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Diporphyrin tweezer for multichannel spectroscopic analysis of enantiomeric excess

Daniel T. Payne, Mandeep K. Chahal, Václav Březina, Whitney A. Webre, Katsuhiko Ariga, Francis D’Souza, Jan Labuta, Jonathan P. Hill

《化学科学与工程前沿（英文）》 2020年第14卷第1期页码 28-40 doi: 10.1007/s11705-019-1869-1

摘要： Chiral 1,1’-binaphthyl-linked diporphyrin ‘tweezers’ ( )- /( )- and the corresponding zinc(II) complexes ( )- /( )- were prepared as chiral host molecules, and their utility for chiral analyses (especially enantiomeric excess ( ) determinations) were evaluated. Tris(1- -dodecyl)porphyrins were used for the first time as the interacting units. Host capabilities of the diporphyrin tweezers were investigated by titrations with ( , )- and ( , )-cyclohexane-1,2-diamine (CHDA). The host molecules could be used as multichannel probes of by using UV-vis, circular dichroism (CD), fluorescence emission and H nuclear magnetic resonance ( H-NMR) methods. Chiral configurations could also be differentiated using CD or H-NMR spectroscopy. All three optical techniques give good resolution of with reasonable sensitivity considering the low concentrations used (ca. 10 mol·L ). The determination of CHDA enantiomers using NMR spectroscopy is also possible because of the reasonably well separated resonances in the case of ( , )- and ( , )-CHDA. Non-metallated ( )- /( )- hosts could not be used to detect chiral information in a strongly acidic chiral guest. This work demonstrates the utility of 1,1’-binapthyl-linked chiral hosts for chiral analysis of ditopically interacting enantiomers.

关键词： porphyrin dimer chirality enantiomeric excess CD fluorescence

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Synthesis and properties of tetrathiafulvalene-porphyrin assemblies

Meijiang LI, Rui HUANG, Changzhi WU, Hujin ZUO, Guoqiao LAI, Yongjia SHEN

《化学科学与工程前沿（英文）》 2011年第5卷第4期页码 422-428 doi: 10.1007/s11705-011-1124-x

摘要： Two donor-σ-acceptor molecular systems incorporating tetrathiafulvalene (TTF) and tetraphenylporphyrin (TPP) units, TTF-TPP ( ) and TTF-TPP-TTF ( ), were synthesized. Both and and their synthetic intermediates have been characterized by H nuclear magnetic resonance ( H NMR) and mass spectrography (MS). Their ultraviolet and visible spectroscopy (UV-Vis) and cyclic voltammetry (CV) showed negligible intramolecular charge transfer interaction in their ground states. Their fluorescence intensity was strongly quenched compared with TPP, which implied the photoinduced electron transfer occurred from the TTF unit to the TPP unit in the excited state. On the other hand, their fluorescence intensity could be modulated by sequential oxidation of the TTF unit using chemical methods, which exhibited their potential application in fluorescence molecular switch.

关键词： tetrathiafulvalene tetraphenylporphyrin dyad triad fluorescence molecular switch

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Synthesis of a new iron (III) porphyrin acrylate-styrene copolymer and its catalysis for hydroxylation

YU Hancheng, LI Xixian, HUANG Jinwang, JI Liangnian, CHEN Xianli

《化学科学与工程前沿（英文）》 2007年第1卷第1期页码 65-67 doi: 10.1007/s11705-007-0013-9

摘要： A new iron (III) porphyrin acrylate-styrene copolymer, P[(PorFe)A-S], was synthesized by the reaction of iron (III) porphyrin acrylate with styrene and characterized by UV-Vis, Infrared spectra (IR), inductively coupled plasma-atomic emission spectrometry (ICP) and molecular weight determination. Its catalytic activity in the hydroxylation of cyclohexane for model cytochrome P450 in the P[(PorFe)A-S]-O ascrobate-thiosalicylic acid system has been studied. It was found that the P[(PorFe)A-S] has a higher catalytic activity than non-supported iron (III) porphyrin and its high catalytic activity remained in reuse. The catalytic activity of P[(PorFe)A-S] was discussed in the view of the microenvironment of iron (III) porphyrin. It is proposed that the atalytic activity of the P[(PorFe)A-S] may be further enhanced by construction of a homophase catalytic system containing the iron (III) porphyrin acrylate-styrene copolymer.

关键词： plasma-atomic emission UV-Vis weight determination acrylate-styrene copolymer styrene

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一种新型葡激酶分子的设计基因构建表达纯化及性质研究

宋钢,于敏,莫炜,宋后燕

《中国工程科学》 2000年第2卷第11期页码 68-72

摘要：

在葡激酶构效关系的研究过程中发现，葡激酶易形成二聚体，甚至多聚体，不利于葡激酶的临床应用。为了探究聚合体的形成机制以研制不易聚合的新型葡激酶分子，在葡激酶X射线晶体衍射结构模型的基础上，采用分子对接软件GRAMM V1.03，以高分辨率整体对接方式预测了葡激酶二聚体可能的结合区。结合区主要有两种可能的形成方式，通过强疏水相互作用及氢键结合。根据模型设计了旨在降低聚合能力的葡激酶突变体RGD-Sak,将Fill置换为D111，并且改变K109为R109，恰好使分子中形成RGD结构，使新型分子还可能具有抑制血小板聚集作用。利用定点突变及DNA重组技术，构建了RGD-Sak基因，并利用大肠杆菌原核表达系统进行了高效表达。RGD-Sak以包涵体形式存在，包涵体经洗涤，8 mol/L尿素溶解，稀释复性，离子交换色谱一步分离得到电泳纯的RGD-Sak,纯度达95%以上，分子量与理论值相符，比活性5×10⁴HU/mg。RGD-Sak与纤溶酶形成的复合物催化纤溶酶原的Km、Kcat值分别为12.40 μmol/L、0.81 s^-1。RGD-Sak显示了很弱的聚合能力。此研究为研制防止二聚体形成的新型葡激酶分子打下了基础。

关键词：葡激酶二聚体分子对接分子设计定点突变