Inherently Emissive Puromycin Analogues for Live Cell Labelling.

Authors :: Hadidi K
Steinbuch KB
Dozier LE
Patrick GN
Tor Y
Source :: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2023 Jun 05; Vol. 62 (23), pp. e202216784. Date of Electronic Publication: 2023 Apr 27.
Publication Year :: 2023
Abstract: Puromycin derivatives containing an emissive thieno[3,4-d]-pyrimidine core, modified with azetidine and 3,3-difluoroazetidine as Me <subscript>2</subscript> N surrogates, exhibit translation inhibition and bactericidal activity similar to the natural antibiotic. The analogues are capable of cellular puromycylation of nascent peptides, generating emissive products without any follow-up chemistry. The 3,3-difluoroazetidine-containing analogue is shown to fluorescently label newly translated peptides and be visualized in both live and fixed HEK293T cells and rat hippocampal neurons.<br /> (© 2023 Wiley-VCH GmbH.)