Simon, B;
Huang, X;
Ju, H;
Sun, G;
Yang, M;
(2017)
Synthesis and characterization of photoaffinity labelling reagents towards the Hsp90 C-terminal domain.
Organic & Biomolecular Chemistry
(7)
pp. 1597-1605.
10.1039/c6ob02097f.
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Abstract
Glucosyl-novobiocin-based diazirine photoaffinity labelling reagents (PALs) were designed and synthesized to probe the Hsp90 C-terminal domain unknown binding pocket and the structure-activity relationship. Five PALs were successfully synthesized from novobiocin in six consecutive steps employing phase transfer catalytic glycosylation. Reactions were monitored and guided by analytical LC/MS which led to different strategies of adding either a PAL precursor or a sugar moiety first. The structures and bonding linkages of these compounds were characterised by various 2D-NMR spectroscopy and MS techniques. Synthetic techniques provide powerful probes for unknown protein binding pockets.
| Type: | Article |
|---|---|
| Title: | Synthesis and characterization of photoaffinity labelling reagents towards the Hsp90 C-terminal domain |
| Location: | England |
| Open access status: | An open access version is available from UCL Discovery |
| DOI: | 10.1039/c6ob02097f |
| Publisher version: | http://dx.doi.org/10.1039/c6ob02097f |
| Language: | English |
| Additional information: | This version is the author accepted manuscript. For information on re-use, please refer to the publisher’s terms and conditions. |
| UCL classification: | UCL UCL > Provost and Vice Provost Offices UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences |
| URI: | https://discovery.ucl.ac.uk/id/eprint/1536384 |
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