Book cover for Organic chemistry with biological applications

Organic chemistry with biological applications

John E. McMurry

ISBN #9781285842912

3rd Edition

1,528 Questions

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13,325 Students Helped

Homework Questions

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Summary

Learning Objectives

Key Concepts

Example Problems

Explanations

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Summary

Lipids are a diverse group of hydrophobic and amphipathic biomolecules that include fats, oils, waxes, phospholipids, eicosanoids, terpenoids, and steroids. They play critical roles in energy storage, structural integrity of cell membranes, signaling pathways, and hormone production. The biochemical pathways responsible for both the breakdown (catabolism via beta-oxidation) and synthesis (via acetyl-CoA and mevalonate pathways) of fatty acids and complex lipids involve specific enzyme-catalyzed reactions that often rely on intricate stereochemical and mechanistic details. A clear understanding of these processes has important applications in medicine, particularly in the development of cholesterol-lowering drugs (statins) and other therapeutics.

Learning Objectives

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Key Concepts

CONCEPT

DEFINITION

Definition: The study of molecular reactivity via polar covalent bonds where differences in electronegativity create dipole moments, guiding acid–base behavior.

The study of molecular reactivity via polar covalent bonds where differences in electronegativity create dipole moments, guiding acid–base behavior. •

Example Problems

Example 1

Carnauba wax, used in floor and furniture polishes, contains an ester of a $\mathrm{C}_{32}$ straight-chain alcohol with a $\mathrm{C}_{20}$ straight-chain carboxylic acid. Draw its structure.

Example 2

Draw structures of glyceryl tripalmitate and glyceryl trioleate. Which would you expect to have a higher melting point?

Example 3

Draw the structure of magnesium oleate, a component of bathtub scum.

Example 4

Write the saponification reaction of glyceryl dioleate monopalmitate with aqueous $\mathrm{NaOH}$.

Example 5

Write the equations for the remaining passages of the $\beta$ -oxidation pathway following those shown in Figure 23.5 .

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Step-by-Step Explanations

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Common Mistakes

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