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Drill 2:
LIPIDS: IDENTIFICATION, STRUCTURE WRITING
AND CLASSIFICATION
I. A. Identify the following fatty acids present in fats and oils by their common names.
Acid Common name (1 pt each)
1. O
Lauric
H3C (CH2)10 C OH
2. O
Myristic
H3C (CH2)12 C OH
Palmitic
3.
Stearic
4.
Arachidic
5.
6. Which of the above is the most abundant fatty acid? Palmitic (1 pt)
7. What is the general formula of a saturated fatty acid? CH3(CH2)nCOOH (2 pts)
B. Give the structures of the following unsaturated fatty acids found in fats and oils.
1. Palmitoleic 16:1Δ9
2. Oleic 18:1Δ9
3. Linoleic 16:2Δ9, 12
1
II. Classify the following lipids as to triacylglycerol (TAG), wax, phosphoglyceride, sphingolipid,
eicosanoid, terpene, steroid, soap or detergent. (2 pts each)
O
1. H2C O C
O
(CH2)16 CH3
HC O C (CH2)16 CH3
O
H2C O C (CH2)16 CH3
TAG
Tristearin
2. O
3. CH3
OH
CH3
Steroid
O
Testosterone
(an androgen)
4. Phosphoglyceride
5. Sphingolipid
6. O
COOH
HO
PGE1 Eicosanoid
7. H3C CH3
CH3
C D
A B
HO
2
Cholecalciferol (Vit. D3)
Steroid
8. O
- +
H3C (CH2)16 C O Na Soap
Sodium stearate __________________________
9.
O
HO Terpene
-tocopherol (Vit. E) __________________________
10.
-
COO
O
O CH3
O OH
H2C O H OH
H
O OH H
a Glycolipid
12.
O
-
O
O
-
S CH2 CH O
C4H9 +
NH3
Eicosanoid
Leukotriene E4 (LTE4)
13. O
HO
O CH2OH
O
Steroid
Cortisone
QUESTIONS:
1. In terms of their fatty acid composition, how do fats and oils differ from each other? (2 pts)
____________________________________________________________________________
The fatty acids of fats are saturated while the fatty acids of oils are unsaturated.
3
2. In relation to #1, explain why fats remain solids at room temperature while oils are liquids at
room temperature. (4 pts)
___________________________________________________________________________
Fats contain long, straight hydrocarbon chains, packed uniformly together making
___________________________________________________________________________
them solid at room temperature. Oils have chains which are kinked that hinder them
___________________________________________________________________________
to interact uniformly together thus liquid at room temperature.
___________________________________________________________________________
3. Give the structural units common to all: (12 pts)
a. fats and oils glycerol
g. terpenes isoprene
4. Identify the following lipids. Choose from the list of given names below. (2 pts each)
Phosphatidyl serine
Sodium lauryl sulfate
OH
PGF2
Retinol (Vit. A)
Retinol (Vit. A)
a. ______________________________________ Triolein
Myricylpalmitate
O
Progesterone
H3C (CH2)14 C O(CH2)29 CH3
TXB2
Myricylpalmitate
b. _____________________________________ Potassium myristate
+
O NH3
-
H2C O P O CH2 HC COO
-
O
O
HC O C R1
O
H2C O C R2
Phosphatidyl serine
c. _____________________________________
O
H2C O C (CH2)7 CH CH (CH2)7CH3
O
HC O C (CH2)7 CH CH (CH2)7CH3
O
H2C O C (CH2)7 CH CH (CH2)7CH3
Triolein
d. _____________________________________
O
- +
H3C (CH2)12 C OK
Potassium myristate
e. _____________________________________
4
O
- +
H3C (CH2)11O S O Na
O
CH3
CH3
H2C
Progesterone
g. ____________________________________
-
COO
OH
PGF2
h. _____________________________________
-
COO
HO O
HO
i. TXB2
______________________________________
a. Terpene
b. Wax
c. Phosphoglyceride
d. TAG
Soap
e.
Soap
f.
g. Steroid
h. Eicosanoid
Eicosanoid
i.