Daryl Ariawan A, Webb James E A, Howe Ethan N W, Gale Philip A, Thordarson Pall, Hunter Luke
School of Chemistry, University of New South Wales, Sydney, NSW 2052, Australia.
School of Chemistry, The University of Sydney, NSW 2006, Australia.
Org Biomol Chem. 2017 Apr 5;15(14):2962-2967. doi: 10.1039/c7ob00316a.
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.
乌吉辛A（1）是一种源自海洋的含γ-氨基丁酸的环状七肽。这种柔性大环化合物的生物学功能尚不清楚。在此，我们表明化合物1在抗菌生长抑制试验中缺乏任何可检测到的活性，这一结果与先前的报告相反。然而，我们发现1在多种阴离子结合相互作用中作为一种混杂的宿主分子发挥作用，对磷酸盐和焦磷酸盐具有特别高的亲和力。我们还表明，1的一系列刚性化、主链氟化类似物对氯离子的亲和力发生了改变。
