Isomer: Difference between revisions
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Most biological molecules (proteins, sugars, etc.) are present in only one of many chiral forms, so different enantiomers of a chiral drug molecule bind differently (or not at all) to target receptors. One enantiomer of a drug may have a desired beneficial effect while the other may cause serious and undesired side effects, or sometimes even beneficial but entirely different effects. | Most biological molecules (proteins, sugars, etc.) are present in only one of many chiral forms, so different enantiomers of a chiral drug molecule bind differently (or not at all) to target receptors. One enantiomer of a drug may have a desired beneficial effect while the other may cause serious and undesired side effects, or sometimes even beneficial but entirely different effects. | ||
One example of this is with the [[dissociative]] drug [[DXM]]. DXM, or dextromethorphan, is the isomer that rotates clockwise in plane-polarised light. It has antitussive (cough suppressant) and dissociative effects. Levomethorphan is the isomer that rotates anti-clockwise in plane-polarised light. This difference in rotation | One example of this is with the [[dissociative]] drug [[DXM]]. DXM, or dextromethorphan, is the isomer that rotates clockwise in plane-polarised light. It has antitussive (cough suppressant) and dissociative effects. Levomethorphan is the isomer that rotates anti-clockwise in plane-polarised light. This difference in rotation can radically alter the effects and character of the drug; for example, levomethorphan is an [[opioid]] painkiller. | ||