Matches in SemOpenAlex for { <https://semopenalex.org/work/W1567797763> ?p ?o ?g. }
Showing items 1 to 98 of
98
with 100 items per page.
- W1567797763 endingPage "365" @default.
- W1567797763 startingPage "361" @default.
- W1567797763 abstract "O-Acyl isopeptides, in which the N-acyl linkage on the hydroxyamino acid residue (e.g. Ser and Thr) is replaced by an O-acyl linkage, generally suppress unfavorable aggregation properties derived from the corresponding parent peptides. Here, we report the synthesis of an O-acyl isopeptide of 34-mer pyroGlu-ADan (2), a component of amyloid deposits in hereditary familial Danish dementia, by using native chemical ligation. Native chemical ligation of pyroGlu1-ADan(1-21)-SCH2CH2SO3−Na+ (3) and Cys22-O-acyl isopeptide (4), in which the amino group of the Ser29 residue at the isopeptide moiety was protected by an allyloxycarbonyl group, proceeded well in an aqueous solvent to yield a ligated O-acyl isopeptide (5). Subsequent disulfide bond formation and deprotection of the allyloxycarbonyl group followed by HPLC purification gave 2 with a reasonable overall yield. 2 was converted to the parent peptide 1 via an O-to-N acyl migration reaction. The sequential method, namely (i) native chemical ligation of the O-acyl isopeptide, (ii) HPLC purification as the O-acyl isopeptide form, and (iii) O-to-N acyl migration into the desired polypeptide, would be helpful to solve problems with HPLC purification of hydrophobic polypeptides in the process of chemical protein synthesis. Copyright © 2014 European Peptide Society and John Wiley & Sons, Ltd." @default.
- W1567797763 created "2016-06-24" @default.
- W1567797763 creator A5010952206 @default.
- W1567797763 creator A5020861873 @default.
- W1567797763 creator A5043043128 @default.
- W1567797763 creator A5044101543 @default.
- W1567797763 creator A5072669431 @default.
- W1567797763 date "2014-03-04" @default.
- W1567797763 modified "2023-10-09" @default.
- W1567797763 title "Synthesis of an <i>O</i> -acyl isopeptide by using native chemical ligation in an aqueous solvent system" @default.
- W1567797763 cites W1965320830 @default.
- W1567797763 cites W1969531300 @default.
- W1567797763 cites W2007477427 @default.
- W1567797763 cites W2012732885 @default.
- W1567797763 cites W2025686590 @default.
- W1567797763 cites W2027929929 @default.
- W1567797763 cites W2073591349 @default.
- W1567797763 cites W2091333459 @default.
- W1567797763 cites W2093610026 @default.
- W1567797763 cites W2137091415 @default.
- W1567797763 cites W2140403967 @default.
- W1567797763 cites W2143396041 @default.
- W1567797763 cites W2146612711 @default.
- W1567797763 cites W2161815395 @default.
- W1567797763 cites W2168116627 @default.
- W1567797763 cites W4213262935 @default.
- W1567797763 doi "https://doi.org/10.1002/psc.2622" @default.
- W1567797763 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/24596115" @default.
- W1567797763 hasPublicationYear "2014" @default.
- W1567797763 type Work @default.
- W1567797763 sameAs 1567797763 @default.
- W1567797763 citedByCount "10" @default.
- W1567797763 countsByYear W15677977632015 @default.
- W1567797763 countsByYear W15677977632016 @default.
- W1567797763 countsByYear W15677977632019 @default.
- W1567797763 countsByYear W15677977632020 @default.
- W1567797763 countsByYear W15677977632021 @default.
- W1567797763 crossrefType "journal-article" @default.
- W1567797763 hasAuthorship W1567797763A5010952206 @default.
- W1567797763 hasAuthorship W1567797763A5020861873 @default.
- W1567797763 hasAuthorship W1567797763A5043043128 @default.
- W1567797763 hasAuthorship W1567797763A5044101543 @default.
- W1567797763 hasAuthorship W1567797763A5072669431 @default.
- W1567797763 hasConcept C114373084 @default.
- W1567797763 hasConcept C161790260 @default.
- W1567797763 hasConcept C178790620 @default.
- W1567797763 hasConcept C185592680 @default.
- W1567797763 hasConcept C193557335 @default.
- W1567797763 hasConcept C202751555 @default.
- W1567797763 hasConcept C21951064 @default.
- W1567797763 hasConcept C2776568683 @default.
- W1567797763 hasConcept C2778032875 @default.
- W1567797763 hasConcept C2779281246 @default.
- W1567797763 hasConcept C2780743229 @default.
- W1567797763 hasConcept C2781311116 @default.
- W1567797763 hasConcept C2781338088 @default.
- W1567797763 hasConcept C55493867 @default.
- W1567797763 hasConcept C71240020 @default.
- W1567797763 hasConceptScore W1567797763C114373084 @default.
- W1567797763 hasConceptScore W1567797763C161790260 @default.
- W1567797763 hasConceptScore W1567797763C178790620 @default.
- W1567797763 hasConceptScore W1567797763C185592680 @default.
- W1567797763 hasConceptScore W1567797763C193557335 @default.
- W1567797763 hasConceptScore W1567797763C202751555 @default.
- W1567797763 hasConceptScore W1567797763C21951064 @default.
- W1567797763 hasConceptScore W1567797763C2776568683 @default.
- W1567797763 hasConceptScore W1567797763C2778032875 @default.
- W1567797763 hasConceptScore W1567797763C2779281246 @default.
- W1567797763 hasConceptScore W1567797763C2780743229 @default.
- W1567797763 hasConceptScore W1567797763C2781311116 @default.
- W1567797763 hasConceptScore W1567797763C2781338088 @default.
- W1567797763 hasConceptScore W1567797763C55493867 @default.
- W1567797763 hasConceptScore W1567797763C71240020 @default.
- W1567797763 hasFunder F4320309791 @default.
- W1567797763 hasFunder F4320309807 @default.
- W1567797763 hasFunder F4320320912 @default.
- W1567797763 hasIssue "5" @default.
- W1567797763 hasLocation W15677977631 @default.
- W1567797763 hasLocation W15677977632 @default.
- W1567797763 hasOpenAccess W1567797763 @default.
- W1567797763 hasPrimaryLocation W15677977631 @default.
- W1567797763 hasRelatedWork W1492185834 @default.
- W1567797763 hasRelatedWork W2041082527 @default.
- W1567797763 hasRelatedWork W2041908342 @default.
- W1567797763 hasRelatedWork W2046546558 @default.
- W1567797763 hasRelatedWork W2109581462 @default.
- W1567797763 hasRelatedWork W2120539203 @default.
- W1567797763 hasRelatedWork W2625022013 @default.
- W1567797763 hasRelatedWork W2952233257 @default.
- W1567797763 hasRelatedWork W3021772714 @default.
- W1567797763 hasRelatedWork W4295024051 @default.
- W1567797763 hasVolume "20" @default.
- W1567797763 isParatext "false" @default.
- W1567797763 isRetracted "false" @default.
- W1567797763 magId "1567797763" @default.
- W1567797763 workType "article" @default.