Synthesis and characterisation of α-carboxynitrobenzyl photocaged L-aspartates for applications in time-resolved structural biology

Joanna I. Zaitseva-Kinneberg; Anke Puchert; Yannik Pfeifer; Hao Yan; Briony A. Yorke; Henrike M. Müller-Werkmeister; Charlotte Uetrecht; Julia Rehbein; Nils Huse; Arwen R. Pearson; Marta Sans

doi:10.1039/C9RA00968J

Synthesis and characterisation of α-carboxynitrobenzyl photocaged l-aspartates for applications in time-resolved structural biology†

Joanna I. Zaitseva-Kinneberg,

^a Anke Puchert,

^b Yannik Pfeifer,

^c Hao Yan,

^d Briony A. Yorke,

^e Henrike M. Müller-Werkmeister,

^c Charlotte Uetrecht,

^df Julia Rehbein,

^g Nils Huse,

^ab Arwen R. Pearson

*^a and Marta Sans

*^a

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* Corresponding authors

^a The Hamburg Center for Ultrafast Imaging & Institute for Nanostructure and Solid State Physics, Luruper Chaussee 149, 22761 Hamburg, Germany
E-mail: arwen.pearson@cfel.de, marta.sans.valls@cfel.de

^b Department of Physics and Centre for Hybrid Nanostructures, University of Hamburg, Luruper Chaussee 149, 22761 Hamburg, Germany

^c University of Potsdam, Institute of Chemistry, Physical Chemistry, Karl-Liebknecht-Str. 24-25, Golm, 14476 Potsdam, Germany

^d Heinrich Pette Institute, Leibniz Institute for Experimental Virology, Martinistrasse 52, 20251 Hamburg, Germany

^e School of Chemistry, University of Leeds, Leeds LS2 9JT, UK

^f European XFEL GmbH, Holzkoppel 4, 22869 Schenefeld, Germany

^g Fachbereich für Chemie und Pharmazie, Universität Regensburg, Universitätsstrasse 31, 93053 Regensburg, Germany

Abstract

We report a new synthetic route to a series of α-carboxynitrobenzyl photocaged L-aspartates for application in time-resolved structural biology. The resulting compounds were characterised in terms of UV/Vis absorption properties, aqueous solubility and stability, and photocleavage rates (τ = μs to ms) and quantum yields (φ = 0.05 to 0.14).

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Synthesis and characterisation of α-carboxynitrobenzyl photocaged l-aspartates for applications in time-resolved structural biology†

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Synthesis and characterisation of α-carboxynitrobenzyl photocaged L-aspartates for applications in time-resolved structural biology

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