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Dextrorotation


Dextrorotation and levorotation (also spelled as laevorotation) are terms to describe rotational direction of plane-polarized light as it approaches an observer. Dextrorotation is, like clockwise, right direction from top to bottom or also left direction from bottom to top; levorotation is opposite like counterclockwise is of observation from opposite direction.

A compound with dextrorotation is called dextrorotatory or dextrorotary, while a compound with levorotation is called levorotatory or levorotary. Compounds with these properties are said to have optical activity and consist of chiral molecules. If a chiral molecule is dextrorotary, its enantiomer (geometric mirror image) will be levorotary, and vice versa. The enantiomers will rotate plane polarized light the same number of degrees, but in opposite directions.

Apart from direct measurement of the optical rotation of an actual sample, it is only possible to determine whether a given chiral molecule will be levorotatory or dextrorotatory directly from its absolute configuration, via detailed computer modeling. That is to say, both "R" and "S" stereocenters have the ability to be dextrorotatory or levorotatory.

A dextrorotary compound is often prefixed "(+)-" or "d-". Likewise, a levorotary compound is often prefixed "(−)-" or "l-". These "d-" and "l-" prefixes are distinct from the uppercase (though SMALL CAPS) "D-" and "L-" prefixes, which are based on the actual configuration of each enantiomer, with the version synthesized from naturally occurring (+)-glyceraldehyde being considered the D-form. For example, nine of the nineteen L-amino acids commonly found in proteins are dextrorotatory (at a wavelength of 589 nm), and D-fructose is sometimes called "levulose" because it is levorotatory.


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