Cyclic peptide unguisin A is an anion receptor with high affinity for phosphate and pyrophosphate

被引：23

作者：

Ariawan, A. Daryl ^{[1
]}

Webb, James E. A. ^{[1
,2
,3
]}

Howe, Ethan N. W. ^{[4
]}

Gale, Philip A. ^{[4
]}

Thordarson, Pall ^{[1
,2
,3
]}

Hunter, Luke ^{[1
]}

机构：

[1] Univ New South Wales, Sch Chem, Sydney, NSW 2052, Australia

[2] Univ New South Wales, Australian Ctr Nanomed, Sydney, NSW 2052, Australia

[3] Univ New South Wales, ARC Ctr Excellence Convergent Bionano Sci & Techn, Sydney, NSW 2052, Australia

[4] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 14期

基金：

英国惠康基金; 澳大利亚研究理事会;

关键词：

HYDROGEN; BINDING; COOPERATIVITY; RECOGNITION;

D O I：

10.1039/c7ob00316a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Unguisin A (1) is a marine-derived, GABA-containing cyclic heptapeptide. The biological function of this flexible macrocycle is obscure. Here we show that compound 1 lacks any detectable activity in antimicrobial growth inhibition assays, a result that runs contrary to a previous report. However, we find that 1 functions as a promiscuous host molecule in a variety of anion-binding interactions, with high affinity particularly for phosphate and pyrophosphate. We also show that a series of rigidified, backbone-fluorinated analogues of 1 displays altered affinity for chloride ions.

引用

页码：2962 / 2967

页数：6

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