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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 

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Chemical Compound Review: 

SureCN7420909     benzylN-[(1S,2S)-1-[[(2S)- 4,4-difluoro-3...

Synonyms: AC1L9QO4, 134450-35-4
 
 
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Disease relevance of AIDS-002713

  • The structure of the HIV-1 protease in complex with a pseudo-C2 symmetric inhibitor, which contains a central difluoroketone motif, has been determined with X-ray diffraction data extending to 1.7 A resolution [1].
 

High impact information on AIDS-002713

  • Difluoroketone aspartyl protease transition state analogue MW167 was relatively selective for presenilinase (IC50 < 1 microM) over gamma-secretase (IC50-16 microM) [2].
  • Noncovalent complexes between HLE and either the tight-binding secretory leucoprotease inhibitor (SLPI) or a slow tight-binding peptide difluoroketone inhibitor were not observed by ESI-MS [3].
  • A series of primate renin inhibitors containing difluorocarbinol and difluoroketone groups at the P1-P1' position have been synthesized and studied both in vitro and in vivo [4].

References

  1. Inhibition and catalytic mechanism of HIV-1 aspartic protease. Silva, A.M., Cachau, R.E., Sham, H.L., Erickson, J.W. J. Mol. Biol. (1996) [Pubmed]
  2. Presenilin endoproteolysis mediated by an aspartyl protease activity pharmacologically distinct from gamma-secretase. Campbell, W.A., Reed, M.L., Strahle, J., Wolfe, M.S., Xia, W. J. Neurochem. (2003) [Pubmed]
  3. Electrospray ionization mass spectrometry as a mechanistic tool: mass of human leucocyte elastase and a beta-lactam-derived E-I complex. Knight, W.B., Swiderek, K.M., Sakuma, T., Calaycay, J., Shively, J.E., Lee, T.D., Covey, T.R., Shushan, B., Green, B.G., Chabin, R. Biochemistry (1993) [Pubmed]
  4. Design and synthesis of potent, selective, and orally active fluorine-containing renin inhibitors. Doherty, A.M., Sircar, I., Kornberg, B.E., Quin, J., Winters, R.T., Kaltenbronn, J.S., Taylor, M.D., Batley, B.L., Rapundalo, S.R., Ryan, M.J. J. Med. Chem. (1992) [Pubmed]
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