Matches in SemOpenAlex for { <https://semopenalex.org/work/W2092308178> ?p ?o ?g. }
Showing items 1 to 82 of
82
with 100 items per page.
- W2092308178 endingPage "527" @default.
- W2092308178 startingPage "517" @default.
- W2092308178 abstract "The hydroxylation of a variety of specifically deuterated aromatic substrates by liver microsomes has been investigated. Labeled substrates which cannot readily ionize by loss of a proton from the ring substituent display deuterium retentions varying from 40 to 64% upon hydroxylation at the ring position bearing the isotopic label. These substrates include compounds with either electron-donating or electron attracting substituents (anisole-4-2H, diphenyl ether-4-2H, biphenyl-4-2H, N-methyl-N-(phenyl-4-2H)-benzenesulfonamide, toluene-4-2H, fluorobenzene-4-2H, chlorobromobenzene-4-2H, benzonitrile-4-2H, benzamide-4-2H, and nitrobenzene-4-2H). Substrates that can, however, ionize by loss of a proton from the ring substituent exhibit lower retentions ranging from 0 to 30% at pH 8. This class of compounds includes phenols such as salicylic-5-2H acid, aniline-4-2H, N-(phenyl-4-2H)-benzenesulfonamide, and various N-acylanilines-4-2H. As the acidity of the amide hydrogen increases in the acylanilines, migration and retention of deuterium decreases. A mechanism is presented which accommodates the retention values observed for both classes of substrates. The degree of retention for acetanilide-4-2H is strongly dependent upon the pH of the incubating medium ranging from 21 (pH 10) to 44% (pH 6). N-(Phenyl-4-2H)-benzamide shows a similar pH dependence whereas nonionizable substrates (biphenyl-4-2H or anisole-4-2H) do not display this dependence. The relative reactivity of the substrates studied toward the microsomal hydroxylating system correlates well with their reactivity toward chemical reagents which cause electrophilic substitution: i.e., reactive or electron-rich rings act as the best substrates. In chemical terms, the microsomal hydroxylating system acts as though it is a weak, selective electrophile." @default.
- W2092308178 created "2016-06-24" @default.
- W2092308178 creator A5005748301 @default.
- W2092308178 creator A5033483377 @default.
- W2092308178 creator A5037441645 @default.
- W2092308178 date "1968-11-01" @default.
- W2092308178 modified "2023-09-27" @default.
- W2092308178 title "Migration of deuterium during hydroxylation of aromatic substrates by liver microsomes: I. Influence of ring substituents" @default.
- W2092308178 cites W139054711 @default.
- W2092308178 cites W1969146976 @default.
- W2092308178 cites W1990613768 @default.
- W2092308178 cites W1994647996 @default.
- W2092308178 cites W1997570367 @default.
- W2092308178 cites W2002702307 @default.
- W2092308178 cites W2010095813 @default.
- W2092308178 cites W2057392991 @default.
- W2092308178 cites W2057903494 @default.
- W2092308178 cites W2066869625 @default.
- W2092308178 cites W2073741743 @default.
- W2092308178 cites W2077279226 @default.
- W2092308178 cites W2092083452 @default.
- W2092308178 cites W2328326216 @default.
- W2092308178 cites W2336452359 @default.
- W2092308178 cites W2421681211 @default.
- W2092308178 doi "https://doi.org/10.1016/0003-9861(68)90059-3" @default.
- W2092308178 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/5698035" @default.
- W2092308178 hasPublicationYear "1968" @default.
- W2092308178 type Work @default.
- W2092308178 sameAs 2092308178 @default.
- W2092308178 citedByCount "91" @default.
- W2092308178 countsByYear W20923081782014 @default.
- W2092308178 countsByYear W20923081782016 @default.
- W2092308178 countsByYear W20923081782019 @default.
- W2092308178 countsByYear W20923081782022 @default.
- W2092308178 crossrefType "journal-article" @default.
- W2092308178 hasAuthorship W2092308178A5005748301 @default.
- W2092308178 hasAuthorship W2092308178A5033483377 @default.
- W2092308178 hasAuthorship W2092308178A5037441645 @default.
- W2092308178 hasConcept C122085161 @default.
- W2092308178 hasConcept C155647269 @default.
- W2092308178 hasConcept C161790260 @default.
- W2092308178 hasConcept C178790620 @default.
- W2092308178 hasConcept C181199279 @default.
- W2092308178 hasConcept C185592680 @default.
- W2092308178 hasConcept C2776404417 @default.
- W2092308178 hasConcept C2778689049 @default.
- W2092308178 hasConcept C2781109383 @default.
- W2092308178 hasConcept C71240020 @default.
- W2092308178 hasConcept C75473681 @default.
- W2092308178 hasConceptScore W2092308178C122085161 @default.
- W2092308178 hasConceptScore W2092308178C155647269 @default.
- W2092308178 hasConceptScore W2092308178C161790260 @default.
- W2092308178 hasConceptScore W2092308178C178790620 @default.
- W2092308178 hasConceptScore W2092308178C181199279 @default.
- W2092308178 hasConceptScore W2092308178C185592680 @default.
- W2092308178 hasConceptScore W2092308178C2776404417 @default.
- W2092308178 hasConceptScore W2092308178C2778689049 @default.
- W2092308178 hasConceptScore W2092308178C2781109383 @default.
- W2092308178 hasConceptScore W2092308178C71240020 @default.
- W2092308178 hasConceptScore W2092308178C75473681 @default.
- W2092308178 hasIssue "2" @default.
- W2092308178 hasLocation W20923081781 @default.
- W2092308178 hasLocation W20923081782 @default.
- W2092308178 hasOpenAccess W2092308178 @default.
- W2092308178 hasPrimaryLocation W20923081781 @default.
- W2092308178 hasRelatedWork W1489684700 @default.
- W2092308178 hasRelatedWork W1534843047 @default.
- W2092308178 hasRelatedWork W1965525754 @default.
- W2092308178 hasRelatedWork W2007757346 @default.
- W2092308178 hasRelatedWork W2065114656 @default.
- W2092308178 hasRelatedWork W2084551820 @default.
- W2092308178 hasRelatedWork W2086068589 @default.
- W2092308178 hasRelatedWork W2097014657 @default.
- W2092308178 hasRelatedWork W2564514893 @default.
- W2092308178 hasRelatedWork W4244105380 @default.
- W2092308178 hasVolume "128" @default.
- W2092308178 isParatext "false" @default.
- W2092308178 isRetracted "false" @default.
- W2092308178 magId "2092308178" @default.
- W2092308178 workType "article" @default.