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An example of such an enantiomer is the sedative thalidomide, which was sold in a number of countries around the world from 1957 until 1961. It was withdrawn from the market when it was found to cause birth defects. One enantiomer caused the desirable sedative effects, while the other, unavoidably [23] present in equal quantities, caused birth ...
The chiral stationary phase, CSP, can interact differently with two enantiomers, by a process known as chiral recognition. Chiral recognition depends on various interactions such as hydrogen bonding, π-π interaction, dipole stacking, inclusion complexation, steric, hydrophobic and electrostatic interaction, charge-transfer interactions, ionic interactions etc, between the analyte and the CSP ...
This is because the body is very chiral selective reacting to each enantiomer differently and therefore producing different pharmaceutical effects. The use of a drug with a single enantiomer makes the drug more effective. Before a drug of a pure enantiomer can be formed, the two enantiomers must first be separated and tested.
They can reside in the pharmacologically active enantiomer (eutomer) or in the inactive one (distomer). [41] [42] [43] The toxicologic differences between enantiomers of have also been demonstrated. The following are examples of some of the chiral drugs where their toxic/undesirable side-effects dwell almost in the distomer.
Both enantiomers occur in nature. (+)-Citronellol, which is found in citronella oils, including Cymbopogon nardus (50%), is the more common isomer. (−)-Citronellol is widespread, but particularly abundant in the oils of rose (18–55%) and Pelargonium geraniums. [1]
Many atropisomers occur in nature, and some have applications to drug design. [20] The natural product mastigophorene A has been found to aid in nerve growth. [ 1 ] [ 21 ] Other examples of naturally occurring atropisomers include vancomycin isolated from an Actinobacterium, and knipholone , which is found in the roots of Kniphofia foliosa of ...
Linalool (/ l ɪ ˈ n æ l oʊ ɒ l, l aɪ-,-l oʊ oʊ l,-ˈ l uː l /) refers to two enantiomers of a naturally occurring terpene alcohol found in many flowers and spice plants. [1] Together with geraniol, nerol, citronellol, linalool is one of the rose alcohols. [2]
L- and D-amino acids are usually enantiomers. The exceptions are two amino acids with two stereogenic centers, threonine and isoleucine. Aside from those two special cases, L- and D-amino acids have identical properties (color, solubility, melting point) under many conditions. In the biological context however, which is chiral, these ...