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Chemistry: Chiral Compounds

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Chiral Compounds

Chirality is a geometric characteristic of many individual ions and molecules. A molecule that is chiral has two enantiomeric forms, which are very similar in structure, but dissimilar molecules. Chirality basically means 'mirror-image, non-superimposable molecules', and to state that a molecule is chiral is to say that its mirror image (it must have one) is not the same as its self. If a molecule is achiral that means it does not have mirrored twin and is unique.

The mirror images of chiral molecules/ions are called enantiomers. Single enantiomers are often designated as either …show more content…
One good example is thalidomide. Thalidomide was released in 1956 as a mild sedative used to treat nausea in pregnant women. One of it enantiomer was very good for nausea while the other caused dangerous birth defects in very low doses. Due to this it was taken off the market as many newborns were born deformed. Enantiomers of each other usually show different chemical reactions with other substances that are also enantiomers. Since most biological molecules are enantiomers themselves, there is usually a difference in the effects of two enantiomers on people. For example in pharmacology, often only one of a drug's enantiomers is responsible for the desired physiologic effects, while the other enantiomer is less active, inactive, or sometimes even responsible for adverse …show more content…
The chiral molecules are separated based on their ligand exchange interactions with these metal ions: due to the very minute differences in energy of the enantiomers (10-14 J mol-1), separation via ligand exchange is possible.

Protein selectors, work on the principal that proteins bond to only one enantiomer, as each enantiomer possesses different pharmacological properties. Since a protein is functional only in the presence of a necessary compound, the proteins in a specific CSP will interact only with one type of enantiomer, thus displaying different retention times for each chiral molecule. Brush (Prickle-concept). Come in many varieties, used for different chiral compounds, but all Prickle-type phases work on three principals: aromatic groups, capable of donor-acceptor interaction (acids/bases) polar hydrogen-bonds, and (iii) non-polar groups, for steric repulsion, based on Van der Waal interactions. Though the above CSPs come with great variety for identifying many compounds, this list is not exhaustive, and many more types of CSPs exist; the listed CSPs are just a few of the most common used in chiral

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