130710-56-4Relevant articles and documents
Thermal proteome profiling efficiently identifies ribosome destabilizing oxazolidinones
N?cker, Christina,Kaiser, Nadine,Foley, Daniel,Sievers, Sonja,Janning, Petra,Waldmann, Herbert,Laraia, Luca
, (2021/04/22)
Identifying the targets of bioactive small molecules is a challenging endeavor for which no general solution currently exists. Classical affinity purification experiments suffer from the need to functionalise a bioactive compound and link it to a solid support, which may interfere with target binding. A modern mass spectrometry-based proteomics technique that has partially circumvented this problem is thermal proteome profiling (TPP), which determines the effect of an unmodified small molecule on the thermal stability of the whole proteome simultaneously. Here, we use TPP to identify the mode-of-action of a newly-discovered autophagy inhibitor based on oxazolidinones often employed as chiral auxiliaries. Surprisingly, a significant portion of all ribosomal proteins were found to be destabilized by the inhibitor, highlighting the utility of this technology for determining a challenging mode-of-action.
Total synthesis of peloruside a through kinetic lactonization and relay ring-closing metathesis cyclization reactions
Hoye, Thomas R.,Jeon, Junha,Kopel, Lucas C.,Ryba, Troy D.,Tennakoon, Manomi A.,Wang, Yini
supporting information; experimental part, p. 6151 - 6155 (2010/11/18)
The other side: A convergent total synthesis of peloruside A (1) is described. The key strategic features are a diastereoselective lactonization to generate a C5-C9 valerolactone from the C2-symmetric ketone 3, and a relay ring-closing metathesis reaction to produce a dehydrovalerolactone 2. A new isomer of 1, the valerolactone isopeloruside A (iso-1), was identified. MOM=methoxymethyl.
Assignment of Stereochemistry in the Oligomycin/Rutamycin/Cytovaricin Family of Antibiotics. Asymmetric Synthesis of the Rutamycin Spiroketal Synthon
Evans, David A.,Rieger, Dale L.,Jones, Todd K.,Kaldor, Stephen W.
, p. 6260 - 6268 (2007/10/02)
The absolute stereochemistry of the rutamycin antibiotics 2a,b has been established through asymmetric synthesis of the known degradation product 4.One of the key steps in the assemblage process involves acylation of the metalated hydrazone 6 with the N-m
