3.2.1.1.2.3 Optical isomerism

3.2.1.1.2.3 Optical Isomerism

One of the physical properties of molecules that have asymmetric carbon atoms is that the molecules will rotate the direction in which the light is vibrating as it passes through them. The presence of asymmetric carbon atoms confers optical activity on the compound and exhibit optical isomerism.

Optical activity

'When a beam of plane -polarized light is passed through a solution of an optical isomer, it will be rotated either to the right-or left in accordance to the type of compound and it is called optical activity

A compound which causes rotation of plane polarized light to the right is said to be dextrorotatory (+) isomer, and  'd' is used to designate the fact.  Rotation of the plane polarised light to the left is called levorotatory isomer and designated by a (-) sign and 'l' is used to designate to the fact. The naturally occurring form of fructose is the D (-) isomer. When equal amounts of D and L isomers are present, the resulting mixture has no optical activity, since the activities of each isomer cancel one another.  Such a mixture is said to be a racemic or DL mixture. Two important monosaccharides whose isoforms are biologically active –L fucose and L iduronic acid.

Stereoisomerism and optical activity are independent properties. Thus D (+), D (-), L (-), or L (+), indicate structural relationship to D or L glyceraldehyde and the optical activity exhibited.. Synthetically produced compounds are racemic.The optical rotation of glucose in solution is dextorotation hence, the alternative name of dextrose.

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Last modified: Saturday, 31 March 2012, 5:35 AM