Zobrazeno 1 - 4
of 4
pro vyhledávání: '"Janique G, Charlebois"'
Publikováno v:
Organic & Biomolecular Chemistry. 21:2204-2212
A kinetic study of the reaction mechanism of the thiol addition reaction of the acryloyl piperidine ‘warhead’ reveals its intrinsic reactivity and thiol sensitivity, which are relevant to inhibitor design.
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::3655da1156121f2a9edb359c220b864f
https://doi.org/10.1039/d2ob02223k
https://doi.org/10.1039/d2ob02223k
Publikováno v:
Organic & Biomolecular Chemistry. 20:8898-8906
Experimental data from a Brønsted-type plot, a solvent kinetic isotope effect, a pH-rate plot and temperature studies are all consistent with rate-limiting nucleophilic attack of thiolate followed by rapid protonation of the enolate adduct.
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::2b35a7a7423da676e680d13484682a17
https://doi.org/10.1039/d2ob01369j
https://doi.org/10.1039/d2ob01369j
Publikováno v:
Organic & Biomolecular Chemistry.
Experimental evidence is provided for an SN2 mechanism of thiol addition to the N-phenylchloroacetamide warhead, and a detailed comparison of intrinsic reactivity is performed against conventional acrylamide derivatives.
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::cf5e498fc417e8bf8a3d750e738075ba
https://doi.org/10.1039/d3ob00523b
https://doi.org/10.1039/d3ob00523b
Publikováno v:
Organicbiomolecular chemistry. 20(45)
Cysteine (Cys) residues contain a redox-sensitive thiol and are commonly found in enzyme active sites. In recent years, the presence of a reactive thiolate group on a protein has been exploited in the development of irreversible enzyme inhibitors as
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=pmid________::61a40c149ca3f30449164ba3203fca81
https://pubmed.ncbi.nlm.nih.gov/36317640
https://pubmed.ncbi.nlm.nih.gov/36317640