Synthesis of Adenosine Diphosphate Ribose Histidine

Bob van Puffelen; Yang Lu; Hugo Minnee; Marion Schüller; Gijs A. van der MAREL; Ivan Ahel; Jeroen D. C. Codée; Dmitri V. Filippov

doi:10.1021/acs.orglett.5c04626

Synthesis of Adenosine Diphosphate Ribose Histidine

Organic Letters 2026

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Authors: Bob van Puffelen, Yang Lu, Hugo Minnee, Marion Schüller, Gijs A. van der MAREL, Ivan Ahel, Jeroen D. C. Codée, Dmitri V. Filippov

DOI: 10.1021/acs.orglett.5c04626

Cited by: 0

References: 39

Abstract

Adenosine diphosphate ribosylated histidine (His-ADPr) is a vital signaling molecule for the bacterial immune system, the antiphage system in particular. In this unique second messenger molecule, the distal nitrogen of the histidine side chain is ribosylated in a β fashion. Here, we describe the synthesis of this bacterial metabolite and its triazole isostere and evaluate the stability of His-ADPr to relevant ribosyl hydrolases.

Fields of Study & Subjects

Calcium signaling and nucleotide metabolism Adenosine and Purinergic Signaling Biochemical and Molecular Research

Publication details

Journal / source: Organic Letters
Volume: 28
Issue: 3
Pages: 917–922
Publication date: 8 January 2026
Language: EN

References 39