Isomerism and Chirality

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6 Terms

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Isomers:

different molecules but same atomic composition

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Stereo-isomers:

molecules with same groups and bonding, but different spatial organisation

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Chirality

is due to stereo-isomers ; this is the ‘handedness of molecules’

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<p>just look at this&nbsp;</p>

just look at this 

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term image

•Chiral molecules have the same MOLECULAR formula

They have  left- and right-handed isomers called enantiomers

All the amino acids used to make your proteins are L-isomers

•Enzymes and receptors will  recognise a specific enantiomer of a chiral molecule

•GluR respond to L-glutamate but not D-glutamate

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<p><span><strong><span>Thalidomide</span></strong><span> is a chiral molecule: has </span><em><span>(R)- </span></em><span>and </span><em><span>(S)- </span></em><span>enantiomers</span></span></p>

Thalidomide is a chiral molecule: has (R)- and (S)- enantiomers

(R)-enantiomer acts as a sedative and was used to treat morning sickness.

(S)-enantiomer acts as a teratogen causing birth defects. It is estimated that worldwide 10000 infants were born with limb malformation and other problems.

•The enantiomers can inter-convert in vivo.

•This tragedy led to more stringent drug testing and approval regulations.