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Lipids. Lipids Lipids are natural products more soluble in nonpolar solvents than in water. Some of them are related in that they have acetic acid (acetate)

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Presentation on theme: "Lipids. Lipids Lipids are natural products more soluble in nonpolar solvents than in water. Some of them are related in that they have acetic acid (acetate)"— Presentation transcript:

1 Lipids

2 Lipids Lipids are natural products more soluble in nonpolar solvents than in water. Some of them are related in that they have acetic acid (acetate) as their biosynthetic origin. Acetyl coenzyme A serves as the source of acetate. Some of them are related in that they have isoprene as their biosynthetic origin.

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5 Fats, Oils, and Fatty Acids

6 Fats and Oils Fats and oils are naturally occurring mixture of triacylglycerols (also called triglycerides). Fats are solids; oils are liquids. RCOCH CH 2 OCR' O CH 2 OCR" OO

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9 O R'COCH CH 2 OCR O CH 2 OCR" O Fatty Acids Acids obtained by the hydrolysis of fats and oils are called fatty acids. Fatty acids usually have an unbranched chain with an even number of carbon atoms. If double bonds are present, they are almost always cis. H2OH2OH2OH2O HOCH CH 2 OH OHOCR OR'COH OHOCR"

10 Which one of the following is a triacylglycerol (triglyceride), a fat? A)B) C)D) Question

11 Question When cetyl palmitate is subjected to saponification conditions (NaOH, H 2 O, heat) which two compounds will be formed? A)CH 3 (CH 2 ) 15 OH + HOCH 2 (CH 2 ) 14 CH 3 B)CH 3 (CH 2 ) 14 CO 2 Na + NaO 2 C(CH 2 ) 14 CH 3 C)CH 3 (CH 2 ) 14 CO 2 H + HOCH 2 (CH 2 ) 14 CH 3 D)CH 3 (CH 2 ) 15 OH + NaO 2 C(CH 2 ) 14 CH 3

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13 Question Which of the following is not an expected product of the acid hydrolysis of fats? A)CH 3 (CH 2 ) 12 CO 2 H B)HOCH 2 CH 2 (OH)CH 2 OH C)CH 3 (CH 2 ) 16 CO 2 H D)CH 3 (CH 2 ) 14 CO 2 H

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16 Fatty Acids Systematic name: (5Z, 8Z, 11Z, 14Z)-5,8,11,14- Icosatetraenoic acid Common name: Arachidonic acid H HH H HH H H OHO

17 Diterpenes & Pain Aspirin’s Mode of Action - Prostaglandin Cascades

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20 Aspirin Inhibits the Synthesis of Prostaglandins (prostaglandin endoperoxide synthase)


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