title: A Modular Synthesis of Modified Phosphoanhydrides.
abstract: Phosphoanhydrides (P-anhydrides) are ubiquitously occurring modifications in nature. Nucleotides and their conjugates, for example, are among the most important building blocks and signaling molecules in cell biology. To study and manipulate their biological functions, a diverse range of analogues have been developed. Phosphate-modified analogues have been successfully applied to study proteins that depend on these abundant cellular building blocks, but very often both the preparation and purification of these molecules are challenging. This study discloses a general access to P-anhydrides, including different nucleotide probes, that greatly facilitates their preparation and isolation. The convenient and scalable synthesis of, for example, (18) O labeled nucleoside triphosphates holds promise for future applications in phosphoproteomics.
authors.affiliation: Department of Chemistry, University of Zürich, Winterthurerstrasse 190, 8057 Zürich (Switzerland).
authors.forename: Alexandre
authors.initials: A
authors.lastname: Hofer
authors.affiliation: Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA (UK).
authors.forename: Gregor S
authors.initials: GS
authors.lastname: Cremosnik
authors.affiliation: CeMM Research Center for Molecular Medicine of the Austrian Academy of Sciences, Lazarettgasse 14, AKH BT 25.3, 1090 Vienna (Austria).
authors.forename: André C
authors.initials: AC
authors.lastname: Müller
authors.affiliation: CeMM Research Center for Molecular Medicine of the Austrian Academy of Sciences, Lazarettgasse 14, AKH BT 25.3, 1090 Vienna (Austria).
authors.forename: Roberto
authors.initials: R
authors.lastname: Giambruno
authors.affiliation: CeMM Research Center for Molecular Medicine of the Austrian Academy of Sciences, Lazarettgasse 14, AKH BT 25.3, 1090 Vienna (Austria).
authors.forename: Claudia
authors.initials: C
authors.lastname: Trefzer
authors.affiliation: CeMM Research Center for Molecular Medicine of the Austrian Academy of Sciences, Lazarettgasse 14, AKH BT 25.3, 1090 Vienna (Austria).
authors.forename: Giulio
authors.initials: G
authors.lastname: Superti-Furga
authors.affiliation: CeMM Research Center for Molecular Medicine of the Austrian Academy of Sciences, Lazarettgasse 14, AKH BT 25.3, 1090 Vienna (Austria).
authors.forename: Keiryn L
authors.initials: KL
authors.lastname: Bennett
authors.affiliation: Department of Chemistry, University of Zürich, Winterthurerstrasse 190, 8057 Zürich (Switzerland). henningjacob.jessen@chem.uzh.ch.
authors.forename: Henning J
authors.initials: HJ
authors.lastname: Jessen
mesh_terms: D000812:Anhydrides / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009705:Nucleosides / Q000737:chemistry*; D009711:Nucleotides / Q000737:chemistry*; D010710:Phosphates / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000812:Anhydrides; D009705:Nucleosides; D009711:Nucleotides; D010710:Phosphates
keywords: chemoselectivity; isotopic labeling; nucleotides; phosphorylation; polyanions