An Azidoribose Probe to Track Ketoamine Adducts in Histone Ribose Glycation.

ABSTRACT: Reactive cellular metabolites can modify macromolecules and form adducts known as nonenzymatic covalent modifications (NECMs). The dissection of the mechanisms, regulation, and consequences of NECMs, such as glycation, has been challenging due to the complex and often ambiguous nature of the adducts formed. Specific chemical tools are required to directly track the formation of these modifications on key targets in order to uncover their underlying physiological importance. Here, we present the novel chemoenzymatic synthesis of an active azido-modified ribose analog, 5-azidoribose (5-AR), as well as the synthesis of an inactive control derivative, 1-azidoribose (1-AR), and their application toward understanding protein ribose-glycation in vitro and in cellulo. W

SUBMITTER: Maksimovic I 

PROVIDER: S-EPMC8052992 | biostudies-literature | 2020 Jun

REPOSITORIES: biostudies-literature