Matches in SemOpenAlex for { <https://semopenalex.org/work/W2792941142> ?p ?o ?g. }
- W2792941142 endingPage "4868" @default.
- W2792941142 startingPage "4860" @default.
- W2792941142 abstract "In pursuit of fast bioorthogonal reactions, reactive moieties have been increasingly employed for selective labeling of biomolecules in living systems, posing a challenge in attaining reactivity without sacrificing selectivity. To address this challenge, here we report a bioinspired strategy in which molecular shape controls the selectivity of a transient, highly reactive nitrile imine dipole. By tuning the shape of structural pendants attached to the ortho position of the N-aryl ring of diaryltetrazoles−precursors of nitrile imines, we discovered a sterically shielded nitrile imine that favors the 1,3-dipolar cycloaddition over the competing nucleophilic addition. The photogenerated nitrile imine exhibits an extraordinarily long half-life of 102 s in aqueous medium, owing to its unique molecular shape that hinders the approach of a nucleophile as shown by DFT calculations. The utility of this sterically shielded nitrile imine in rapid (∼1 min) bioorthogonal labeling of glucagon receptor in live mammalian cells was demonstrated." @default.
- W2792941142 created "2018-03-29" @default.
- W2792941142 creator A5021833788 @default.
- W2792941142 creator A5051258194 @default.
- W2792941142 creator A5066850777 @default.
- W2792941142 creator A5068801401 @default.
- W2792941142 creator A5071304807 @default.
- W2792941142 date "2018-03-22" @default.
- W2792941142 modified "2023-10-18" @default.
- W2792941142 title "Sterically Shielded, Stabilized Nitrile Imine for Rapid Bioorthogonal Protein Labeling in Live Cells" @default.
- W2792941142 cites W1506317292 @default.
- W2792941142 cites W1964078197 @default.
- W2792941142 cites W1968222033 @default.
- W2792941142 cites W1980901437 @default.
- W2792941142 cites W1993560924 @default.
- W2792941142 cites W1998798346 @default.
- W2792941142 cites W2000998282 @default.
- W2792941142 cites W2008047664 @default.
- W2792941142 cites W2011934105 @default.
- W2792941142 cites W2023557482 @default.
- W2792941142 cites W2025217769 @default.
- W2792941142 cites W2029102058 @default.
- W2792941142 cites W2035856006 @default.
- W2792941142 cites W2042732542 @default.
- W2792941142 cites W2055706807 @default.
- W2792941142 cites W2062524026 @default.
- W2792941142 cites W2063397125 @default.
- W2792941142 cites W2063509443 @default.
- W2792941142 cites W2065226986 @default.
- W2792941142 cites W2069182434 @default.
- W2792941142 cites W2130775475 @default.
- W2792941142 cites W2132902088 @default.
- W2792941142 cites W2152896425 @default.
- W2792941142 cites W2157623410 @default.
- W2792941142 cites W2166498854 @default.
- W2792941142 cites W2315282308 @default.
- W2792941142 cites W2322691084 @default.
- W2792941142 cites W2331593504 @default.
- W2792941142 cites W2332024781 @default.
- W2792941142 cites W2460402577 @default.
- W2792941142 cites W2530127401 @default.
- W2792941142 cites W2615096297 @default.
- W2792941142 cites W2731987565 @default.
- W2792941142 cites W2751705296 @default.
- W2792941142 doi "https://doi.org/10.1021/jacs.8b00126" @default.
- W2792941142 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/5901669" @default.
- W2792941142 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/29565582" @default.
- W2792941142 hasPublicationYear "2018" @default.
- W2792941142 type Work @default.
- W2792941142 sameAs 2792941142 @default.
- W2792941142 citedByCount "75" @default.
- W2792941142 countsByYear W27929411422018 @default.
- W2792941142 countsByYear W27929411422019 @default.
- W2792941142 countsByYear W27929411422020 @default.
- W2792941142 countsByYear W27929411422021 @default.
- W2792941142 countsByYear W27929411422022 @default.
- W2792941142 countsByYear W27929411422023 @default.
- W2792941142 crossrefType "journal-article" @default.
- W2792941142 hasAuthorship W2792941142A5021833788 @default.
- W2792941142 hasAuthorship W2792941142A5051258194 @default.
- W2792941142 hasAuthorship W2792941142A5066850777 @default.
- W2792941142 hasAuthorship W2792941142A5068801401 @default.
- W2792941142 hasAuthorship W2792941142A5071304807 @default.
- W2792941142 hasBestOaLocation W27929411422 @default.
- W2792941142 hasConcept C118792377 @default.
- W2792941142 hasConcept C142724271 @default.
- W2792941142 hasConcept C161790260 @default.
- W2792941142 hasConcept C178790620 @default.
- W2792941142 hasConcept C178907741 @default.
- W2792941142 hasConcept C185592680 @default.
- W2792941142 hasConcept C201194858 @default.
- W2792941142 hasConcept C204787440 @default.
- W2792941142 hasConcept C20774148 @default.
- W2792941142 hasConcept C21951064 @default.
- W2792941142 hasConcept C2776573223 @default.
- W2792941142 hasConcept C2776910235 @default.
- W2792941142 hasConcept C2779240715 @default.
- W2792941142 hasConcept C2779664164 @default.
- W2792941142 hasConcept C69610077 @default.
- W2792941142 hasConcept C71924100 @default.
- W2792941142 hasConcept C75473681 @default.
- W2792941142 hasConcept C930959 @default.
- W2792941142 hasConceptScore W2792941142C118792377 @default.
- W2792941142 hasConceptScore W2792941142C142724271 @default.
- W2792941142 hasConceptScore W2792941142C161790260 @default.
- W2792941142 hasConceptScore W2792941142C178790620 @default.
- W2792941142 hasConceptScore W2792941142C178907741 @default.
- W2792941142 hasConceptScore W2792941142C185592680 @default.
- W2792941142 hasConceptScore W2792941142C201194858 @default.
- W2792941142 hasConceptScore W2792941142C204787440 @default.
- W2792941142 hasConceptScore W2792941142C20774148 @default.
- W2792941142 hasConceptScore W2792941142C21951064 @default.
- W2792941142 hasConceptScore W2792941142C2776573223 @default.
- W2792941142 hasConceptScore W2792941142C2776910235 @default.
- W2792941142 hasConceptScore W2792941142C2779240715 @default.
- W2792941142 hasConceptScore W2792941142C2779664164 @default.
- W2792941142 hasConceptScore W2792941142C69610077 @default.
- W2792941142 hasConceptScore W2792941142C71924100 @default.