Phosphane-Pyridine Iron Complexes: Synthesis, Characterization and Application in Reductive Amination through the Hydrosilylation Reaction

2012 ◽  
Vol 2012 (22) ◽  
pp. 3546-3550 ◽  
Author(s):  
Hassen Jaafar ◽  
Haoquan Li ◽  
Luis C. Misal Castro ◽  
Jianxia Zheng ◽  
Thierry Roisnel ◽  
...  
Keyword(s):  
Reductive Amination ◽  
Iron Complexes ◽  
Hydrosilylation Reaction

A One-Step Preparation of Tetradentate Ligands with Nitrogen and Phosphorus Donors by Reductive Amination and Representative Iron Complexes

2020 ◽  
Vol 59 (15) ◽  
pp. 11041-11053
Author(s):  
Matthew V. Gradiski ◽  
Ali Nemati Kharat ◽  
Maegan S. E. Ong ◽  
Alan J. Lough ◽  
Samantha A. M. Smith ◽  
...  
Keyword(s):  
Reductive Amination ◽  
Iron Complexes ◽  
Nitrogen And Phosphorus ◽  
Tetradentate Ligands ◽  
One Step

Selective Functionalization at N2-Position of Guanine in Oligonucleotides via Reductive Amination

2020 ◽  
Author(s):  
Bapurao Bhoge ◽  
Ishu Saraogi
Keyword(s):  
Organic Chemistry ◽  
Chemical Biology ◽  
Reductive Amination ◽  
The Other ◽  
Dna Oligomers ◽  
Site Specific ◽  
Wide Applicability ◽  
Dna Oligonucleotides ◽  
Selective Functionalization

Chemo- and site-specific modifications in oligonucleotides have wide applicability as mechanistic probes in chemical biology. Here we have employed a classical reaction in organic chemistry, reductive amination, to selectively functionalize the N<sup>2</sup>-amine of guanine/2’-deoxyguanine monophosphate. This method specifically modifies guanine in several tested DNA oligonucleotides, while leaving the other bases unaffected. Using this approach, we have successfully incorporated desired handles chemoselectively into DNA oligomers.

Bringing Biocatalysis into the Deuteration Toolbox

2019 ◽  
Author(s):  
Jack Rowbotham ◽  
Oliver Lenz ◽  
Holly Reeve ◽  
Kylie Vincent
Keyword(s):  
Late Stage ◽  
Hydrogen Isotope ◽  
Reductive Amination ◽  
Mechanistic Studies ◽  
Ambient Conditions ◽  
Synthetic Pathway ◽  
Drug Candidates ◽  
Isotopic Selectivity ◽  
Reducing Equivalents

<p></p><p>Chemicals labelled with the heavy hydrogen isotope deuterium (<sup>2</sup>H) have long been used in chemical and biochemical mechanistic studies, spectroscopy, and as analytical tracers. More recently, demonstration of selectively deuterated drug candidates that exhibit advantageous pharmacological traits has spurred innovations in metal-catalysed <sup>2</sup>H insertion at targeted sites, but asymmetric deuteration remains a key challenge. Here we demonstrate an easy-to-implement biocatalytic deuteration strategy, achieving high chemo-, enantio- and isotopic selectivity, requiring only <sup>2</sup>H<sub>2</sub>O (D<sub>2</sub>O) and unlabelled dihydrogen under ambient conditions. The vast library of enzymes established for NADH-dependent C=O, C=C, and C=N bond reductions have yet to appear in the toolbox of commonly employed <sup>2</sup>H-labelling techniques due to requirements for suitable deuterated reducing equivalents. By facilitating transfer of deuterium atoms from <sup>2</sup>H<sub>2</sub>O solvent to NAD<sup>+</sup>, with H<sub>2</sub> gas as a clean reductant, we open up biocatalysis for asymmetric reductive deuteration as part of a synthetic pathway or in late stage functionalisation. We demonstrate enantioselective deuteration via ketone and alkene reductions and reductive amination, as well as exquisite chemo-control for deuteration of compounds with multiple unsaturated sites.</p><p></p>

ДИНИТРОЗИЛЬНЫЕ КОМПЛЕКСЫ ЖЕЛЕЗА C ТИОЛСОДЕРЖАЩИМИ ЛИГАНДАМИ ПРЕДСТАВЛЕНЫ В ЖИВЫХ ОРГАНИЗМАХ В ОСНОВНОМ ИХ БИЯДЕРНОЙ ФОРМОЙ

2020 ◽  
Vol 65 (6) ◽  
pp. 1142-1153
Author(s):  
В.Д. Микоян ◽  
◽  
Е.Н. Бургова ◽  
Р.Р. Бородулин ◽  
А.Ф. Ванин ◽  
...  
Keyword(s):  
Electron Paramagnetic Resonance ◽  
Sodium Nitrite ◽  
Iron Complexes ◽  
Paramagnetic Resonance ◽  
First Case ◽  
Dinitrosyl Iron ◽  
Electron Paramagnetic ◽  
Dinitrosyl Complexes

The number of mononitrosyl iron complexes with diethyldithiocarbamate, formed in the liver of mice in vivo and in vitro after intraperitoneal injection of binuclear dinitrosyl iron complexes with N-acetyl-L-cysteine or glutathione, S-nitrosoglutathione, sodium nitrite or the vasodilating drug Isoket® was assessed by electron paramagnetic resonance (EPR). The number of the said complexes, in contrast to the complexes, formed after nitrite or Isoket administration, the level of which sharply increased after treatment of liver preparations with a strong reducing agent - dithionite, did not change in the presence of dithionite. It was concluded that, in the first case, EPR-detectable mononitrosyl iron complexes with diethyldithiocarbamate in the absence and presence of dithionite appeared as a result of the reaction of NO formed from nitrite with Fe2+-dieth- yldithiocarbamate and Fe3+-diethyldithiocarbamate complexes, respectively. In the second case, mononitrosyl iron complexes with diethyldithiocarbamate appeared as a result of the transition of iron-mononitosyl fragments from ready-made iron-dinitrosyl groups of binuclear dinitrosyl complexes, which is three to four times higher than the content of the mononuclear form of these complexes in the tissue...

Effect of Dinitrosyl Iron Complexes (NO Donors) on the Metabolic Processes of Human Fibroblasts

2018 ◽  
Vol 483 (4) ◽  
pp. 452-456
Author(s):  
A. Gizatullin ◽  
◽  
N. Akent'eva ◽  
N. Sanina ◽  
N. Shmatko ◽  
...  
Keyword(s):  
Human Fibroblasts ◽  
Iron Complexes ◽  
Dinitrosyl Iron Complexes ◽  
Metabolic Processes ◽  
No Donors ◽  
Dinitrosyl Iron

Recent Advances in Reductive Amination Catalysis and Its Applications

2015 ◽  
Vol 19 (11) ◽  
pp. 1021-1049 ◽  
Author(s):  
Heshmatollah Alinezhad ◽  
Hossein Yavari ◽  
Fatemeh Salehian
Keyword(s):  
Reductive Amination ◽  
Recent Advances

The Influence of the Nature of the Ligand on the Antitumor Activity and Cytotoxic Effect of Binuclear Dinitrosyl Iron Complexes

BIOPHYSICS ◽  
2020 ◽  
Vol 65 (5) ◽  
pp. 863-868
Author(s):  
A. F. Vanin ◽  
L. A. Ostrovskaya ◽  
D. B. Korman ◽  
E. I. Nekrasova ◽  
O. O. Riabaya ◽  
...  
Keyword(s):  
Antitumor Activity ◽  
Cytotoxic Effect ◽  
Iron Complexes ◽  
Dinitrosyl Iron Complexes ◽  
Dinitrosyl Iron
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