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

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About: NMR spectroscopic detection of chirality and enantiopurity in referenced systems without formation of diastereomers Goto Sponge NotDistinct Permalink

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Attributes	Values
rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
rdfs:seeAlso	http://www.nature.com/ncomms/2013/130717/ncomms3188/full/ncomms3188.html
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 the chiral 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. 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 the chiral 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. (en)
Title	NMR spectroscopic detection of chirality and enantiopurity in referenced systems without formation of diastereomers NMR spectroscopic detection of chirality and enantiopurity in referenced systems without formation of diastereomers (en)
skos:prefLabel	NMR spectroscopic detection of chirality and enantiopurity in referenced systems without formation of diastereomers NMR spectroscopic detection of chirality and enantiopurity in referenced systems without formation of diastereomers (en)
skos:notation	RIV/00216224:14740/13:00069288!RIV14-MSM-14740___
http://linked.open...avai/riv/aktivita	P
http://linked.open...avai/riv/aktivity	P(ED1.1.00/02.0068), P(GAP205/10/0228), P(ME10149)
http://linked.open...iv/cisloPeriodika	July
http://linked.open...vai/riv/dodaniDat	2014
http://linked.open...aciTvurceVysledku	Šikorský, Tomáš
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Masarykova univerzita / Středoevropský technologický institut
http://linked.open...dnocenehoVysledku	91852
http://linked.open...ai/riv/idVysledku	RIV/00216224:14740/13:00069288
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	ENANTIOMERIC EXCESS; ABSOLUTE-CONFIGURATION; MOLECULAR RECOGNITION; PORPHYRIN; ACID; AMPLIFICATION; COMPLEXES; MECHANISM; ALCOHOLS; MEMORY (en)
http://linked.open.../riv/klicoveSlovo	ABSOLUTE-CONFIGURATION ENANTIOMERIC EXCESS MEMORY MOLECULAR RECOGNITION PORPHYRIN ACID ALCOHOLS COMPLEXES MECHANISM AMPLIFICATION
http://linked.open...odStatuVydavatele	GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV	[533931200BCB]
http://linked.open...i/riv/nazevZdroje	NATURE COMMUNICATIONS
http://linked.open...in/vavai/riv/obor	CE
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	9 (xsd:int)
http://linked.open...vavai/riv/projekt	Central european institute of technology Structure and Dynaics of Bioinorganic Complexes Theoretical calculations of the interaction and properties of the transition metal complexes with biomolecules.
http://linked.open...UplatneniVysledku	2013
http://linked.open...v/svazekPeriodika	4
http://linked.open...iv/tvurceVysledku	Burda, Jaroslav Futera, Zdeněk Ariga, Katsuhiko Hill, Jonathan P. Ishihara, Shinsuke Labuta, Jan Šikorský, Tomáš Hanyková, Lenka Shundo, Atsuomi
http://linked.open...ain/vavai/riv/wos	000323716600024
issn	2041-1723
number of pages	8 (xsd:int)
http://bibframe.org/vocab/doi	10.1038/ncomms3188
http://localhost/t...ganizacniJednotka	14740

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