Azides are infrared
(IR) probes that are important for structure
and dynamics studies of proteins. However, they often display complex
IR spectra owing to Fermi resonances and multiple conformers. Isotopic
substitution of azides weakens the Fermi resonance, allowing more
accurate IR spectral analysis. Site-specifically
15
N-labeled
aromatic azides, but not aliphatic azides, are synthesized through
nitrosation. Both
15
N-labeled aromatic and aliphatic azides
are synthesized through nucleophilic substitution or diazo-transfer
reaction but as an isotopomeric mixture. We present the synthesis
of TfNN
15
N, a γ-
15
N-labeled diazo-transfer
reagent, and its use to prepare β-
15
N-labeled aliphatic
as well as aromatic azides.
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