Matches in SemOpenAlex for { <https://semopenalex.org/work/W4241080693> ?p ?o ?g. }
- W4241080693 endingPage "18217" @default.
- W4241080693 startingPage "18210" @default.
- W4241080693 abstract "Abstract The ability to modify peptides and proteins chemoselectively is of continued interest in medicinal chemistry, with peptide conjugation, lipidation, stapling, and disulfide engineering at the forefront of modern peptide chemistry. Herein we report a robust method for the on‐resin preparation of allenamide‐modified peptides, an unexplored functionality for peptides that provides a versatile chemical tool for chemoselective inter‐ or intramolecular bridging reactions with thiols. The bridging reaction is biocompatible, occurring spontaneously at pH 7.4 in catalyst‐free aqueous media. By this “click” approach, a model peptide was successfully modified with a diverse range of alkyl and aryl thiols. Furthermore, this technique was demonstrated as a valuable tool to induce spontaneous intramolecular cyclisation by preparation of an oxytocin analogue, in which the native disulfide bridge was replaced with a vinyl sulfide moiety formed by thia‐Michael addition of a cysteine thiol to the allenamide handle." @default.
- W4241080693 created "2022-05-12" @default.
- W4241080693 creator A5043992105 @default.
- W4241080693 creator A5056627966 @default.
- W4241080693 creator A5072644911 @default.
- W4241080693 date "2020-09-03" @default.
- W4241080693 modified "2023-09-30" @default.
- W4241080693 title "On‐Resin Preparation of Allenamidyl Peptides: A Versatile Chemoselective Conjugation and Intramolecular Cyclisation Tool" @default.
- W4241080693 cites W137428939 @default.
- W4241080693 cites W1990123762 @default.
- W4241080693 cites W1992450378 @default.
- W4241080693 cites W1993447921 @default.
- W4241080693 cites W2004948333 @default.
- W4241080693 cites W2006383598 @default.
- W4241080693 cites W2018388482 @default.
- W4241080693 cites W2023412782 @default.
- W4241080693 cites W2033357990 @default.
- W4241080693 cites W2037387279 @default.
- W4241080693 cites W2041461086 @default.
- W4241080693 cites W2051031878 @default.
- W4241080693 cites W2070783401 @default.
- W4241080693 cites W2082794538 @default.
- W4241080693 cites W2130483985 @default.
- W4241080693 cites W2144873133 @default.
- W4241080693 cites W2205638513 @default.
- W4241080693 cites W2226317100 @default.
- W4241080693 cites W2265986366 @default.
- W4241080693 cites W2408461971 @default.
- W4241080693 cites W2411671330 @default.
- W4241080693 cites W2492077723 @default.
- W4241080693 cites W2509448689 @default.
- W4241080693 cites W2523649862 @default.
- W4241080693 cites W2537629632 @default.
- W4241080693 cites W2592701883 @default.
- W4241080693 cites W2619215515 @default.
- W4241080693 cites W2724823461 @default.
- W4241080693 cites W2741758779 @default.
- W4241080693 cites W2752223608 @default.
- W4241080693 cites W2767497856 @default.
- W4241080693 cites W2773301798 @default.
- W4241080693 cites W2782562383 @default.
- W4241080693 cites W2788097365 @default.
- W4241080693 cites W2793794409 @default.
- W4241080693 cites W2794497754 @default.
- W4241080693 cites W2828038444 @default.
- W4241080693 cites W2884354480 @default.
- W4241080693 cites W2898863862 @default.
- W4241080693 cites W2981574520 @default.
- W4241080693 cites W2996266725 @default.
- W4241080693 cites W3001010963 @default.
- W4241080693 cites W3005211971 @default.
- W4241080693 cites W3008519780 @default.
- W4241080693 cites W4234076445 @default.
- W4241080693 cites W4239545290 @default.
- W4241080693 cites W4245854257 @default.
- W4241080693 doi "https://doi.org/10.1002/ange.202004656" @default.
- W4241080693 hasPublicationYear "2020" @default.
- W4241080693 type Work @default.
- W4241080693 citedByCount "3" @default.
- W4241080693 countsByYear W42410806932021 @default.
- W4241080693 countsByYear W42410806932023 @default.
- W4241080693 crossrefType "journal-article" @default.
- W4241080693 hasAuthorship W4241080693A5043992105 @default.
- W4241080693 hasAuthorship W4241080693A5056627966 @default.
- W4241080693 hasAuthorship W4241080693A5072644911 @default.
- W4241080693 hasConcept C161790260 @default.
- W4241080693 hasConcept C178790620 @default.
- W4241080693 hasConcept C181199279 @default.
- W4241080693 hasConcept C185592680 @default.
- W4241080693 hasConcept C190667039 @default.
- W4241080693 hasConcept C21951064 @default.
- W4241080693 hasConcept C23963754 @default.
- W4241080693 hasConcept C27256138 @default.
- W4241080693 hasConcept C2776568683 @default.
- W4241080693 hasConcept C2779201268 @default.
- W4241080693 hasConcept C2779281246 @default.
- W4241080693 hasConcept C2781324293 @default.
- W4241080693 hasConcept C55493867 @default.
- W4241080693 hasConcept C69610077 @default.
- W4241080693 hasConcept C75079739 @default.
- W4241080693 hasConceptScore W4241080693C161790260 @default.
- W4241080693 hasConceptScore W4241080693C178790620 @default.
- W4241080693 hasConceptScore W4241080693C181199279 @default.
- W4241080693 hasConceptScore W4241080693C185592680 @default.
- W4241080693 hasConceptScore W4241080693C190667039 @default.
- W4241080693 hasConceptScore W4241080693C21951064 @default.
- W4241080693 hasConceptScore W4241080693C23963754 @default.
- W4241080693 hasConceptScore W4241080693C27256138 @default.
- W4241080693 hasConceptScore W4241080693C2776568683 @default.
- W4241080693 hasConceptScore W4241080693C2779201268 @default.
- W4241080693 hasConceptScore W4241080693C2779281246 @default.
- W4241080693 hasConceptScore W4241080693C2781324293 @default.
- W4241080693 hasConceptScore W4241080693C55493867 @default.
- W4241080693 hasConceptScore W4241080693C69610077 @default.
- W4241080693 hasConceptScore W4241080693C75079739 @default.
- W4241080693 hasFunder F4320325804 @default.
- W4241080693 hasIssue "41" @default.
- W4241080693 hasLocation W42410806931 @default.