Optical and Geometrical Isomerism

Optical and Geometrical Definition 

  • Optical and Geometrical Isomerism: Stereoisomerism is a form of isomerism in which compounds have the same molecular formula and sequence of bonded atoms (constitution) but differ in the spatial arrangement of atoms or groups.
  • It includes geometrical isomerism, which arises from restricted rotation around double bonds or ring structures leading to cis-trans forms Optical and Geometrical Isomerism.

Optical:

  • Definition:

    • Optical isomers (enantiomers) are non-superimposable mirror images of each other. They contain one or more chiral centers (usually carbon atoms with four different substituents).
  • Biological Impact:

    • Enantioselectivity: Biological systems are chiral. Often, only one enantiomer is therapeutically active, while the other may be inactive or even cause adverse effects.
    • Pharmacokinetics and Dynamics: The two enantiomers can have different rates of absorption, distribution, metabolism, and excretion (ADME), as well as different receptor binding profiles.
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Geometrical:

  • Definition:

    • Geometrical isomers (cis/trans or E/Z isomers) arise due to the restricted rotation around double bonds or within ring structures.
  • Biological Impact:

    • Receptor Binding: The spatial arrangement (cis vs. trans) can influence how well the molecule fits into a receptor’s binding site.
    • Physical Properties: Geometrical isomers may exhibit differences in solubility, melting point, and overall stability, affecting their formulation and bioavailability.

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