Conformational and Chiroptical Properties of Salicylamide-Based Peptidomimetics

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F24%3A39921931" target="_blank" >RIV/00216275:25310/24:39921931 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61989592:15310/24:73628770 RIV/60461373:22330/24:43930211

Výsledek na webu

<a href="https://www.mdpi.com/2073-8994/16/2/138" target="_blank" >https://www.mdpi.com/2073-8994/16/2/138</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.3390/sym16020138" target="_blank" >10.3390/sym16020138</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Conformational and Chiroptical Properties of Salicylamide-Based Peptidomimetics

Popis výsledku v původním jazyce

Optical rotation (OR), the most frequently used chiroptical method, is used for the characterization of newly synthesized or isolated compounds. Computational predictions of OR are, however, mainly used for the determination of the absolute configurations of chiral compounds, but they may also be used for the verification of conformational analysis results if the experimental values are known. Our computational study deals with the conformational analysis of flexible salicylamide-based peptidomimetics, starting with a conformation search, then a low-level ab initio preoptimization of the hundreds of conformations found, and, finally, a higher-level DFT optimization. For the resulting minima structures, Boltzmann populations were calculated, followed by OR calculations for all the populated conformers using the DFT method with various basis sets with diffuse functions. Weighted averages of the ORs were compared with experimental values, and the agreement, which ranged from excellent to moderate for various compounds, served as a verification of the conformational analysis results.

Název v anglickém jazyce

Conformational and Chiroptical Properties of Salicylamide-Based Peptidomimetics

Popis výsledku anglicky

Optical rotation (OR), the most frequently used chiroptical method, is used for the characterization of newly synthesized or isolated compounds. Computational predictions of OR are, however, mainly used for the determination of the absolute configurations of chiral compounds, but they may also be used for the verification of conformational analysis results if the experimental values are known. Our computational study deals with the conformational analysis of flexible salicylamide-based peptidomimetics, starting with a conformation search, then a low-level ab initio preoptimization of the hundreds of conformations found, and, finally, a higher-level DFT optimization. For the resulting minima structures, Boltzmann populations were calculated, followed by OR calculations for all the populated conformers using the DFT method with various basis sets with diffuse functions. Weighted averages of the ORs were compared with experimental values, and the agreement, which ranged from excellent to moderate for various compounds, served as a verification of the conformational analysis results.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10403 - Physical chemistry

Projekt

—

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2024

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Symmetry

ISSN

2073-8994

e-ISSN

2073-8994

Svazek periodika

16

Číslo periodika v rámci svazku

2

Stát vydavatele periodika

CH - Švýcarská konfederace

Počet stran výsledku

14

Strana od-do

138

Kód UT WoS článku

001172684800001

EID výsledku v databázi Scopus

2-s2.0-85185945331