Determination of the Optimal Cell-Penetrating Peptide Sequence for Intestinal Insulin Delivery Based on Molecular Orbital Analysis with Self-Organizing Maps

2013 ◽  
Vol 102 (2) ◽  
pp. 469-479 ◽  
Author(s):  
Noriyasu Kamei ◽  
Shingo Kikuchi ◽  
Mariko Takeda-Morishita ◽  
Yoshiaki Terasawa ◽  
Akihito Yasuda ◽  
...  
Keyword(s):  
Molecular Orbital ◽  
Insulin Delivery ◽  
Peptide Sequence ◽  
Cell Penetrating Peptide ◽  
Self Organizing Maps ◽  
Cell Penetrating ◽  
Molecular Orbital Analysis ◽  
Orbital Analysis ◽  
Self Organizing

Effect of the intramolecular hydrogen bond in the active metabolite analogs of leflunomide for blocking the Plasmodium falciparum dihydroorotate dehydrogenase enzyme: QTAIM, NBO, and docking study

2020 ◽  
Vol 16 ◽  
Author(s):  
Reihaneh Heidarian ◽  
Mansoureh Zahedi-Tabrizi
Keyword(s):  
Hydrogen Bond ◽  
Plasmodium Falciparum ◽  
Molecular Orbital ◽  
Intramolecular Hydrogen Bond ◽  
Active Metabolite ◽  
Chemical Hardness ◽  
Dihydroorotate Dehydrogenase ◽  
Molecular Orbital Analysis ◽  
Intramolecular Hydrogen ◽  
Orbital Analysis

: Leflunomide (LFM) and its active metabolite, teriflunomide (TFM), have drawn a lot of attention for their anticancer activities, treatment of rheumatoid arthritis and malaria due to their capability to inhibit dihydroorotate dehydrogenase (DHODH) and Plasmodium falciparum dihydroorotate dehydrogenase (PfDHODH) enzyme. In this investigation, the strength of intramolecular hydrogen bond (IHB) in five analogs of TFM (ATFM) has been analyzed employing density functional theory (DFT) using B3LYP/6-311++G (d, p) level and molecular orbital analysis in the gas phase and water solution. A detailed electronic structure study has been performed using the quantum theory of atoms in molecules (QTAIM) and the hydrogen bond energies (EHB) of stable conformer obtained in the range of 76-97 kJ/mol, as a medium hydrogen bond. The effect of substitution on the IHB nature has been studied by natural bond orbital analysis (NBO). 1H NMR calculations show an upward trend in the proton chemical shift of the enolic proton in the chelated ring (14.5 to 15.7ppm) by increasing the IHB strength. All the calculations confirmed the strongest IHB in 5-F-ATFM and the weakest IHB in 2-F-ATFM. Molecular orbital analysis, including the HOMO-LUMO gap and chemical hardness, was performed to compare the reactivity of inhibitors. Finally, molecular docking analysis was carried out to identify the potency of inhibition of these compounds against PfDHODH enzyme.

UPS Study of [2,2] (2,5)Furanophane and [2,2] (2,5)Thiophenophane Evidence Regarding the Importance of Through Bond and Through Space Interactions

1978 ◽  
Vol 33 (8) ◽  
pp. 959-963 ◽  
Author(s):  
Fernando Bernardi ◽  
Andrea Bottoni ◽  
Francesco Paolo Colonna ◽  
Giuseppe Distefano ◽  
Ugo Folli ◽  
...  
Keyword(s):  
Molecular Orbital ◽  
Photoelectron Spectra ◽  
Molecular Orbital Analysis ◽  
Orbital Analysis

The ultraviolet photoelectron spectra of [2,2](2,5)furanophane (FUPH) and [2,2](2,5)thiophenophane (THPH) have been analyzed on the basis of a perturbational molecular orbital analysis, by comparison with CNDO/2 computations and by correlating them with the spectra of related molecules. Through space and through bond interactions between the two heteroaromatic rings are shown to be important in determining the ordering of the outermost MO’s in this class of compounds.

Overcoming oral insulin delivery barriers: application of cell penetrating peptide and silica-based nanoporous composites

2013 ◽  
Vol 7 (1) ◽  
pp. 9-19 ◽  
Author(s):  
Huining He ◽  
Junxiao Ye ◽  
Jianyong Sheng ◽  
Jianxin Wang ◽  
Yongzhuo Huang ◽  
...  
Keyword(s):  
Insulin Delivery ◽  
Cell Penetrating Peptide ◽  
Oral Insulin ◽  
Cell Penetrating

Understanding the mechanism of the addition of organomagnesium reagents to 2-hydroxypropanal: An ab initio molecular orbital analysis

1997 ◽  
Vol 65 (5) ◽  
pp. 719-728 ◽  
Author(s):  
M�nica Oliva ◽  
Vicent S. Safont ◽  
Juan Andr�s ◽  
Raquel Castillo ◽  
Vicente Moliner
Keyword(s):  
Ab Initio ◽  
Molecular Orbital ◽  
Molecular Orbital Analysis ◽  
Orbital Analysis
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