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1 article(s) from Vijayachandran, Prashanna

A toolbox of molecular photoswitches to modulate the CXCR3 chemokine receptor with light

Xavier Gómez-Santacana,
Sabrina M. de Munnik,
Tamara A. M. Mocking,
Niels J. Hauwert,
Shanliang Sun,
Prashanna Vijayachandran,
Iwan J. P. de Esch,
Henry F. Vischer,
Maikel Wijtmans and
Rob Leurs

Beilstein J. Org. Chem. 2019, 15, 2509–2523, doi:10.3762/bjoc.15.244

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Figure 1: Design of the CXCR3 efficacy photowitchable ligands. A,B) Schematic representation of a GPCR photoc...

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Figure 2: Conformational alignment of a biaryl CXCR3 agonist with a designed azobenzene analogue. A) 2D struc...

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Scheme 1: Synthetic strategies for compounds 2a–e, 3a–e, 4a–d, 4f–i and 5b,c (Y = H, Cl). Reagents and condit...

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Scheme 2: Synthetic strategies for compounds 3f–h, 4e, 6b, and 6d (Y = H, F, Cl, Br). Reagents and conditions...

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Figure 3: Comparison of compounds belonging to the subseries 3 or 4 with a halogen substitution on the ortho-...

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Scheme 3: Synthetic strategy for compound 6e. Reagents and conditions: (a) i) K₂CO₃ (2.0 equiv), DMF, µW, 65 ...

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Scheme 4: Synthetic strategies for compounds 6f–h (Y = OMe, OiPr, SMe). Reagents and conditions: (a) NaOMe or...

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Figure 4: Properties of subseries 3e, 4d, 6b and 6d-h. (A) UV–vis absorption spectra of (top) trans-isomers o...

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Published 23 Oct 2019

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