{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Chen J"],"funding":["U.S. Department of Health and Human Services","NIA NIH HHS","Baylor College of Medicine","Welch Foundation","NIGMS NIH HHS","Cancer Prevention and Research Institute of Texas"],"pagination":["5978-5981"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC4727754"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["17(24)"],"pubmed_abstract":["Density functional theory (DFT) was applied to study the thermodynamics and kinetics of reversible thiol-Michael addition reactions. M06-2X/6-31G(d) with the SMD solvation model can reliably predict the Gibbs free energy changes (ΔG) of thiol-Michael addition reactions with an error of less than 1 kcal·mol(-1) compared with the experimental benchmarks. Taking advantage of this computational model, the first reversible reaction-based fluorescent probe was developed that can monitor the changes in glutathione levels in single living cells."],"journal":["Organic letters"],"pubmed_title":["Theoretical and Experimental Investigation of Thermodynamics and Kinetics of Thiol-Michael Addition Reactions: A Case Study of Reversible Fluorescent Probes for Glutathione Imaging in Single Cells."],"pmcid":["PMC4727754"],"funding_grant_id":["R01 AG045183","R01 GM115622","Q-1798","R01-GM115622","R1104"],"pubmed_authors":["Chen J","Huang J","Jiang X","Carroll S","Wang J"],"additional_accession":[]},"is_claimable":false,"name":"Theoretical and Experimental Investigation of Thermodynamics and Kinetics of Thiol-Michael Addition Reactions: A Case Study of Reversible Fluorescent Probes for Glutathione Imaging in Single Cells.","description":"Density functional theory (DFT) was applied to study the thermodynamics and kinetics of reversible thiol-Michael addition reactions. M06-2X/6-31G(d) with the SMD solvation model can reliably predict the Gibbs free energy changes (ΔG) of thiol-Michael addition reactions with an error of less than 1 kcal·mol(-1) compared with the experimental benchmarks. Taking advantage of this computational model, the first reversible reaction-based fluorescent probe was developed that can monitor the changes in glutathione levels in single living cells.","dates":{"release":"2015-01-01T00:00:00Z","publication":"2015 Dec","modification":"2025-04-26T00:59:04.824Z","creation":"2019-03-27T02:07:35Z"},"accession":"S-EPMC4727754","cross_references":{"pubmed":["26606171"],"doi":["10.1021/acs.orglett.5b02910"]}}