Conformational control of HCl co-transporter:: imidazole functionalised isophthalamide vs. 2,6-dicarboxamidopyridine

被引:69
作者
Gale, Philip A. [1 ]
Garric, Joachim
Light, Mark E.
McNally, Beth A.
Smith, Bradley D.
机构
[1] Univ Southampton, Sch Chem, Southampton SO17 1BJ, Hants, England
[2] Univ Notre Dame, Dept Chem & Biochem, Notre Dame, IN 46556 USA
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1039/b703259e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Replacement of the central isophthalamide core in a synthetic HCl receptor, with a 2,6-dicarboxamidopyridine, leads to a more preorganised molecular structure that exhibits higher chloride affinity and membrane transport flux.
引用
收藏
页码:1736 / 1738
页数:3
相关论文
共 18 条
[1]   ANTIMALARIAL ACTIVITY OF PRODIGIOSIN [J].
CASTRO, AJ .
NATURE, 1967, 213 (5079) :903-&
[2]   Development of synthetic membrane transporters for anions [J].
Davis, Anthony P. ;
Sheppard, David N. ;
Smith, Bradley D. .
CHEMICAL SOCIETY REVIEWS, 2007, 36 (02) :348-357
[3]   Chemistry and biology of roseophilin and the prodigiosin alkaloids:: A survey of the last 2500 years [J].
Fürstner, A .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (31) :3582-3603
[4]   Co-transport of H+/Cl- by a synthetic prodigiosin mimic [J].
Gale, PA ;
Light, ME ;
McNally, B ;
Navakhun, K ;
Sliwinski, KE ;
Smith, BD .
CHEMICAL COMMUNICATIONS, 2005, (30) :3773-3775
[5]   Rigid oligonaphthalenediimide rods as transmembrane anion-π slides [J].
Gorteau, Virginie ;
Bollot, Guillaume ;
Mareda, Jiri ;
Perez-Velasco, Alejandro ;
Matile, Stefan .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (46) :14788-14789
[6]   Enhanced carboxylate binding using urea and amide-based receptors with internal Lewis acid coordination: A cooperative polarization effect [J].
Hughes, MP ;
Smith, BD .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (13) :4492-4499
[7]   Synthesis of Ro 25-8210 via an enantioselective oxazaborolidine-catalyzed reduction [J].
Hull, KG ;
Visnick, M ;
Tautz, W ;
Sheffron, A .
TETRAHEDRON, 1997, 53 (37) :12405-12414
[8]  
HUNTER CA, 1994, ANGEW CHEM INT EDIT, V33, P2313, DOI 10.1002/anie.199423131
[9]   EQNMR - A COMPUTER-PROGRAM FOR THE CALCULATION OF STABILITY-CONSTANTS FROM NUCLEAR-MAGNETIC-RESONANCE CHEMICAL-SHIFT DATA [J].
HYNES, MJ .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1993, (02) :311-312
[10]   SYNTHESIS, STRUCTURE AND PROPERTIES OF A N-3 TRIDENTATE BIS-IMIDAZOLYL LIGAND WITH COPPER(II) [J].
OBERHAUSEN, KJ ;
RICHARDSON, JF ;
BUCHANAN, RM ;
PIERCE, W .
POLYHEDRON, 1989, 8 (05) :659-668