LIQUID ORGANIC MEMBRANE VIA REVERSIBLE FORMATION OF TRIGONAL BORONATE ESTERS [J].
MORIN, GT ;
PAUGAM, MF ;
HUGHES, MP ;
SMITH, BD .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (10) :2724-2728
[7]   TRANSPORT OF GLYCOSIDES THROUGH LIQUID ORGANIC MEMBRANES MEDIATED BY REVERSIBLE BORONATE FORMATION IS A DIFFUSION-CONTROLLED PROCESS [J].
MORIN, GT ;
HUGHES, MP ;
PAUGAM, MF ;
SMITH, BD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (20) :8895-8901
[8]   EVIDENCE FOR MONODENTATE AND BISDENTATE BORONATE COMPLEXES OF GLUCOSE IN THE FURANOSE FORM - APPLICATION OF (1)J(C-C)-COUPLING-CONSTANTS AS A STRUCTURAL PROBE [J].
NORRILD, JC ;
EGGERT, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (05) :1479-1484
[9]   MOLECULAR RECOGNITION WITH BORON ACIDS .7. SELECTIVE DOPAMINE TRANSPORT USING A CROWN BORONIC ACID [J].
PAUGAM, MF ;
VALENCIA, LS ;
BOGGESS, B ;
SMITH, BD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (24) :11203-11204
[10]   Nucleotide carrier mixture with transport selectivity for ribonucleoside-5'-phosphates [J].
Riggs, JA ;
Hossler, KA ;
Smith, BD ;
Karpa, MJ ;
Griffin, G ;
Duggan, PJ .
TETRAHEDRON LETTERS, 1996, 37 (35) :6303-6306