Determination of conformation and relative configuration of a small, rapidly tumbling molecule in solution by combined application of NOESY and restrained MD calculations

1992 ◽  
Vol 114 (9) ◽  
pp. 3272-3277 ◽  
Author(s):  
Michael Reggelin ◽  
Holger Hoffmann ◽  
Matthias Koeck ◽  
Dale F. Mierke
Keyword(s):  
Relative Configuration ◽  
Combined Application ◽  
Restrained Md

scholarly journals Synthesis of aminal-type Lilium candidum alkaloids and lilaline; determination of their relative configuration by the concerted use of NMR spectroscopy and DFT conformational analysis

Tetrahedron ◽  
2020 ◽  
pp. 131827
Author(s):  
Sándor Nagy ◽  
Áron Szigetvári ◽  
Viktor Ilkei ◽  
Balázs Krámos ◽  
Zoltán Béni ◽  
...  
Keyword(s):  
Nmr Spectroscopy ◽  
Conformational Analysis ◽  
Relative Configuration

Determination of Relative Configuration in Organic Compounds by NMR Spectroscopy and Computational Methods

ChemInform ◽  
2007 ◽  
Vol 38 (50) ◽  
Author(s):  
Giuseppe Bifulco ◽  
Paolo Dambruoso ◽  
Luigi Gomez-Paloma ◽  
Raffaele Riccio
Keyword(s):  
Nmr Spectroscopy ◽  
Organic Compounds ◽  
Computational Methods ◽  
Relative Configuration

Determination of the Relative Configuration of β-Amino Acid Esters Based on Residual Dipolar Couplings

2015 ◽  
Vol 2015 (31) ◽  
pp. 6801-6805 ◽  
Author(s):  
Thomas Niklas ◽  
Christian Steinmetzger ◽  
Weiping Liu ◽  
Daniel Zell ◽  
Dietmar Stalke ◽  
...  
Keyword(s):  
Amino Acid ◽  
Residual Dipolar Couplings ◽  
Dipolar Couplings ◽  
Amino Acid Esters ◽  
Relative Configuration ◽  
Acid Esters

scholarly journals The use of carbonyl group anisotropy effect in determination of the relative configuration of carbapenams

ARKIVOC ◽  
2014 ◽  
Vol 2014 (3) ◽  
pp. 143-153 ◽  
Author(s):  
Olga Staszewska-Krajewska ◽  
Wojciech Bocian ◽  
Magdalena Maciejko ◽  
Piotr Szcześniak ◽  
Krzysztof Szymczak ◽  
...  
Keyword(s):  
Carbonyl Group ◽  
Relative Configuration ◽  
Anisotropy Effect

scholarly journals In Silico Modeling of Spirolides and Gymnodimines: Determination of S Configuration at Butenolide Ring Carbon C-4

Toxins ◽  
2020 ◽  
Vol 12 (11) ◽  
pp. 685
Author(s):  
Christian Zurhelle ◽  
Tilmann Harder ◽  
Urban Tillmann ◽  
Jan Tebben
Keyword(s):  
In Silico ◽  
Density Functional ◽  
Nuclear Overhauser Effect ◽  
Resonance Spectroscopy ◽  
Functional Theory ◽  
Relative Configuration ◽  
Overhauser Effect ◽  
In Silico Modeling ◽  
Nuclear Overhauser

Only few naturally occurring cyclic imines have been fully structurally elucidated or synthesized to date. The configuration at the C-4 carbon plays a pivotal role in the neurotoxicity of many of these metabolites, for example, gymnodomines (GYMs) and spirolides (SPXs). However, the stereochemistry at this position is not accessible by nuclear Overhauser effect—nuclear magnetic resonance spectroscopy (NOE-NMR) due to unconstrained rotation of the single carbon bond between C-4 and C-5. Consequently, the relative configuration of GYMs and SPXs at C-4 and its role in protein binding remains elusive. Here, we determined the stereochemical configuration at carbon C-4 in the butenolide ring of spirolide- and gymnodimine-phycotoxins by comparison of measured 13C NMR shifts with values obtained in silico using force field, semiempirical and density functional theory methods. This comparison demonstrated that modeled data support S configuration at C-4 for all studied SPXs and GYMs, suggesting a biosynthetically conserved relative configuration at carbon C-4 among these toxins.

Determination of relative configuration of symmetrical bis-Tröger’s base derivatives

2011 ◽  
Vol 996 (1-3) ◽  
pp. 69-74 ◽  
Author(s):  
Bohumil Dolenský ◽  
Václav Parchaňský ◽  
Pavel Matějka ◽  
Martin Havlík ◽  
Petr Bouř ◽  
...  
Keyword(s):  
Relative Configuration ◽  
Troger's Base
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