Organic Chemistry III
	Professor Carl C. Wamser
Chem 336 - Spring 2006	Quiz 26

1. (3 points) The steroid shown below has seven stereocenters shown. Place the appropriate substituents on each site on the right to correspond to the structure on the left.

2. (4 points) Create a phosphatide based on the following criteria:
on glycerol C-1, place an ester of oleic acid (C18 with a 9,10 double bond)
on glycerol C-2, place an ester of hexadecanoic acid
use a phosphate with ester bonds to glycerol C-3 and serine (shown below)

At pH 7, predict the net charge on this phosphatide. -1

Show the groups that would be ionized on your structure.

3. (3 points) Show electron-pushing arrows for the reaction below (all in one step).
OPP represents pyrophosphate. Indicate clearly where the H+ comes from.