These authors contributed equally to this work.
A “Clickable” MTX Reagent as a Practical Tool for Profiling Small-Molecule–Intracellular Target Interactions via MASPIT
Version of Record online: 22 JAN 2013
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Volume 8, Issue 3, pages 521–526, March 2013
How to Cite
Risseeuw, M. D. P., De Clercq, D. J. H., Lievens, S., Hillaert, U., Sinnaeve, D., Van den Broeck, F., Martins, J. C., Tavernier, J. and Van Calenbergh, S. (2013), A “Clickable” MTX Reagent as a Practical Tool for Profiling Small-Molecule–Intracellular Target Interactions via MASPIT. ChemMedChem, 8: 521–526. doi: 10.1002/cmdc.201200493
- Issue online: 22 FEB 2013
- Version of Record online: 22 JAN 2013
- Manuscript Revised: 11 DEC 2012
- Manuscript Received: 25 OCT 2012
- Funded Access
- 21The trimethylsilyl protecting group on the acetylene group is retained, as 4-ethynylphenol (contrary to its methoxy congener 4-ethynylanisole) is highly unstable. Alkylation of the phenol moiety to an ether group eliminates the instability, thus enabling removal of the TMS group.
- 23Both fluoride sources were necessary, as no single set of conditions in our hands proved successful to remove both the alkynylsilane and the silylether groups.
- 24The non-regiopure conjugate was generated analogously to its regioselective γ congener by only using a non-regioselective methotrexate PEG azide, prepared as described in the Supporting Information.