Experimental and theoretical studies for instantaneous detection of l-cysteine and l-histidine using a simple Cu(II)-dppy complex

IF 2.7 3区 化学 Q2 CHEMISTRY, INORGANIC & NUCLEAR Inorganica Chimica Acta Pub Date : 2024-08-29 DOI:10.1016/j.ica.2024.122346
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Abstract

Developing simple and effective receptors for instantaneous detection of l-amino acids is vital for the recognition of life-threatening diseases in their early stage. Here, we report the synthesis and characterization of 2,6-di(pyrazin-2-yl)pyridine (dppy) based ligand L (L = 2,2′-(4-(3,4-diethoxyphenyl)pyridine-2,6-diyl)dipyrazine) and its copper (II) complex, [Cu(NO3)2L]. The in-situ prepared [Cu(H2O)2L](NO3)2 receptor in aqueous acetonitrile (4:1 v/v, 10 mM HEPES buffer, pH 7.4) medium displayed instantaneous responses towards biologically important bio-thiol l-Cysteine (Cys) and essential amino acid l-Histidine (His) over other l-amino acids through UV–Visible absorption spectral studies. Additionally, the competitive experiments confirmed that in-situ prepared [Cu(H2O)2L](NO3)2 receptor selectively detects Cys (1 equivalent) in the presence of other l-amino acids. The detection limits of Cys and His were calculated to be 8.23 × 10−7 M and 2.55 × 10−6 M, respectively. The density functional theory (DFT) calculation shows that selectivity of [Cu(H2O)2L](NO3)2 towards Cys is due to the reduction of Cu(II) to Cu(I) in the presence of Cys, while Cys is oxidized to cystine (Cys-Cys). For His, selectivity observed due to the formation of [Cu(His)2] moiety between Cu(II) ion with one His via N,O coordination mode and another His via N,N,O-coordination mode.

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利用简单的 Cu(II)-dppy 复合物瞬时检测 l-半胱氨酸和 l-组氨酸的实验和理论研究
开发简单有效的受体来即时检测 l-氨基酸,对于在早期识别危及生命的疾病至关重要。在此,我们报告了基于 2,6-二(吡嗪-2-基)吡啶(dppy)的配体 L(L = 2,2′-(4-(3,4-二乙氧基苯基)吡啶-2,6-二基)二吡嗪)及其铜 (II) 复合物 [Cu(NO3)2L]的合成和表征。通过紫外-可见吸收光谱研究,原位制备的[Cu(H2O)2L](NO3)2 受体在乙腈水溶液(4:1 v/v,10 mM HEPES 缓冲液,pH 7.4)介质中显示出对生物重要硫醇 l-半胱氨酸(Cys)和必需氨基酸 l-组氨酸(His)的瞬时反应,而不是其他 l-氨基酸。此外,竞争性实验证实,原位制备的[Cu(H2O)2L](NO3)2 受体能在其他 l-氨基酸存在的情况下选择性地检测 Cys(1 个当量)。经计算,Cys 和 His 的检测限分别为 8.23 × 10-7 M 和 2.55 × 10-6 M。密度泛函理论(DFT)计算表明,[Cu(H2O)2L](NO3)2 对 Cys 的选择性是由于 Cys 存在时,Cu(II) 还原成 Cu(I),而 Cys 被氧化成胱氨酸(Cys-Cys)。至于 His,由于 Cu(II)离子与一个 His(通过 N,O 配位模式)和另一个 His(通过 N,N,O 配位模式)之间形成了[Cu(His)2]分子,因此观察到了选择性。
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来源期刊
Inorganica Chimica Acta
Inorganica Chimica Acta 化学-无机化学与核化学
CiteScore
6.00
自引率
3.60%
发文量
440
审稿时长
35 days
期刊介绍: Inorganica Chimica Acta is an established international forum for all aspects of advanced Inorganic Chemistry. Original papers of high scientific level and interest are published in the form of Articles and Reviews. Topics covered include: • chemistry of the main group elements and the d- and f-block metals, including the synthesis, characterization and reactivity of coordination, organometallic, biomimetic, supramolecular coordination compounds, including associated computational studies; • synthesis, physico-chemical properties, applications of molecule-based nano-scaled clusters and nanomaterials designed using the principles of coordination chemistry, as well as coordination polymers (CPs), metal-organic frameworks (MOFs), metal-organic polyhedra (MPOs); • reaction mechanisms and physico-chemical investigations computational studies of metalloenzymes and their models; • applications of inorganic compounds, metallodrugs and molecule-based materials. Papers composed primarily of structural reports will typically not be considered for publication.
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