{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Musolino SF"],"funding":["Mitacs","Defence Research and Development Canada","Canada Research Chairs"],"pagination":["12138-12148"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC8457397"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["12(36)"],"pubmed_abstract":["Diazirine reagents allow for the ready generation of carbenes upon photochemical, thermal, or electrical stimulation. Because carbenes formed in this way can undergo rapid insertion into any nearby C-H, O-H or N-H bond, molecules that encode diazirine functions have emerged as privileged tools in applications ranging from biological target identification and proteomics through to polymer crosslinking and adhesion. Here we use a combination of experimental and computational methods to complete the first comprehensive survey of diazirine structure-function relationships, with a particular focus on thermal activation methods. We reveal a striking ability to vary the activation energy and activation temperature of aryl diazirines through the rational manipulation of electronic properties. Sign"],"journal":["Chemical science"],"pubmed_title":["Structure-function relationships in aryl diazirines reveal optimal design features to maximize C-H insertion."],"pmcid":["PMC8457397"],"funding_grant_id":["CFPMN1-026-UBC","IT11982"],"pubmed_authors":["DiLabio GA","Musolino SF","Pei Z","Wulff JE","Bi L"],"additional_accession":[]},"is_claimable":false,"name":"Structure-function relationships in aryl diazirines reveal optimal design features to maximize C-H insertion.","description":"Diazirine reagents allow for the ready generation of carbenes upon photochemical, thermal, or electrical stimulation. Because carbenes formed in this way can undergo rapid insertion into any nearby C-H, O-H or N-H bond, molecules that encode diazirine functions have emerged as privileged tools in applications ranging from biological target identification and proteomics through to polymer crosslinking and adhesion. Here we use a combination of experimental and computational methods to complete the first comprehensive survey of diazirine structure-function relationships, with a particular focus on thermal activation methods. We reveal a striking ability to vary the activation energy and activation temperature of aryl diazirines through the rational manipulation of electronic properties. Sign","dates":{"release":"2021-01-01T00:00:00Z","publication":"2021 Sep","modification":"2025-04-22T11:29:41.534Z","creation":"2024-11-12T08:23:40.601Z"},"accession":"S-EPMC8457397","cross_references":{"pubmed":["34667579"],"doi":["10.1039/d1sc03631a"]}}