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- NIH_shift abstract "An NIH shift is a chemical rearrangement where a hydrogen atom on an aromatic ring undergoes an intramolecular migration primarily during a hydroxylation reaction. This process is also known as a 1,2-hydride shift. These shifts are often studied and observed by isotopic labeling. An example of an NIH shift is shown below:In this example, a hydrogen atom has been isotopically labeled using deuterium (shown in red). As the hydroxylase adds a hydroxyl (the −OH group), the labeled site shifts one position around the aromatic ring relative to the stationary methyl group (−CH3).Several hydroxylase enzymes are believed to incorporate an NIH shift in their mechanism, including 4-hydroxyphenylpyruvate dioxygenase and the tetrahydrobiopterin dependent hydroxylases. The name NIH shift arises from the US National Institutes of Health from where studies first reported observing this transformation.".
- NIH_shift thumbnail Gen_NIH_shift.png?width=300.
- NIH_shift wikiPageID "4535333".
- NIH_shift wikiPageLength "1908".
- NIH_shift wikiPageOutDegree "15".
- NIH_shift wikiPageRevisionID "556951068".
- NIH_shift wikiPageWikiLink 4-Hydroxyphenylpyruvate_dioxygenase.
- NIH_shift wikiPageWikiLink 4-hydroxyphenylpyruvate_dioxygenase.
- NIH_shift wikiPageWikiLink Category:Enzymes.
- NIH_shift wikiPageWikiLink Category:Posttranslational_modification.
- NIH_shift wikiPageWikiLink Category:Reaction_mechanisms.
- NIH_shift wikiPageWikiLink Deuterium.
- NIH_shift wikiPageWikiLink Hydrogen.
- NIH_shift wikiPageWikiLink Hydroxyl.
- NIH_shift wikiPageWikiLink Hydroxylase.
- NIH_shift wikiPageWikiLink Hydroxylation.
- NIH_shift wikiPageWikiLink Intramolecular.
- NIH_shift wikiPageWikiLink Intramolecular_reaction.
- NIH_shift wikiPageWikiLink Isotopic_labeling.
- NIH_shift wikiPageWikiLink Methyl_group.
- NIH_shift wikiPageWikiLink National_Institutes_of_Health.
- NIH_shift wikiPageWikiLink Tetrahydrobiopterin.
- NIH_shift wikiPageWikiLink File:Gen_NIH_shift.png.
- NIH_shift wikiPageWikiLinkText "NIH shift".
- NIH_shift hasPhotoCollection NIH_shift.
- NIH_shift wikiPageUsesTemplate Template:Cite_journal.
- NIH_shift subject Category:Enzymes.
- NIH_shift subject Category:Posttranslational_modification.
- NIH_shift subject Category:Reaction_mechanisms.
- NIH_shift hypernym Rearrangement.
- NIH_shift type Reaction.
- NIH_shift comment "An NIH shift is a chemical rearrangement where a hydrogen atom on an aromatic ring undergoes an intramolecular migration primarily during a hydroxylation reaction. This process is also known as a 1,2-hydride shift. These shifts are often studied and observed by isotopic labeling. An example of an NIH shift is shown below:In this example, a hydrogen atom has been isotopically labeled using deuterium (shown in red).".
- NIH_shift label "NIH shift".
- NIH_shift sameAs m.0c7n52.
- NIH_shift sameAs Q6954318.
- NIH_shift sameAs Q6954318.
- NIH_shift sameAs NIH重排反应.
- NIH_shift wasDerivedFrom NIH_shift?oldid=556951068.
- NIH_shift depiction Gen_NIH_shift.png.
- NIH_shift isPrimaryTopicOf NIH_shift.