NMR spectroscopic detection of chirality and enantiopurity in referenced systems without formation of diastereomers

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11320%2F13%3A10173463" target="_blank" >RIV/00216208:11320/13:10173463 - isvavai.cz</a>

Alternative codes found

RIV/00216224:14740/13:00069288

Result on the web

<a href="http://dx.doi.org/10.1038/ncomms3188" target="_blank" >http://dx.doi.org/10.1038/ncomms3188</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1038/ncomms3188" target="_blank" >10.1038/ncomms3188</a>

Result language

angličtina

Original language name

NMR spectroscopic detection of chirality and enantiopurity in referenced systems without formation of diastereomers

Original language description

Enantiomeric excess of chiral compounds is a key parameter that determines their activity or therapeutic action. The current paradigm for rapid measurement of enantiomeric excess using NMR is based on the formation of diastereomeric complexes between thechiral analyte and a chiral resolving agent, leading to (at least) two species with no symmetry relationship. Here we report an effective method of enantiomeric excess determination using a symmetrical achiral molecule as the resolving agent, which is based on the complexation with analyte (in the fast exchange regime) without the formation of diastereomers. The use of N, N'-disubstituted oxoporphyrinogen as the resolving agent makes this novel method extremely versatile, and appropriate for various chiral analytes including carboxylic acids, esters, alcohols and protected amino acids using the same achiral molecule. The model of sensing mechanism exhibits a fundamental linear response between enantiomeric excess and the observed magni

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CF - Physical chemistry and theoretical chemistry

OECD FORD branch

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Project

Result was created during the realization of more than one project. More information in the Projects tab.

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Publication year

2013

Confidentiality

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

Name of the periodical

Nature Communications

ISSN

2041-1723

e-ISSN

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Volume of the periodical

4

Issue of the periodical within the volume

Jul 2013

Country of publishing house

GB - UNITED KINGDOM

Number of pages

8

Pages from-to

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UT code for WoS article

000323716600024

EID of the result in the Scopus database

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