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首页> 外文期刊>Chemistry: A European journal >A bioorganometallic approach for the electrochemical detection of proteins: A study on the interaction of ferrocene-peptide conjugates with papain in solution and on au surfaces
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A bioorganometallic approach for the electrochemical detection of proteins: A study on the interaction of ferrocene-peptide conjugates with papain in solution and on au surfaces

机译：一种用于蛋白质电化学检测的生物有机金属方法：二茂铁-肽共轭物与木瓜蛋白酶在溶液中和在金表面上的相互作用的研究

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In this paper, a new bioorganometallic approach for the detection of proteins using surface-bound ferrocene-peptide conjugates is presented. Specifically, a series of peptide conjugates of 1'-aminoferrocene-1-carboxylic acid (ferrocene amino acid, Fca) is synthesized: Boc-Fca-Gly-Gly-Tyr(Bzl)-Arg(NO2)-OMe (2), Thc-Fca-Gly-Gly-Tyr(Bzl)-Arg(NO2)-OMe (3), Thc-Fca-Gly-Gly-Tyr(Bzl)-Arg(NO2) OH (4), Boc-Fca-Gly-Gly-Arg(Mtr)Tyr-OMe (7), Thc-Fca-Gly-Gly-Arg(Mtr)-Tyr-OMe (8), Thc-Fca-Gly-Gly-Arg(Mtr)-Tyr-OH (9), Thc-Fca-Gly-Gly-Arg-Tyr-OH (10). The peptide is conjugated to the C-terminal side of Fca and compounds 4, 7-10 possess a thiostic acid linked to the N-terminal side of Fca in order to facilitate formation of thin films on gold substrates. Competitive inhibition towards papain was determined for Thc-Fca-Gly-Gly-Tyr(Bzl)-Arg(NO2)-OH (4), Thc-Fca-Gly-Gly-Arg(Mtr)-Tyr-OH (9) and Thc-Fca-Gly-Gly-Arg-Tyr-OH (10). The binding interaction between the peptide modified substrates and papain enzyme was studied using real-time surface plasmon resonance (SPR) imaging. Peptide 10 showed the stron-gest binding affinity to papain. Adsorption/desorption rate constants were k(a)=1.75 +/- 0.05 x 10(5)M(-1)s(-1) and k(d)= 2.90 +/- 0.05 x 10(-2) s(-1). Interactions of papain with Fca-peptide 10 were investigated by cyclic voltammetry. The interaction results were also verified by measuring the electrochemical response of the peptide-papain interaction as function of increasing enzyme concentration. A linear relationship was observed for papain concentration of up to 80 nM. Shifting to higher potentials as well as decrease in the overall signal intensity was observed. The detection limit was 4 x 10(-9) M.
机译：在本文中，提出了一种新的生物有机金属方法，该方法使用表面结合的二茂铁-肽共轭物检测蛋白质。具体而言，合成了一系列1'-氨基二茂铁-1-羧酸（二茂铁氨基酸，Fca）的肽结合物：Boc-Fca-Gly-Gly-Tyr（Bzl）-Arg（NO2）-OMe（2）， Thc-Fca-Gly-Gly-Tyr（Bzl）-Arg（NO2）-OMe（3），Thc-Fca-Gly-Gly-Tyr（Bzl）-Arg（NO2）OH（4），Boc-Fca-Gly -Gly-Arg（Mtr）Tyr-OMe（7），Thc-Fca-Gly-Gly-Arg（Mtr）-Tyr-OMe（8），Thc-Fca-Gly-Gly-Arg（Mtr）-Tyr-OH （9），Thc-Fca-Gly-Gly-Arg-Tyr-OH（10）。所述肽缀合至Fca的C端侧，并且化合物4、7-10具有与Fca的N端侧连接的硫代硫酸，以便于在金基底上形成薄膜。确定对Thc-Fca-Gly-Gly-Tyr（Bzl）-Arg（NO2）-OH（4），Thc-Fca-Gly-Gly-Arg（Mtr）-Tyr-OH（9）和木瓜蛋白酶的竞争抑制作用Thc-Fca-Gly-Gly-Arg-Tyr-OH（10）。使用实时表面等离振子共振（SPR）成像研究了肽修饰的底物和木瓜蛋白酶之间的结合相互作用。肽10显示出对木瓜蛋白酶的stron-gest结合亲和力。吸附/解吸速率常数为k（a）= 1.75 +/- 0.05 x 10（5）M（-1）s（-1）和k（d）= 2.90 +/- 0.05 x 10（-2）s（ -1）。通过循环伏安法研究木瓜蛋白酶与Fca肽10的相互作用。还通过测量肽-木瓜蛋白酶相互作用的电化学响应作为增加酶浓度的函数来验证相互作用结果。对于高达80 nM的木瓜蛋白酶浓度，观察到线性关系。观察到转移到更高的电位以及总信号强度的降低。检测限为4 x 10（-9）M。

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