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  2. Meso compound - Wikipedia

    en.wikipedia.org/wiki/Meso_compound

    The meso compound must not be confused with a 50:50 racemic mixture of the two optically-active compounds, although neither will rotate light in a polarimeter. It is a requirement for two of the stereocenters in a meso compound to have at least two substituents in common (although having this characteristic does not necessarily mean that the ...

  3. Enantiomer - Wikipedia

    en.wikipedia.org/wiki/Enantiomer

    However, compounds that contain an even number of asymmetric atoms sometimes lack chirality because they are arranged in mirror-symmetric pairs, and are known as meso compounds. For instance, meso tartaric acid (shown on the right) has two asymmetric carbon atoms, but it does not exhibit enantiomerism because there is a mirror symmetry plane.

  4. Chiral drugs - Wikipedia

    en.wikipedia.org/wiki/Chiral_drugs

    An enantiomeric pair (S,S)- and (R,R)-ethambutol, along with the achiral stereoisomer called meso-form, it holds a diastereomeric relationship with the optically active stereoisomers. The activity of the drug resides in the (S,S)-enantiomer which is 500 and 12 fold more potent than the (R,R)-ethambutol and the meso-form. The drug had initially ...

  5. Stereoisomerism - Wikipedia

    en.wikipedia.org/wiki/Stereoisomerism

    As a result, different enantiomers of a compound may have substantially different biological effects. Pure enantiomers also exhibit the phenomenon of optical activity and can be separated only with the use of a chiral agent. In nature, only one enantiomer of most chiral biological compounds, such as amino acids (except glycine, which is achiral ...

  6. Optical rotation - Wikipedia

    en.wikipedia.org/wiki/Optical_rotation

    The "D-" and "L-" prefixes are used to specify the enantiomer of chiral organic compounds in biochemistry and are based on the compound's absolute configuration relative to (+)-glyceraldehyde, which is the D-form by definition. The prefix used to indicate absolute configuration is not directly related to the (+) or (−) prefix used to indicate ...

  7. Stereocenter - Wikipedia

    en.wikipedia.org/wiki/Stereocenter

    Two enantiomers of a generic amino acid at the stereocenter. In stereochemistry, a stereocenter of a molecule is an atom (center), axis or plane that is the focus of stereoisomerism; that is, when having at least three different groups bound to the stereocenter, interchanging any two different groups creates a new stereoisomer.

  8. Chiral resolution - Wikipedia

    en.wikipedia.org/wiki/Chiral_resolution

    Chiral resolution, or enantiomeric resolution, [1] is a process in stereochemistry for the separation of racemic mixture into their enantiomers. [2] It is an important tool in the production of optically active compounds, including drugs. [3] Another term with the same meaning is optical resolution.

  9. Enantioselective synthesis - Wikipedia

    en.wikipedia.org/wiki/Enantioselective_synthesis

    Enantioselective synthesis, also called asymmetric synthesis, [1] is a form of chemical synthesis.It is defined by IUPAC as "a chemical reaction (or reaction sequence) in which one or more new elements of chirality are formed in a substrate molecule and which produces the stereoisomeric (enantiomeric or diastereomeric) products in unequal amounts."