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Molecular Geometries and Steric Energies of Phorbol 10, 11-Diacetate and 1, 2-Diacetylglycerol Molecules

  • Ubaldo Leli
  • Mark Froimowitz
  • George Hauser
Part of the Advances in Experimental Medicine and Biology book series (AEMB, volume 221)

Summary

Protein kinase C, an enzyme that is stimulated physiologically by diacylglycerol (DAG) and phospholipids in the presence of Ca2+, is involved in a novel cellular signaling system that is activated by the binding of appropriate agonists to certain classes of receptors. Phorbol esters are tumor promoters that can replace DAG in the activation of protein kinase C. Molecular similarities between the two compounds have been proposed to be responsible for the capacity to activate the enzyme. We have studied the molecular geometries and conformational energies of DAGAc and PDAc using the Molecular Mechanics II program and parameter set developed by Allinger and Yuh (1980). This was done to establish whether conformers of the two compounds are geometrically similar and which hydroxyl group of the phorbol molecule corresponds to the C3 hydroxyl of DAG which must be unsubstituted for activation of protein kinase C.

Keywords

Dihedral Angle Phorbol Ester Molecular Geometry Free Hydroxyl Inositol Trisphosphate 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Press, New York 1987

Authors and Affiliations

  • Ubaldo Leli
    • 1
    • 2
  • Mark Froimowitz
    • 1
    • 2
  • George Hauser
    • 1
    • 2
  1. 1.Ralph Lowell LaboratoriesMcLean HospitalBelmontUSA
  2. 2.Departments of Biological Chemistry and PsychiatryHarvard Medical SchoolBostonUSA

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