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The Hitchhiker’s Guide to Organophosphate Chemistry

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Phosphate esters and anhydrides are abundant motifs in biologically important molecules. Their chemical synthesis, modification, and purification are still challenging tasks often restricted to specialized laboratories. The isolation and analytical… Click to show full abstract

Phosphate esters and anhydrides are abundant motifs in biologically important molecules. Their chemical synthesis, modification, and purification are still challenging tasks often restricted to specialized laboratories. The isolation and analytical characterization of novel highly charged (poly)phosphorylated natural products comes with many challenges but also opportunities. Understanding the in vivo function of such molecules is another central endeavor. More often than not, studies into the function of charged metabolites are hampered by insufficient cellular uptake and thus delivery technologies are in high demand. Overall, research in this field requires several complementary approaches. This account discusses selected examples of some emerging technologies in organophosphate chemistry, with a focus on recent achievements in the authors laboratory usually in the context of diverse collaborative efforts. 1 Prologue 2 Introduction 3 The Inositol Phosphates and Pyrophosphates 3.1 Novel Synthetic Approaches 3.2 Stereochemical Assignment 3.3 A Protecting Group Concept for Phosphates 3.4 Cellular Delivery 3.5 Selected Examples of New Biology 4 Nucleotides 4.1 Iterative Phosphorylation 4.2 Bidirectional Phosphorylation 5 Conclusion 6 Outlook

Keywords: hitchhiker guide; organophosphate chemistry; chemistry; guide organophosphate; biology

Journal Title: Synlett
Year Published: 2018

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