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cis!

HOOC COOH
C C
H H
trans!
Maleic acid!
HOOC H
C C
H COOH
Fumaric acid!

Differ in configuration!
(stereoisomers)!
H
chiral!
C
R1 R3
R2

H
achiral!
C
R1 R2
R1
original! mirror image!

H H H
chiral! Enantiomers!
C C C
R1 R3 R3 R1 ≠! R3 R2
R2 R2 R1

H H H
achiral!
C C C
R1 R2 R2 R1 =! R2 R1
R1 R1 R1
CH3 CH3

O C O C
CH (R)-Carvone! (S)-Carvone! CH

H2C CH2 H2C CH2


C C
H2C C H H C CH2
CH3 CH3
CH3 CH3

O C
Spearmint odor! Caraway odor!
O C
CH (R)-Carvone! (S)-Carvone! CH

H2C CH2 H2C CH2


C C
H2C C H H C CH2
CH3 CH3

X X

Matches receptor binding site! Does not match binding site!


intended for R! intended for R!
H H
H C C H
H H Eclipsed!
conformation!
Potential energy!

Staggered!
conformation!
Rotation angle!
Image credits:

Ethane: Public Domain. Author: Benjah-bmm27

http://commons.wikimedia.org/wiki/File:Ethane-eclipsed-depth-cue-3D-balls.png
http://commons.wikimedia.org/wiki/File:Ethane-staggered-depth-cue-3D-balls.png

Footprints: Public Domain. Author: Martiny.

https://commons.wikimedia.org/wiki/File:2_parallel_footprints.JPG

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