molecules of life i chapter 3 carbon/organic chemistry bonding in hydrocarbons functional groups...

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Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates Monosaccharides Disaccharides Polysaccharides Lipids Fats and Oils Steroids Phospholipids

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Page 1: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Molecules of Life ICHAPTER 3Molecules of Life ICHAPTER 3

Carbon/Organic Chemistry• Bonding in hydrocarbons

• Functional groups

• Monomers and Polymers, Linking and Breaking

Carbohydrates• Monosaccharides

• Disaccharides

• Polysaccharides

Lipids• Fats and Oils

• Steroids

• Phospholipids

Page 2: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Relevance of Biomolecules in Everyday Life

completely

Page 3: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Organic Molecules

• A cell is mostly water.

– The rest of the cell consists mostly of carbon-based molecules.

– Organic chemistry is the study of carbon compounds.

• Carbon is a versatile atom.

– It has four electrons in an outer shell that holds eight.

– Carbon can share its electrons with other atoms to form up to four covalent bonds.

• Carbon can use its bonds to:

– Attach to other carbons.

– Form an endless diversity of carbon skeletons.

Page 4: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Figure 3.2

Each Carbon Atom Makes Four Covalent Bonds to Other Atoms

Page 5: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Figure 3.3

Carbon Connects With Hydrogens to Form Hydrocarbons

Methane (CH4) is the simplest hydrocarbon

Page 6: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Figure 3.4

Other Hydrocarbons in Our Lives

Page 7: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Molecules of Life ICHAPTER 3Molecules of Life ICHAPTER 3

Carbon/Organic Chemistry• Bonding in hydrocarbons

• Functional groups

• Monomers and Polymers, Linking and Breaking

Carbohydrates• Monosaccharides

• Disaccharides

• Polysaccharides

Lipids• Fats and Oils

• Steroids

• Phospholipids

Page 8: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

• Each type of organic molecule has a unique three-dimensional shape that defines its function in an organism.

– The molecules of your body recognize one another based on their shapes.

– Even slight differences in molecular arrangement effects the chemical behavior of a molecule

– Certain groups of atoms confer chemical reactivity to a molecule (functional groups)

Structure Gives Rise to Function

Isomers

Page 9: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Figure 3.5

Functional Groups That Contribute to Molecular Behavior

Page 10: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Molecules of Life ICHAPTER 3Molecules of Life ICHAPTER 3

Carbon/Organic Chemistry• Bonding in hydrocarbons

• Functional groups

• Monomers and Polymers, Linking and Breaking

Carbohydrates• Monosaccharides

• Disaccharides

• Polysaccharides

Lipids• Fats and Oils

• Steroids

• Phospholipids

Page 11: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Giant Molecules from Smaller Building Blocks

• On a molecular scale, many of life’s molecules are gigantic.

– Biologists call them macromolecules.

– Examples: DNA, carbohydrates

• Most macromolecules are polymers.

– Polymers are made by stringing together many smaller molecules called monomers.

– Cells link monomers by dehydration reactions.

monomers polymer

Page 12: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Figure 3.6a

Dehydration/Condensation Synthesis of a Polymer

Page 13: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Figure 3.6b

Hydrolytic Breakdown of a Polymer

Page 14: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Biological Molecules

• There are four categories of large molecules in cells:

– Carbohydrates

– Lipids

– Proteins

– Nucleic acids

Page 15: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Molecules of Life ICHAPTER 3Molecules of Life ICHAPTER 3

Carbon/Organic Chemistry• Bonding in hydrocarbons

• Functional groups

• Monomers and Polymers, Linking and Breaking

Carbohydrates• Monosaccharides

• Disaccharides

• Polysaccharides

Lipids• Fats and Oils

• Steroids

• Phospholipids

Page 16: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Carbohydrates

• Carbohydrates are composed of:

– Simple sugars (monosaccharides) found in table sugar, fruit, and soft drinks.

– Complex sugars (polysaccharides) found in pasta and potatoes as well as the cells of plants

Page 17: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Simple Sugars: Monosaccharides

• Monosaccharides are simple sugars.

– Glucose is found in sports drinks.

– Fructose is found in fruit.

• Honey contains both glucose and fructose.

Page 18: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Glucose and Fructose are Structural Isomers

Same molecular formula but different structural formulas

Carbonyl functional

groups makes these

sugars reactive

(can lose electrons)

Hydroxyl groups make these

sugars polar and

water soluble

Page 19: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Glucose

Fructose

Simple Sugars Usually “Round up” into Rings

Straight chain form Ring form

Page 20: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Disaccharides

• A disaccharide is a double sugar.

– It is constructed from two monosaccharides.

• Disaccharides are joined through a dehydration reaction.

Disaccharides

Page 21: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Figure 3.11

Lactose is a disaccharide that some people cannot digest as adults

Page 22: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Table Sugar (Sucrose) is a Disaccharide

Page 23: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Polysaccharides

• Complex carbohydrates are called polysaccharides.

– They are long chains of sugar units.

– They are polymers of monosaccharides.

• Polysaccharides can be classified by function

– Energy storage polysaccharides

– Structural support polysaccharides

Polysaccharides

Page 24: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Figure 3.13

Three Polysaccharides

Energy storage

Energy storage

Structural support in plants

Page 25: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Cellulose Cannot Be Broken into Glucose Monosaccharides By Mammals

Plant-eaters have resident bacteria and protozoa that break the cellulose into glucose within their digestive system

Page 26: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Molecules of Life ICHAPTER 3Molecules of Life ICHAPTER 3

Carbon/Organic Chemistry• Bonding in hydrocarbons

• Functional groups

• Monomers and Polymers, Linking and Breaking

Carbohydrates• Monosaccharides

• Disaccharides

• Polysaccharides

Lipids• Fats and Oils

• Steroids

• Phospholipids

Page 27: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Lipids

• Lipids are not water soluble (hydrophobic)

– Lipids are mostly composed of hydrocarbon chains or rings

– They do not mix with water.

• Important lipid polymers that we will study are:

– Fats and Oils

– Phospholipids

– Steroids

Page 28: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Fats and Oils (Triglycerides)

• A fat or oil consists of a four part chain of hydrocarbons (a triglyceride)

– Triglyceride is a combination of glycerol and three fatty acids.

• Fats perform essential functions in the human body:

– Energy storage

– Cushioning

– Insulation

Page 29: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

A Fat or Oil is Made From Three Fatty Acids and One Glycerol

Dehydration reactions

Fats

Page 30: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

• Unsaturated fatty acids (One or more C=C bonds)

– Have less than the maximum number of hydrogens bonded to the carbons.

– Tend to be solid at room temperature, e.g.. butter

• Saturated fatty acids (Only C-C bonds)

– Have the maximum number of hydrogens bonded to the carbons.

– Tend to be liquid at room temperature, e.g. corn oil

Saturated and Unsaturated Fats (Triglycerides)

Page 31: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

• Not all fats are unhealthy.

– Some fats perform important functions in the body and are essential to a healthy diet.

– Many unsaturated fats and cis-fats are good for you

Healthy Triglycerides

Page 32: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Steroids

• Steroids are very different from fats in structure and function.

– The carbon skeleton is bent to form four fused rings.

• Cholesterol is the “base steroid” from which your body produces other steroids.

– Example: sex hormones

Page 33: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Steroids Consist of Four Joined Rings

Biological role: Helps keep cell wrappers (membranes) fluid

and flexible

Biological role: Act as

chemical messengers

(hormones) to stimulate

certain body parts

Page 34: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Phospholipids: Barrier-forming molecules

Phospholipids organize into

double-layered spheres in water

H2O

H2O

H2O

H2O

H2O

H2O

H2O

H2O

H2O

H2O

H2O

H2O

H2O

Page 35: Molecules of Life I CHAPTER 3 Carbon/Organic Chemistry Bonding in hydrocarbons Functional groups Monomers and Polymers, Linking and Breaking Carbohydrates

Molecules of Life ICHAPTER 3Molecules of Life ICHAPTER 3

Carbon/Organic Chemistry• Bonding in hydrocarbons

• Functional groups

• Monomers and Polymers, Linking and Breaking

Carbohydrates• Monosaccharides

• Disaccharides

• Polysaccharides

Lipids Proteins and Nucleic Acids

• Fats and Oils will be discussed next time

• Steroids

• Phospholipids