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Macromolecular Macromolecular Structures Structures Really Big Molecules Really Big Molecules

Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

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Page 1: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

Macromolecular StructuresMacromolecular Structures

Really Big MoleculesReally Big Molecules

Page 2: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

Macromolecular StructuresMacromolecular Structures

Types of Macromolecular StructuresTypes of Macromolecular StructuresCovalent Network SystemsCovalent Network SystemsPolymersPolymers

PlasticsPlasticsBiomoleculesBiomolecules

Page 3: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

Covalent NetworkCovalent Network

Page 4: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

Covalent Network SolidsCovalent Network SolidsSystems of Interlocking Covalent BondsSystems of Interlocking Covalent BondsNot Individual MoleculesNot Individual MoleculesAll have very high melting pointsAll have very high melting pointsExamplesExamples

CarbonCarbonGraphiteGraphiteDiamondDiamondNanotubesNanotubes

SiliconSiliconSilicon dioxideSilicon dioxide

Silica, Glass, QuartzSilica, Glass, Quartz

Page 5: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

GraphiteGraphiteMassive Sets of Fused 6 membered ringsMassive Sets of Fused 6 membered rings

Jmol

Page 6: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

GraphiteGraphite

PropertiesPropertiesGood lubricantGood lubricantConducts electricityConducts electricityVery high melting pointVery high melting point

Page 7: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

DiamondDiamond

Tetrahedral repeating Tetrahedral repeating patternpattern

Very strong network Very strong network of bondsof bonds

Diamond is the Diamond is the hardest substance hardest substance known.known.

Jmol

Page 8: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

Carbon NanotubesCarbon Nanotubes Similar structure to Similar structure to

graphitegraphite

Sheet of 6 membered Sheet of 6 membered rings rolled into a rings rolled into a tube.tube.

Have high melting Have high melting pointspoints

Very high strengthVery high strength High conductivityHigh conductivity

Page 9: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

BuckeyballsBuckeyballs

Not a covalent Not a covalent networknetwork

CC6060 molecule molecule

Many other possible Many other possible spherical spherical arrangementsarrangements FullerenesFullerenes

Jmol

Page 10: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

SilicaSilica

Has an empirical formula of SiOHas an empirical formula of SiO22

Has a repeating tetrahedral structureHas a repeating tetrahedral structureOxygens are parts of multiple tetrahedra.Oxygens are parts of multiple tetrahedra.

Gives glass and sand their high melting Gives glass and sand their high melting points.points.

Jmol

Page 11: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

PolymersPolymers

Page 12: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

PolymersPolymers

““poly-” = manypoly-” = many ““mer” from mer” from merosmeros = part = part

PolymerPolymer – a chemical compound formed – a chemical compound formed from many smaller molecules.from many smaller molecules.

Requires a little bit of organic chemistry Requires a little bit of organic chemistry shorthand.shorthand.

Page 13: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

Organic ShorthandOrganic Shorthand Drawing all those hydrogens gets tediousDrawing all those hydrogens gets tedious

Condense themCondense them

Use a line notationUse a line notation Each red dot represents a carbonEach red dot represents a carbon

It is understood that each carbon has an octet filled It is understood that each carbon has an octet filled out with hydrogen unless otherwise noted.out with hydrogen unless otherwise noted.

Page 14: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

PlasticsPlastics

Polymers made from small organic Polymers made from small organic moleculesmoleculesOrganic compounds are made from carbon.Organic compounds are made from carbon.

Page 15: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

PolyethylenePolyethylene

Made from Made from ethylene ethylene moleculesmolecules

Used in milk Used in milk cartons (HDPE)cartons (HDPE)

6 pack plastic 6 pack plastic rings (LDPE)rings (LDPE)

C C

H

H H

H

Jmol

Page 16: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

PolypropylenePolypropylene

Made from propyleneMade from propylene

Used in clothing and Used in clothing and Gladware type Gladware type containers.containers.

C C

CH3

H H

H

Jmol

Page 17: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

Polyethylene terephthalatePolyethylene terephthalate

Has two monomersHas two monomers EthyleneEthylene Terephthalic acidTerephthalic acid

Used in soda bottles Used in soda bottles (PETE or PET)(PETE or PET)

O

O

O

O

O

O

OH

OH

C C

H

H H

H

Page 18: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

TeflonTeflon

PolytetrafluoroethylenePolytetrafluoroethylene

Due to high Due to high electronegativity of electronegativity of fluorine, the structure is fluorine, the structure is not very susceptible to not very susceptible to forming an induced forming an induced dipoledipole Makes a very slippery Makes a very slippery

surfacesurface

C C

F

F F

F

Jmol

Page 19: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

PolystyrenePolystyrene

Made from styrene Made from styrene monomersmonomers

Can be fluffedCan be fluffed StyrofoamStyrofoam

Can be compactCan be compact Drink lidsDrink lids

CH2

Page 20: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

BiopolymersBiopolymers

Page 21: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

BiopolymersBiopolymersPolymers made from biomoleculesPolymers made from biomolecules4 Basic Types of Biomolecules4 Basic Types of Biomolecules

Amino AcidsAmino AcidsProteins are amino acid polymersProteins are amino acid polymers

CarbohydratesCarbohydratesStarch and Cellulose are carbohydrate polymersStarch and Cellulose are carbohydrate polymers

LipidsLipidsNucleic AcidsNucleic Acids

DNA and RNA are nucleic acid polymersDNA and RNA are nucleic acid polymers

Page 22: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

Amino AcidsAmino Acids

Named for two parts Named for two parts of the structureof the structure

Amine functional Amine functional groupgroup

Carboxylic acid Carboxylic acid functional groupfunctional group

Page 23: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

Amino AcidsAmino Acids

The different amino The different amino acids are different in acids are different in one locationone location

R is just a place R is just a place holderholder

The R group in this The R group in this particular case is particular case is called a “side chain”called a “side chain”

Page 24: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

Amino AcidsAmino Acids

Page 25: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

Amino AcidsAmino Acids

Page 26: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

Polymerizing Amino AcidsPolymerizing Amino Acids

Peptide Bond

Page 27: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

AspartameAspartame

NutrasweetNutrasweet

Aspartic acidAspartic acid

PhenylalaninePhenylalanine

NH2 CH

CH2

C O

OH

C

O

NH CH

CH2

C

O

OCH3

Page 28: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

Protein StructureProtein Structure Proteins fold in on Proteins fold in on

themselves. themselves.

They fold so that They fold so that Nonpolar side chains are Nonpolar side chains are

on the interior of the on the interior of the protein (away from water)protein (away from water)

Polar side chains are on Polar side chains are on the exterior of the protein.the exterior of the protein.

Page 29: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

ProteinsProteins

HemoglobinHemoglobin

CollagenCollagen

Jmol

Page 30: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

CarbohydratesCarbohydrates

Names comes from observation about Names comes from observation about formulasformulasCC66HH1212OO66 – Glucose/Fructose/Galactose – Glucose/Fructose/Galactose

CC1212HH2222OO1111 – Sucrose – Sucrose

CC55HH1010OO55 – Ribose – Ribose

All have a 2:1 ratio of H:OAll have a 2:1 ratio of H:O

Page 31: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

Carbohydrate PolymersCarbohydrate Polymers The most important The most important

carbohydrate polymers carbohydrate polymers have glucose monomershave glucose monomers

StarchStarch AmyloseAmylose AmylopectinAmylopectin

CelluloseCellulose

These differ only by how These differ only by how the glucose molecules the glucose molecules connect.connect.

O

OH

HH

H

OH

OH

H OH

H

OH

Page 32: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

StarchStarch

Used for glucose Used for glucose storage in plantsstorage in plants

Amylose – linear Amylose – linear structurestructure

Amylopectin – Amylopectin – branched structurebranched structure

Page 33: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

CelluloseCellulose

Linear polymerLinear polymer

Forms cell wall of Forms cell wall of plants.plants.

Indigestible by Indigestible by humanshumans

Page 34: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

Why are they different?Why are they different?

Why is starch Why is starch digestible and digestible and celluose isn’t?celluose isn’t?

We have the enzyme We have the enzyme necessary to break necessary to break this bond.this bond.

We lack the enzyme We lack the enzyme necessary to break necessary to break down this bond.down this bond.

Page 35: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

Nucleic AcidsNucleic Acids

Nucleic acid monomers Nucleic acid monomers are are nucleotidesnucleotides

1.1. Nitrogenous baseNitrogenous base

2.2. Pentose (sugar with Pentose (sugar with 5 carbons)5 carbons)

Ribose = RNARibose = RNA Deoxyribose = DNADeoxyribose = DNA

3.3. PhosphatePhosphate

NO

O

OH

OH

OH

O

P N

NN

NH2

NO

O

OH

OH

OH

O

P N

NN

NH2

OH

Page 36: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

Nucleotide PolymerizationNucleotide Polymerization

NO

O

OH

OH

OH

O

P N

NN

NH2

NO

O

OH

OH

OH

O

P

N

NH2

O

+N

OO

OH

O

OH

O

P

N

NH2

O

NO

OOH

OH

O

P N

NN

NH2

OH2

+

Page 37: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

Nucleic Acid StructureNucleic Acid Structure

NO

O

OH

O

OH

O

P

N

NH2

O

NO

OOH

OH

O

P N

NN

NH2

Page 38: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

DNA Base PairsDNA Base Pairs

Page 39: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

DNA DNA Double Double HelixHelix

Jmol

Page 40: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

RNARNA

RNA can base pair RNA can base pair too.too.

RNA can form helical RNA can form helical structures toostructures too

Jmol

Page 41: Macromolecular Structures Really Big Molecules. Macromolecular Structures Types of Macromolecular Structures Types of Macromolecular Structures Covalent

RNA and Protein TogetherRNA and Protein Together

RibosomeRibosome