Matches in SemOpenAlex for { <https://semopenalex.org/work/W1990409852> ?p ?o ?g. }
Showing items 1 to 81 of
81
with 100 items per page.
- W1990409852 endingPage "33" @default.
- W1990409852 startingPage "27" @default.
- W1990409852 abstract "Earlier work has shown that 5-diazo-4-oxo-l-norvaline (DONV) irreversibly inactivates the l-asparaginase from E. coli by formation of a covalent bond in the region of the active site. Model compounds have been prepared to study this acid-labile covalent bond tentatively assigned to a serine or possibly a threonine residue in a decapeptide isolated from 14C-DONV-inactivated enzyme. Appropriately blocked DONV was found to alkylate methanol, and the hydroxyl function of blocked serine or threonine in the presence of boron trifluoride. The labile β-ketoethers thus formed were reduced to the more stable β-hydroxyethers. Facile lactonization of these 5-substituted-4-hydroxy-l-norvalines was observed. The diastereoisomers of both the lactonized and open forms of 5-methoxy-4-hydroxy-l-norvaline and related 4-hydroxy-l-2-amino acids of similar length were distinguishable on the amino acid analyzer. The β-hydroxyethers derived from serine and threonine were hydrolyzed with acid and yielded the expected cleavage products. When the β-ketoether was reduced by sodium borohydride prior to deblocking, in addition to the β-hydroxyether, N-blocked amino alcohols were also formed, yielding a complex mixture of products." @default.
- W1990409852 created "2016-06-24" @default.
- W1990409852 creator A5031193965 @default.
- W1990409852 creator A5041941916 @default.
- W1990409852 creator A5051415201 @default.
- W1990409852 date "2009-01-12" @default.
- W1990409852 modified "2023-09-25" @default.
- W1990409852 title "SYNTHESIS OF MODEL COMPOUNDS RELEVANT TO THE ACTIVE-SITE-DIRECTED INACTIVATION OF L-ASPARAGINASE BY 5-DIAZO-4-OXO-L-NORVALINE*" @default.
- W1990409852 cites W1659928442 @default.
- W1990409852 cites W1983201242 @default.
- W1990409852 cites W2011332592 @default.
- W1990409852 cites W2038501463 @default.
- W1990409852 cites W2044192234 @default.
- W1990409852 cites W2313482997 @default.
- W1990409852 cites W2320350257 @default.
- W1990409852 doi "https://doi.org/10.1111/j.1399-3011.1979.tb01917.x" @default.
- W1990409852 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/385521" @default.
- W1990409852 hasPublicationYear "2009" @default.
- W1990409852 type Work @default.
- W1990409852 sameAs 1990409852 @default.
- W1990409852 citedByCount "5" @default.
- W1990409852 crossrefType "journal-article" @default.
- W1990409852 hasAuthorship W1990409852A5031193965 @default.
- W1990409852 hasAuthorship W1990409852A5041941916 @default.
- W1990409852 hasAuthorship W1990409852A5051415201 @default.
- W1990409852 hasConcept C138716334 @default.
- W1990409852 hasConcept C161790260 @default.
- W1990409852 hasConcept C178790620 @default.
- W1990409852 hasConcept C180577832 @default.
- W1990409852 hasConcept C181199279 @default.
- W1990409852 hasConcept C185592680 @default.
- W1990409852 hasConcept C2775880066 @default.
- W1990409852 hasConcept C2776414213 @default.
- W1990409852 hasConcept C2776468994 @default.
- W1990409852 hasConcept C2776904781 @default.
- W1990409852 hasConcept C2777573094 @default.
- W1990409852 hasConcept C2781470083 @default.
- W1990409852 hasConcept C41183919 @default.
- W1990409852 hasConcept C515207424 @default.
- W1990409852 hasConcept C55493867 @default.
- W1990409852 hasConcept C71240020 @default.
- W1990409852 hasConcept C94412978 @default.
- W1990409852 hasConceptScore W1990409852C138716334 @default.
- W1990409852 hasConceptScore W1990409852C161790260 @default.
- W1990409852 hasConceptScore W1990409852C178790620 @default.
- W1990409852 hasConceptScore W1990409852C180577832 @default.
- W1990409852 hasConceptScore W1990409852C181199279 @default.
- W1990409852 hasConceptScore W1990409852C185592680 @default.
- W1990409852 hasConceptScore W1990409852C2775880066 @default.
- W1990409852 hasConceptScore W1990409852C2776414213 @default.
- W1990409852 hasConceptScore W1990409852C2776468994 @default.
- W1990409852 hasConceptScore W1990409852C2776904781 @default.
- W1990409852 hasConceptScore W1990409852C2777573094 @default.
- W1990409852 hasConceptScore W1990409852C2781470083 @default.
- W1990409852 hasConceptScore W1990409852C41183919 @default.
- W1990409852 hasConceptScore W1990409852C515207424 @default.
- W1990409852 hasConceptScore W1990409852C55493867 @default.
- W1990409852 hasConceptScore W1990409852C71240020 @default.
- W1990409852 hasConceptScore W1990409852C94412978 @default.
- W1990409852 hasIssue "1" @default.
- W1990409852 hasLocation W19904098521 @default.
- W1990409852 hasLocation W19904098522 @default.
- W1990409852 hasOpenAccess W1990409852 @default.
- W1990409852 hasPrimaryLocation W19904098521 @default.
- W1990409852 hasRelatedWork W1903552917 @default.
- W1990409852 hasRelatedWork W1907894671 @default.
- W1990409852 hasRelatedWork W1963850961 @default.
- W1990409852 hasRelatedWork W1971742209 @default.
- W1990409852 hasRelatedWork W1990409852 @default.
- W1990409852 hasRelatedWork W1999817088 @default.
- W1990409852 hasRelatedWork W2055920471 @default.
- W1990409852 hasRelatedWork W2142157230 @default.
- W1990409852 hasRelatedWork W2606841837 @default.
- W1990409852 hasRelatedWork W1582414116 @default.
- W1990409852 hasVolume "14" @default.
- W1990409852 isParatext "false" @default.
- W1990409852 isRetracted "false" @default.
- W1990409852 magId "1990409852" @default.
- W1990409852 workType "article" @default.