Laboratory of Chemistry of Metabolic Pathways

Department of Biomolecular Chemistry

Head: Yampolsky I.V.

http://yampolsky.ibch.ru/

bioluminescence, total synthesis, luciferin, luciferase, chromophores, medicinal chemistry

The Laboratory was established in 2017 on the basis of  the Total Synthesis Group which was created in the Laboratory of Molecular technologies at IBCH RAS, headed by Sergey Lukyanov. The mission of the group is to apply organic synthesis to solving actual problems in biochemistry, molecular biology and medicinal chemistry.

This includes:

  • structural design and synthesis of model compounds for studying biochemical processes
  • total synthesis of natural products
  • design, synthesis and testing of drug candidates
  • offering our expertise in organic synthesis to biological and biomedical researchers in collaborative projects

 

 

LATEST NEWS
 
Our Accounts of Chemical Research (ACS) cover with review of the latest developments in bioluminescent systems research of our group
 
CURRENT
 
  • Studies of fungal bioluminescence

Photograph by Professor Cassius Stevani (University of San Paulo, Brazil)

The Guardian about our work

  • Studying bioluminescence of marine worms Chaetopterus variopedatus

Photograph courtesy Dimitri Deheyn, Scripps Institution of Oceanography at UC San Diego

  • Studying Studying bioluminescence mechanism of Siberian earthworms Fridericia heliota

 
 
 
(А) Structure of Fridericia luciferin. (B) Bioluminescence of Fridericia heliota. The photograph is courtesy of Alexander Semenov (the White Sea Biological Station, Biology Department of Lomonosov Moscow State University). (C) Luminescence of synthetic Fridericia luciferin . (D) Comparison of in vivo bioluminescence spectra of worms, with in vitro bioluminescence spectra of natural and synthetic samples of luciferin.
 
  • Development of novel class of fluorescent dyes based on GFP chromophore
 
  • Development of anti-influenza drug candidates based on structural analogs of Flutimide

 

 
  • Enantioselective total synthesis of fungal terpenoid panal from bioluminescent fungus Panellus stipticus

 

 
Panellus stipticus
 
  • Studying luminescence mechanism of luminous fungi

 

      
 
  • Studying biosynthetic origin of marine luciferins: coelenterazine and Cypridina luciferin

 

           
 
Cypridina hilgendorfii
 
  • Developing fluorogenic sensors to important protein targets
 
 
FULFILLED
 
2009-2011
 
Biosynthetic mechanism of chemically unstable acylimine chromophore of red fluorescent proteins was investigated. This required development of new synthetic strategy to 2-acylaminoimidazolones - biosynthetic precursors of 2-acyliminoimidazolones. We have shown spontaneous oxidation of precursors with air oxygen by unusual mechanism.
             
Discosoma
 
2002-2009
 
Total synthesis of chromophores of GFP-like fluorescent proteins was used as a tool for independent structure determination of these chromophores. Also, this allowed to study structure-spectral properties relationship within this range of imidazole derivatives and to develop novel synthetic approaches to 2-functionalized arylideneimidazolones. Chromophores of AsFP595, Kaede and YFP538 were synthesized.
 
           
Zoanthus
 
           
Trachyphyllia
 
 
           
 
Anemonia
 
2002-2004
 
A blue proteinaceous pigment from Rhizostoma pulmo (jellyfish from the Black Sea) was isolated, sequenced and studied by biochemical methods. An attempt to determine the nature of the blue coloration (chromophore) was unsuccessful.
 
           
 
Black Sea jellyfish Rhizostoma pulmo possessing an unidentified blue pigment
 
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Yampolsky I.V.

Russia, Moscow, Ul. Miklukho-Maklaya 16/10 — On the map

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