Matches in DBpedia 2016-04 for { <http://dbpedia.org/resource/Anomeric_effect> ?p ?o }
Showing triples 1 to 83 of
83
with 100 triples per page.
- Anomeric_effect abstract "In organic chemistry, the anomeric effect or Edward-Lemieux effect is a stereoelectronic effect that describes the tendency of heteroatomic substituents adjacent to a heteroatom within a cyclohexane ring to prefer the axial orientation instead of the less hindered equatorial orientation that would be expected from steric considerations. This effect was originally observed in pyranose rings by J. T. Edward in 1955 when studying carbohydrate chemistry.The term \"anomeric effect\" was introduced in 1958. The name comes from the term used to designate the C-1 carbon of a pyranose, the anomeric carbon. Isomers that differ only in the configuration at the anomeric carbon are called anomers. The anomers of glucopyranose are diastereomers, with the beta anomer having an OH group pointing up equatorially, and the alpha anomer having that OH group pointing down axially.The anomeric effect can also be generalized to any cyclohexyl or linear system with the general formula C-Y-C-X, where Y is a heteroatom with one or more lone pairs, and X is an electronegative atom or group. The magnitude of the anomeric effect is estimated at about 1–2 kcal/mol in the case of sugars, but is different for every molecule.In the above case, the methoxy group on the cyclohexane ring (top) prefers the equatorial position. However, in the tetrahydropyran ring (bottom), the methoxy group prefers the axial position. This is because in the cyclohexane ring, Y= carbon, which is not a heteroatom, so the anomeric effect is not observed and sterics dominates the observed substituent position. In the tetrahydropyran ring, Y= oxygen, which is a heteroatom, so the anomeric effect contributes and stabilizes the observed substituent position. In both cases, X= OMe.The anomeric effect is most often observed when Y= oxygen, but can also be seen with other lone pair bearing heteroatoms in the ring, such as nitrogen, sulfur, and phosphorus.The exact method by which the anomeric effect causes stabilization is a point of controversy, and several hypotheses have been proposed to explain it.".
- Anomeric_effect thumbnail Glucoseab.png?width=300.
- Anomeric_effect wikiPageExternalLink anomeric-argument.
- Anomeric_effect wikiPageID "3901787".
- Anomeric_effect wikiPageLength "16450".
- Anomeric_effect wikiPageOutDegree "54".
- Anomeric_effect wikiPageRevisionID "701236273".
- Anomeric_effect wikiPageWikiLink Alkane_stereochemistry.
- Anomeric_effect wikiPageWikiLink Anomer.
- Anomeric_effect wikiPageWikiLink Atoms_in_molecules.
- Anomeric_effect wikiPageWikiLink Carbohydrate.
- Anomeric_effect wikiPageWikiLink Carbohydrate_chemistry.
- Anomeric_effect wikiPageWikiLink Carbohydrate_conformation.
- Anomeric_effect wikiPageWikiLink Category:Acetals.
- Anomeric_effect wikiPageWikiLink Category:Carbohydrate_chemistry.
- Anomeric_effect wikiPageWikiLink Category:Carbohydrates.
- Anomeric_effect wikiPageWikiLink Category:Physical_organic_chemistry.
- Anomeric_effect wikiPageWikiLink Conformational_isomerism.
- Anomeric_effect wikiPageWikiLink Cyclohexane.
- Anomeric_effect wikiPageWikiLink Cyclohexane_conformation.
- Anomeric_effect wikiPageWikiLink Diastereomer.
- Anomeric_effect wikiPageWikiLink Dimethoxymethane.
- Anomeric_effect wikiPageWikiLink Dipole.
- Anomeric_effect wikiPageWikiLink Electronegativity.
- Anomeric_effect wikiPageWikiLink Electrostatics.
- Anomeric_effect wikiPageWikiLink Gauche_effect.
- Anomeric_effect wikiPageWikiLink Heteroatom.
- Anomeric_effect wikiPageWikiLink Hyperconjugation.
- Anomeric_effect wikiPageWikiLink Intramolecular_force.
- Anomeric_effect wikiPageWikiLink Koenigs–Knorr_reaction.
- Anomeric_effect wikiPageWikiLink Lone_pair.
- Anomeric_effect wikiPageWikiLink Monosaccharide.
- Anomeric_effect wikiPageWikiLink Organic_chemistry.
- Anomeric_effect wikiPageWikiLink Pyranose.
- Anomeric_effect wikiPageWikiLink Raymond_Lemieux.
- Anomeric_effect wikiPageWikiLink Solvent.
- Anomeric_effect wikiPageWikiLink Sophorolipid.
- Anomeric_effect wikiPageWikiLink Stereoelectronic_effect.
- Anomeric_effect wikiPageWikiLink Steric_effects.
- Anomeric_effect wikiPageWikiLink Substituent.
- Anomeric_effect wikiPageWikiLink Tetrahydropyran.
- Anomeric_effect wikiPageWikiLink File:Conformations_of_methoxyTHP.png.
- Anomeric_effect wikiPageWikiLink File:Ester_conformers.png.
- Anomeric_effect wikiPageWikiLink File:Glucoseab.png.
- Anomeric_effect wikiPageWikiLink File:Methoxyintro.png.
- Anomeric_effect wikiPageWikiLink File:Newman_projection_linear_anomeric_effect.png.
- Anomeric_effect wikiPageWikiLink File:Reverseanomeric.png.
- Anomeric_effect wikiPageWikiLink File:Sigma*_Orbital.png.
- Anomeric_effect wikiPageWikiLink File:Spirofinal.png.
- Anomeric_effect wikiPageWikiLink File:THPOH-dipoles.png.
- Anomeric_effect wikiPageWikiLink File:Wikinaturalproducts.png.
- Anomeric_effect wikiPageWikiLinkText "Anomeric effect".
- Anomeric_effect wikiPageWikiLinkText "anomeric configuration".
- Anomeric_effect wikiPageWikiLinkText "anomeric effect".
- Anomeric_effect wikiPageWikiLinkText "anomeric".
- Anomeric_effect subject Category:Acetals.
- Anomeric_effect subject Category:Carbohydrate_chemistry.
- Anomeric_effect subject Category:Carbohydrates.
- Anomeric_effect subject Category:Physical_organic_chemistry.
- Anomeric_effect hypernym Effect.
- Anomeric_effect type Biomolecule.
- Anomeric_effect type Disease.
- Anomeric_effect type Group.
- Anomeric_effect type Acetal.
- Anomeric_effect type Biomolecule.
- Anomeric_effect type Carbohydrate.
- Anomeric_effect type Ether.
- Anomeric_effect type Group.
- Anomeric_effect type Nutrient.
- Anomeric_effect comment "In organic chemistry, the anomeric effect or Edward-Lemieux effect is a stereoelectronic effect that describes the tendency of heteroatomic substituents adjacent to a heteroatom within a cyclohexane ring to prefer the axial orientation instead of the less hindered equatorial orientation that would be expected from steric considerations. This effect was originally observed in pyranose rings by J. T.".
- Anomeric_effect label "Anomeric effect".
- Anomeric_effect sameAs Q567574.
- Anomeric_effect sameAs Anomerer_Effekt.
- Anomeric_effect sameAs Efecto_anomérico.
- Anomeric_effect sameAs Anomeerinen_efekti.
- Anomeric_effect sameAs Effetto_anomerico.
- Anomeric_effect sameAs アノマー効果.
- Anomeric_effect sameAs m.0b5_0s.
- Anomeric_effect sameAs Q567574.
- Anomeric_effect sameAs 端基异构效应.
- Anomeric_effect wasDerivedFrom Anomeric_effect?oldid=701236273.
- Anomeric_effect depiction Glucoseab.png.
- Anomeric_effect isPrimaryTopicOf Anomeric_effect.