biostudies-literatureMonnie CMNIAID NIH HHS3417-3422https://www.ebi.ac.uk/biostudies/studies/S-EPMC12806166biostudies-literatureUnknown366(16)A scalable procedure for the synthesis of 4,6-difluorotryptophan is reported based on a deaminative coupling of a 4,6-difluorogramine with 2-benzylthio-1,5-dihydro-4<i>H</i>-imidazolone as glycine equivalent. Thus prepared 4,6-difluorotryptophan was incorporated into the C-terminal domain of the HIV-1 capsid protein (CA-CTD), and ¹⁹F spectra of the 4,6-difluoro Trp CA CTD were recorded and compared to the singly fluorinated counterparts.Advanced synthesis & catalysisSynthesis of 4,6-Difluoro-Tryptophan as a Probe for Protein &lt;sup&gt;19&lt;/sup&gt;F NMR.PMC12806166U54 AI170791Gronenborn AMHernandez IOiarbide MMelendez-Pacheco RBhinderwala FLanda AMonnie CMSoloshonok VAfalseSynthesis of 4,6-Difluoro-Tryptophan as a Probe for Protein &lt;sup&gt;19&lt;/sup&gt;F NMR.A scalable procedure for the synthesis of 4,6-difluorotryptophan is reported based on a deaminative coupling of a 4,6-difluorogramine with 2-benzylthio-1,5-dihydro-4<i>H</i>-imidazolone as glycine equivalent. Thus prepared 4,6-difluorotryptophan was incorporated into the C-terminal domain of the HIV-1 capsid protein (CA-CTD), and ¹⁹F spectra of the 4,6-difluoro Trp CA CTD were recorded and compared to the singly fluorinated counterparts.2024-01-01T00:00:00Z2024 Aug2026-06-06T13:48:24.342Z2026-05-31T03:09:56.424ZS-EPMC128061664155269510.1002/adsc.202400031