+ Biochemical Compounds You are what you eat!!. Organic Chemistry ● Frederick Wohler founded...

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+Biochemical Compounds

You are what you eat!!

Organic Chemistry

● Frederick Wohler founded organic chemistry in 1828.

● Organic chemistry is one of the fastest growing areas of chemistry.

● Organic chemistry gave the foundation of the petrochemical and pharmaceutical industry.

Our Focus

● Our focus will be on the major classes of organic compounds:

o Carbohydrates

o Lipids

o Proteins

o Nucleic acids

1. What are the 4 main types of biological macromolecules and what is their function within cells?

2. How does the structure of each macromolecule contribute to their function within cells?

3. What are the 4 major types of biochemical reactions and why are they important to normal cellular function?

Essential Questions:

Carbon: The Central Atom

What’s so special about ?

The diversity of life relies on carbon!!! Virtually all chemicals of life are carbon based (exceptions – e.g., H2O, CO2) – called organic compounds. It can form four covalent bonds (H, O, N, P, S, C) C-C bonds enable carbon to form a variety of geometrical structures (e.g., straight chains, branched chains, rings)Methane

CH4

EthaneC2H6

BenzeneC6H6

+ CH2 + C4

Review - Functional Groups● Functional groups are the reactive portion of an organic

molecule and typically make the molecule polar.

● Common functional groups found in biomolecules:

o Hydroxyl (–OH)o Carboxyl (–COOH)o Amino (–NH2)o Sulfhydryl (–SH)o Phosphate (–PO4)o Carbonyl

Aldehydes (–COH) Ketones (–CO–)

Let’s See What you Remember…

Circle and name the functional groups in the following organic molecule.

Molecular Isomers: The same, yet different

What’s so special about ?

Isomer – an organic compound with the same molecular formula, but different

structure

Fructose (fruit sugar)

Galactose(milk sugar)

C6H12O6

Glucose(simple sugar)

Example:

C

C C

C

C C

C

C

C

Metabolized by cells differently due to structure

Structural isomers

Molecular Isomers: The same, yet different

What’s so special about ?

Isomer – an organic compound with the same molecular formula, but different

structure Structural isomers

Same atoms, bonded differently

Stereoisomers

Same atoms, Same bonds,

Differently arranged in space

Geometrical Optical

Molecular Isomers: The same, yet different

What’s so special about ?

Isomer – an organic compound with the same molecular formula, but different

structureStereoisomers

Same atoms, Same bonds,

Differently arranged in space

Geometrical Optical

Carvone

Macromolecules

What is the relationship between atoms, bonding and macromolecules?

Atoms

Bonds

Molecules

Macromolecules

join together

that form

that form large structures called

Macromolecules and their subunits

Monomer Monomer Monomer+ + = Polymer = Macromolecule

smaller subunits long chain of monomers

glucose

glycogen

CarbonCompounds

include

Which are made of

which contain

Which are made of Which are made of Which are made of

which contain which contain which contain

Carbohydrates LipidsNucleic acids(e.g., DNA/RNA) Proteins

Simple sugars(e.g., glucose)

Glycerol &3 Fatty Acids

Nucleotides Amino Acids

Carbon,hydrogen,

oxygen

Carbon,hydrogen,

oxygen

Carbon, hydrogenoxygen, nitrogen,

phosphorus

Carbon,hydrogen, oxygen, nitrogen,

Macromolecules and their subunits

1 2 3 4

ENERGYSTORAGE

short-term

main function main function main function main function

ENERGYSTORAGE

long-term

CATALYSIS&

STRUCTURE/SUPPORT

ENCODINGHEREDITARY

INFORMATION

CarbonCompounds

include

Which are made of

which contain

Which are made of Which are made of Which are made of

which contain which contain which contain

Carbohydrates Lipids Nucleic acids Proteins

Simple sugars(e.g., glucose)

Glycerol &3 Fatty Acids

Nucleotides Amino Acids

Carbon,hydrogen,

oxygen

Carbon,hydrogen,

oxygen

Carbon, hydrogenoxygen, nitrogen,

phosphorus

Carbon,hydrogen, oxygen, nitrogen,

Carbohydrates

1 2 3 4

Main Function: quick and short-term energy storage

Groupings: C, H, and O atoms (1 : 2 : 1 ratio)

Two types: 1. Simple Carbohydrates 2. Complex Carbohydrates

ENERGYSTORAGE

short-term

main function

(4 cal/g)

Carbohydrate molecule with 3-7 carbon atoms is called a monosaccharide. (mono = one, saccharide = sugar)

Broken down quickly in the body to release energy.

e.g., GLUCOSE – hexose (six-carbon) sugar with 7 energy-storing C-H bonds

Carbohydrates – Simple (glucose)

C6H12O6 (ring structure – when dissolved in water)

1

23

4

5

6

Primary source of energy used by all cells

MONOSACCHARIDESQUIZ: Select the formula that represents a monosaccharide

C4H8O4 C5H10O10 C6H6O12 C6H6O6

Making & Breaking Carbohydrates

Condensation (dehydration) synthesis

Hydrolysis

Two important biochemical reactions

monosaccharide monosaccharide+

disaccharide (di = two)

Carbohydrates – Complex (Polysaccharides)

Starch Granules (purple) in Potato Cells

Starch = energy storage in plants

Main Function: quick and short-term energy storage

Contain many units of glucose in long chains

Examples: Starch, glycogen, cellulose

Glycogen = energy storage in animals

Glycogen (red) in Hepatocytes (liver cells)

Glucose (monomer)

Glycogen (polymer)

Carbohydrates – Complex (Polysaccharides)

livermuscle

Carbohydrates – Complex (Polysaccharides)

Cellulose = polysaccharide found in plant cell walls

Cellulose fibers

Macrofibril

Microfibril

Chains of cellulose

Carbohydrates – Complex (Polysaccharides)

What is the difference between starch and cellulose?

Starch

Cellulose

Starch Cellulose

Glucose repeat units are facing

the same direction

Each successive glucose unit is upside-down in relation to each of the glucose molecules that it is connected to

Both polymers

Same repeat base

Same monomer(glucose)

Stronger (good for building)Weaker

Enzymes to digest Cannot digest (no enzymes)

Insoluble (fiber / roughage)Soluble

Things to Think About● Photosynthesis produces glucose in the plant cell

● Concentration of glucose increases, osmotic pressure increases, cell risks explosion

● Cell converts unused glucose to amylose (α helix) and amylopectin (branched α helix) collectively called starch (stored for later use)

● Starch is insoluble and reduces osmotic pressure

● Animals store glucose as glycogen (stored for later use)

● Plants use β glucose to produce cellulose (insoluble building material for the plant)