Selective fructose transport mediated by di-boronic acids derived from neopentyl glycol

被引：5

作者：

Duggan, PJ ^{[1
]}

Szydzik, ML ^{[1
]}

机构：

[1] Monash Univ, Sch Chem, Clayton, Vic 3800, Australia

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 2003年 / 56卷 / 01期

关键词：

D O I：

10.1071/CH02267

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The transport properties of diboronic acids linked to a neopentylglycol core through ether and carboxylate ester links was examined. Molecular modelling was performed on the pentaerythritol-derived di-boronic acid and its fructose boronate esters. It was found that high fructose selectivity shown results from the favourable placement of its boronic acids.

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页码：17 / 21

页数：5

相关论文

共 12 条

[1] Cavitand boronic acids mediate highly selective fructose transport [J].

Altamore, TM ;

Barrett, ES ;

Duggan, PJ ;

Sherburn, MS ;

Szydzik, ML .

ORGANIC LETTERS, 2002, 4 (20) :3489-3491

[2] Highly selective silver(I) oxide mediated monoprotection of symmetrical diols [J].

Bouzide, A ;

Sauve, G .

TETRAHEDRON LETTERS, 1997, 38 (34) :5945-5948

[3] Highly fructose selective transport promoted by boronic acids based on a pentaerythritol core [J].

Draffin, SP ;

Duggan, PJ ;

Duggan, SAM .

ORGANIC LETTERS, 2001, 3 (06) :917-920

[4] Bromo-boronolactonization of olefins [J].

Falck, JR ;

Bondlela, M ;

Venkataraman, SK ;

Srinivas, D .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (21) :7148-7150

[5] Selective fructose transport through supported liquid membranes containing diboronic acid or conjugated monoboronic acid-quaternary ammonium carriers. [J].

Gardiner, SJ ;

Smith, BD ;

Duggan, PJ ;

Karpa, MJ ;

Griffin, GJ .

TETRAHEDRON, 1999, 55 (10) :2857-2864

[6] MANUFACTURING, COMPOSITION, AND APPLICATIONS OF FRUCTOSE [J].

HANOVER, LM ;

WHITE, JS .

AMERICAN JOURNAL OF CLINICAL NUTRITION, 1993, 58 (05) :724-732

[7] Competitive transport of reducing sugars through a lipophilic membrane facilitated by aryl boron acids [J].

Karpa, MJ ;

Duggan, PJ ;

Griffin, GJ ;

Freudigmann, SJ .

TETRAHEDRON, 1997, 53 (10) :3669-3678

[8]

Kinsky S C, 1974, Methods Enzymol, V32, P501

[9] A concise preparation of 4-borono-L-phenylalanine (L-BPA) from L-phenylalanine [J].

Malan, C ;

Morin, C .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (22) :8019-8020

[10] Liquid membrane transport using boronic acid carriers [J].

Smith, BD .

SUPRAMOLECULAR CHEMISTRY, 1996, 7 (01) :55-60