2023
DOI: 10.1002/cctc.202300650
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Unlocking New Prenylation Modes: Azaindoles as a New Substrate Class for Indole Prenyltransferases

Eric D. Gardner,
Bryce P. Johnson,
Dustin A. Dimas
et al.

Abstract: Aza‐substitution, the replacement of aromatic CH groups with nitrogen atoms, is an established medicinal chemistry strategy for increasing solubility, but current methods of accessing functionalized azaindoles are limited. In this work, indole‐alkylating aromatic prenyltransferases (PTs) were explored as a strategy to directly functionalize azaindole‐substituted analogs of natural products. For this, a series of aza‐L‐tryptophans (Aza‐Trp) featuring N‐substitution of every aromatic CH position of the indole ri… Show more

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