Organic Chemistry, 6th edition Paula Yurkanis Bruice Chapter 27 The Organic Chemistry of Lipids Brian L. Groh Minnesota State University, Mankato Mankato, MN Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

Bruice: Organic Chemistry, © 2011 Pearson Education, Inc. 27.1 The common name for a C16 straight chain saturated fatty acid is ________. Arachidonic Myristic Palmitic Palmitoleic Stearic Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

Bruice: Organic Chemistry, © 2011 Pearson Education, Inc. 27.1 The common name for a C16 straight chain saturated fatty acid is ________. Arachidonic – C20 unsaturated Myristic – C 14 saturated Palmitic – C16 saturated Palmitoleic – C16 unsaturated Stearic – C18 saturated Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

Which term best describes the compound CH3(CH2)24CO2(CH2)29CH3 27.2 Which term best describes the compound CH3(CH2)24CO2(CH2)29CH3 A fatty acid An oil A terpene A wax A prostaglandin Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

Which term best describes the compound CH3(CH2)24CO2(CH2)29CH3 27.2 Which term best describes the compound CH3(CH2)24CO2(CH2)29CH3 A fatty acid An oil A terpene A wax A prostaglandin Waxes are high molecular weight esters formed from long-chain carboxylic acids and long-chain alcohols. Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

Which of the following best describes the compound below? 27.3 Which of the following best describes the compound below? An unsaturated fat A saturated fat An oil A triacylglycerol C and D Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

Which of the following best describes the compound below? 27.3 Which of the following best describes the compound below? An unsaturated fat A saturated fat An oil A triacylglycerol C and D Olive oil is a triacylglycerol containing about 84% oleic acid, a monounsaturated C18 fatty acid. Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

Which statement is not true about prostaglandins? 27.5 Which statement is not true about prostaglandins? They are found in all body tissues. They regulate many physiological responses. They all have 5-membered rings. Prostaglandins are made from arachidonic acid. Nonsteroidal anti-inflammatory drugs increase the production of prostaglandins. Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

Which statement is not true about prostaglandins? 27.5 Which statement is not true about prostaglandins? They are found in all body tissues. They regulate many physiological responses. They all have 5-membered rings. Prostaglandins are made from arachidonic acid. Nonsteroidal anti-inflammatory drugs increase the production of prostaglandins. Nonsteroidal anti-inflammatory drugs (NSAIDs) inhibit the synthesis of all prostaglandins. Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

Sesquiterpenes have _____ carbons. 27.6 Sesquiterpenes have _____ carbons. 10 15 20 30 40 Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

Sesquiterpenes have _____ carbons. 27.6 Sesquiterpenes have _____ carbons. 10 – monoterpenes 15 – sesquiterpenes 20 – diterpenes 30 – triterpenes 40 – tetraterpenes Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

Which of the following best describes the compound below? 27.8 Which of the following best describes the compound below? Carbohydrate Prostaglandin Steroid Triglyceride Vitamin Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.

Which of the following best describes the compound below? 27.8 Which of the following best describes the compound below? Carbohydrate Prostaglandin Steroid Triglyceride Vitamin This is the steroid cholic acid. All steroids have the basic tetracyclic (four fused ring) structure. Bruice: Organic Chemistry, © 2011 Pearson Education, Inc.