Complexation of microcystins and nodularin by cyclodextrins in aqueous solution, a potential removal strategy.

Complexation of microcystins and nodularin by cyclodextrins in aqueous solution, a potential removal strategy.
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在水溶液中环糊精的微囊蛋白和结节蛋白的络合,这是一种潜在的去除策略。

DOI:
10.1021/es102865b
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发表时间:
2011-03-15
影响因子:
11.4
通讯作者:
O'Shea, Kevin
O'Shea, Kevin
中科院分区:
环境科学与生态学1区
文献类型:
--
作者:
Chen, Lin;Dionysiou, Dionysios D.;O'Shea, Kevin

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蓝藻毒素是蓝藻在水华期间产生的一种强烈的有毒化合物,它威胁到饮用水的供应。这些化合物可以毒死动物和人类。研究了α-,β-和γ-环糊精(CD)与存在问题的氰基毒素(包括微囊藻毒素(MC)和根瘤菌素(NOD))的主客体相互作用,以展示CD在去除饮用水中这些毒素方面的潜在应用或在分离或纯化这些毒素方面的应用。MCS和NOD具有疏水的ADDA链,含有二烯和苯官能团。用核磁共振技术研究了这些氰基毒素与硫化镉的络合反应。加入α-CD(最小主体)后,MC的核磁共振氢谱没有变化。然而,加入较大的主体3-amino-9-methoxy-2,6,8-trimethal-10-phenyldeca-4,6-dienoic-CD和β-CD后,MC和NOD的ADDA链上的苯和二烯共振峰的化学位移发生了显著变化。在我们的实验条件下,溶液的pH值、天然有机物和盐度对主客体络合没有明显的影响。实验测得MC和NOD与γ-CD的结合常数较大,范围为1155~507M−1。特定质子化学位移的变化和竞争结合实验表明,γ-CD与MC或NOD形成1:1的包合物,ADDA链穿过CD环,形成包合物。我们的结果表明,CD型底物是MCs和NOD络合的有用宿主。CDS可以容易地附着在许多聚合物或固体载体上,它们的功能被定制以加强特定的主-客体相互作用。随着这类材料的进一步发展,CD主客体化学可能会直接应用于这些化合物的去除和/或分离科学。
Cyanotoxins are potent toxic compounds produced by cyanobacteria during algal blooms, which threaten drinking water supplies. These compounds can poison and kill animals and humans. The host—guest interactions of α-, β-, and γ-cyclodextrins (CD) with problematic cyanotoxins, including microcystins (MCs) and nodularin (NOD), were investigated to demonstrate the potential application of CDs for the removal of these toxins from drinking water or applications related to their separation or purification. MCs and NOD have a hydrophobic Adda chain, which contains diene and benzene functional groups. The complexation of these cyanotoxins with CDs was monitored by nuclear magnetic resonance (NMR). The 1H NMR spectra for MCs are unchanged upon addition of α-CD (smallest host). However, addition of larger hosts, β-CD and γ-CD, leads to significant changes in chemical shifts of the benzene and diene resonances on the 3-amino-9-methoxy-2,6,8-trimethal-10-phenyldeca-4,6-dienoic acid (Adda) chain of MCs and NOD. Solution pH, natural organic matter, and salinity do not appreciably influence the host—guest complexation under our experimental conditions. The experimental binding constants for MCs and NOD with γ-CD are relatively strong, ranging from 1155 to 507 M−1. The observed changes in chemical shifts for specific protons and competitive binding experiments demonstrate a 1:1 inclusion complex between γ-CD and MCs or NOD, with the Adda chains threading through the CD ring, resulting in an inclusion complex. Our results suggest that CD-type substrates are useful hosts for the complexation of MCs and NOD. CDs can be readily attached to a number of polymeric or solid supports and their functionality tailored to strengthen specific host—guest interactions. With further development of such materials, CD host—guest chemistry may find direct application in the removal and/or separation science of these compounds.
DOI: 10.1016/0024-3205(83)90714-2
发表时间: 1983-01-01
期刊: LIFE SCIENCES
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DOI: 10.1016/0043-1354(94)90245-3
发表时间: 1994-08-01
期刊: WATER RESEARCH
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