Biochemical Symmetrization/ Desymmetrization of Organic Compounds: Dendrimeric Relationship with Molecular Formulas

A criterion for systematization of organic compounds is described. Organic compounds (estimated to 16-20 millions) are of three types: (A) symmetric (especially meso and C2 symmetric), (B) possible symmetry generators, i.e. compounds possessing a real or imaginary, but plausible, symmetric correspondent: irrechi (from irregular distribution of chiral carbons) and constitutional), and (C) archaic (or primitive) that are neither symmetric nor possible symmetry generators. Symmetric compounds are a minority in organic chemistry. The three groups are (bio) chemically interchangeable. In preceding papers we have demonstrated that almost all natural micromolecular combinations are either symmetric or possible symmetry generators; archaic (primitive) type is also represented in natural chemistry. On the other hand, it should be stressed that symmetric compounds, both meso and C2 symmetrical (C2 symm.) have been found almost exclusively in plants and microorganisms, and they are usually produced from constitutional (constit.) precursors. A series of symmetrization/desymmetrization reactions are presented, and the proof is evidenced that they can establish a new and coherent concept in biochemistry and organic chemistry. Symmetrization reactions can be followed according to chemical type involved: oxidation, cyclization, esterification, glycosylation, methylation, etc. This approach is valid to all major classes of compounds. A dendrimeric relationship is presented within molecular formulae.