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Page 1: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Biological Molecules

Page 2: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
Page 3: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

The hydrocarbon skeleton provides a basic framework:

Biological Molecules Small and Large

Figure 3-3Figure 3-3

Page 4: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Copyright © 2005 Pearson Education, Inc. publishing as Benjamin Cummings

Figure 4.5 Variations in carbon skeletons

HH H HH C

H H H HH

H

HH

H

H

H H H

H

H

H

H H H

H H H

H H

H

H

H

H

H

H

HH

H

H H H H

H H

H H

H H H H

H H

H H

HH

HH

H

H

H

C C C C C

C C C C C C C

CCCCCCCC

C

CC

C

C

C

C

CC

C

C

C

H

H

H

HH

H

H

(a) Length

(b) Branching

(c) Double bonds

(d) Rings

Ethane Propane

Butane 2-methylpropane(commonly called isobutane)

1-Butene 2-Butene

Cyclohexane Benzene

Page 5: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
Page 6: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Functional Groups• Hydroxyl group R-OH

• Carbonyl group R-C-H (or R)

• Carboxyl group R-C

• Amino group R-N

• Sulfhydryl group R-SH

• Phosphate group R-O-P-O–

O

O

OH

H

H

O

O–

Page 7: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Four Classes of Building Blocks

• Lipids

• Sugars – polysaccharides

• Nucleotides – nucleic acids

• Amino acids – proteins

Page 8: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Condensation : monomer oligomer polymer

Page 9: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Four Classes of Building Blocks

• Lipids

• Sugars – polysaccharides

• Nucleotides – nucleic acids

• Amino acids – proteins

Page 10: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Copyright © 2005 Pearson Education, Inc. publishing as Benjamin Cummings

Figure 5.12 Examples of saturated and unsaturated fats and fatty acids

(a) Saturated fat and fatty acid

Stearic acid

(b) Unsaturated fat and fatty acidcis double bondcauses bending

Oleic acid

Hydrogenated oil

trans double bond

Page 11: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
Page 12: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

三酸甘油酯

Page 13: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
Page 14: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Copyright © 2005 Pearson Education, Inc. publishing as Benjamin Cummings

Hydrophilichead

WATER

WATER

Hydrophobictail

Figure 5.14 Bilayer structure formed by self-assembly of phospholipids in an aqueous environment

Page 15: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

膽固醇

Page 16: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Copyright © 2005 Pearson Education, Inc. publishing as Benjamin Cummings

Figure 4.9 A comparison of functional groups of female (estradiol) and male (testosterone) sex hormones

CH3

OH

HO

O

CH3

CH3

OH

Estradiol

Testosterone

Female lion

Male lion

Page 17: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Four Classes of Building Blocks

• Lipids

• Sugars – polysaccharides

Carbohydrate (C:H2O = 1:1)

• Nucleotides – nucleic acids

• Amino acids – proteins

Page 18: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
Page 19: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Copyright © 2005 Pearson Education, Inc. publishing as Benjamin Cummings

Figure 5.4 Linear and ring forms of glucose

(b) Abbreviated ring structure. Each corner represents a carbon. The ring’s thicker edge indicates that you are looking at the ring edge-on; the components attached to the ring lie above or below the plane of the ring.

H

H C OH

HO C H

H C OH

H C OH

H C

O

C

H

1

2

3

4

5

6

H

OH

4 C

6 CH2OH 6 CH2OH

5 C

HOH

C

H OH

H

2 C

1C

H

O

H

OH

4 C

5 C

3 C

H

HOH

OH

H

2C

1 C

OH

H

CH2OH

H

H

OHHO

H

OH

OH

H5

3 2

4

(a) Linear and ring forms. Chemical equilibrium between the linear and ring structures greatly favors the formation of rings. To form the glucose ring, carbon 1 bonds to the oxygen attached to carbon 5.

OH3

O H OO

6

1

Page 20: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Here are twomonosaccharides …

and a disaccharide(sucrose) formed by a condensation reactionbetween the two mono-saccharides.

Biological Molecules Small and Large

Figure 3-11Figure 3-11

Page 21: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Copyright © 2005 Pearson Education, Inc. publishing as Benjamin Cummings

Figure 5.6 Storage polysaccharides of plants and animals

Mitochondria Giycogen granulesChloroplast Starch

Amylose Amylopectin

1 m

0.5 m

(a) Starch: a plant polysaccharide (b) Glycogen: an animal polysaccharide

Glycogen

Page 22: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
Page 23: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Four Classes of Building Blocks

• Lipids

• Sugars – polysaccharides

• Nucleotides – nucleic acids

• Amino acids – proteins

Page 24: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Copyright © 2005 Pearson Education, Inc. publishing as Benjamin Cummings

Figure 5.25 DNA RNA protein: a diagrammatic overview of information flow in a cell

1

2

3

Synthesis of mRNA in the nucleus

Movement of mRNA into cytoplasm

via nuclear pore

Synthesisof protein

NUCLEUSCYTOPLASM

DNA

mRNA

Ribosome

AminoacidsPolypeptide

mRNA

Page 25: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
Page 26: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
Page 27: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
Page 28: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Copyright © 2005 Pearson Education, Inc. publishing as Benjamin Cummings

Figure 5.27 The DNA double helix and its replication3 end

Sugar-phosphatebackbone

Base pair (joined byhydrogen bonding)Old strands

Nucleotideabout to be added to a new strand

A

3 end

3 end

5 end

Newstrands

3 end

5 end

5 end

C G

C G

AT

C G

A T

A T

G C

A T

A T

T A

G

AC

C

C

G G

T

A

A

T

C

G

A

T

G

C

A

T

A

T

T

A

C

GA

T

A

T

G

C

T

AA

TT

A

C

G

A

T

T

A

C

G

T

A

C

GG

C

T

CG

5 end

Page 29: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Four Classes of Building Blocks

• Lipids

• Sugars – polysaccharides

• Nucleotides – nucleic acids

• Amino acids – proteins

Page 30: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
Page 31: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Copyright © 2005 Pearson Education, Inc. publishing as Benjamin Cummings

S

Figure 5.17 The 20 amino acids of proteins

O

O–

O

O–

H

H3N+ C C

O

O–

H

CH3

H3N+ C

H

C

O

O–

CH3 CH3

CH3

C C

O

O–

H

H3N+

CH

CH3

CH2

C

H

H3N+

CH3

CH3

CH2

CH

C

H

H3N+ C

CH3

CH2

CH2

CH3N+

H

C

O

O–

CH2

CH3N+

H

C

O

O–

CH2

NH

H

C

O

O–

H3N+ C

CH2

H2C

H2N C

CH2

H

C

Nonpolar

Glycine (Gly) Alanine (Ala) Valine (Val) Leucine (Leu) Isoleucine (Ile)

Methionine (Met) Phenylalanine (Phe)

C

O

O–

Tryptophan (Trp) Proline (Pro)

H3C

Page 32: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Copyright © 2005 Pearson Education, Inc. publishing as Benjamin Cummings

O–

OH

CH2

C C

H

H3N+

O

O–

H3N+

OH CH3

CH

C C

HO–

O

SH

CH2

C

H

H3N+ C

O

O–

H3N+ C C

CH2

OH

H H H

H3N+

NH2

CH2

OC

C C

O

O–

NH2 O

C

CH2

CH2

C CH3N+

O

O–

O

Polar

Electricallycharged

–O O

C

CH2

C CH3N+

H

O

O–

O– O

C

CH2

C CH3N+

H

O

O–

CH2

CH2

CH2

CH2

NH3+

CH2

C CH3N+

H

O

O–

NH2

C NH2+

CH2

CH2

CH2

C CH3N+

H

O

O–

CH2

NH+

NHCH2

C CH3N+

H

O

O–

Serine (Ser) Threonine (Thr)Cysteine

(Cys)Tyrosine

(Tyr)Asparagine

(Asn)Glutamine

(Gln)

Acidic Basic

Aspartic acid (Asp)

Glutamic acid (Glu)

Lysine (Lys) Arginine (Arg) Histidine (His)

Page 33: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Copyright © 2005 Pearson Education, Inc. publishing as Benjamin Cummings

Figure 5.18 Making a polypeptide chain

Carboxyl end

(C-terminus)

DESMOSOMES

OH

DESMOSOMESDESMOSOMES

OH

CH2

C

N

H

C

H O

H OH OH

Peptidebond

OH

OH

OH

H H

HH

H

H

H

H

H

H H

H

N

N N

N N

SH Side chains

SH

OO

O O O

H2O

CH2 CH2

CH2 CH2CH2

C C C C C C

C CC C

Peptidebond

Amino end(N-terminus)

Backbone

(a)

(b)

Page 34: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
Page 35: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
Page 36: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
Page 37: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Copyright © 2005 Pearson Education, Inc. publishing as Benjamin Cummings

Figure 5.20 Exploring Levels of Protein Structure: Tertiary structure

Figure 5.20 Exploring Levels of Protein Structure: Tertiary structure

CH2

OH

O

COH

CH2

CH2 NH3+ C-O CH2

O

CH2SSCH2

CH

CH

CH3

CH3

H3C

H3C

Hydrophobic interactions and van der Waalsinteractions

Polypeptidebackbone

Hydrogenbond

Ionic bond

Disulfide bridge

Page 38: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Copyright © 2005 Pearson Education, Inc. publishing as Benjamin Cummings

Polypeptidechain

Collagen

Chains

ChainsHemoglobin

IronHeme

Figure 5.20 Exploring Levels of Protein Structure: Quaternary Structure

Page 39: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Copyright © 2005 Pearson Education, Inc. publishing as Benjamin Cummings

Exposed hydrophobic region

Figure 5.21 A single amino acid substitution in a protein causes sickle-cell disease

Primary structure

Secondaryand tertiarystructures

Quaternary structure

Function

Red bloodcell shape

Hemoglobin A

Molecules donot associatewith oneanother; eachcarries oxygen

Normal cells arefull of individualhemoglobinmolecules, eachcarrying oxygen

10 m 10 m

Primary structure

Secondaryand tertiarystructures

Quaternary structure

Function

Red bloodcell shape

Hemoglobin S

Molecules interact with one another tocrystallize into a fiber, capacity to carry oxygen is greatly reduced

Fibers of abnormalhemoglobin deform cell into sickle shape

subunit subunit

1 2 3 4 5 6 7 3 4 5 6 721

Normal hemoglobin Sickle-cell hemoglobin. . .. . .Val His Leu Thr Pro Glu Glu Val His Leu Thr Pro Val Glu

Page 40: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Copyright © 2005 Pearson Education, Inc. publishing as Benjamin Cummings

Figure 5.16 The catalytic cycle of an enzyme

Substrate(sucrose)

Enzyme (sucrase)

Glucose

OH

H O

H2O

Fructose

1 Active site is available for a molecule of substrate, the

reactant on which the enzyme acts.

2 Substrate binds toenzyme.

4 Products are released. 3 Substrate is convertedto products.

Page 41: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Four Classes of Building Blocks

• Lipids

• Sugars – polysaccharides

• Nucleotides – nucleic acids

• Amino acids – proteins

Page 42: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Why are All Organisms Made of Cells?

Page 43: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

• All Organisms Are Made of Cells

• Cell Theory– All organisms are composed of one or more

cells.– Cells are the basic unit of organization of all

organisms.– All cells come from existing cells.

Page 44: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Every Cell Consists of a Boundary, a Cell Body, and a Set of Genes

– The Plasma Membrane • The boundary of the cell which serves to define the limits of the cell and selectively admit and excrete specific molecules.

– A set of Genetic Instructions• It is contained in one or more molecules of DNA.• Nucleus/nucleoid

– The Cell Body• The cytoplasm, which is the portion of the cell outside the nucleus but inside the membrane.

• Cytosol, organelles, cytoskeleton

Why Are All Organisms Made of Cells?

Page 45: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

• Every Cell Consists of a Boundary, a Cell Body, and a Set of Genes

• Two Major Cell Types• Prokaryotic Cells

– pro = before, Karyo = nucleus – Prokaryotic cells lack a nucleus and other membrane bou

nd organelles.

– Bacteria and blue green algae are examples.

– They are generally smaller than eukaryotic cells

0.4 to 5 micrometers (μm) vs. 10-100 μm

Why Are All Organisms Made of Cells?

Page 46: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

How Are Cells Alive?How Are Cells Alive?Cells are the fundamental living units of life Cells are the fundamental living units of life and all contain the characteristics of life and all contain the characteristics of life discussed in Chapter 1.discussed in Chapter 1.

organizationorganization chemical transformationschemical transformationsenergy transformationsenergy transformations changechangeresponsivenessresponsiveness continuitycontinuity

reproductionreproduction

Copyright 2001 by Harcourt, Inc.

Why Are All Organisms Made of Cells?Why Are All Organisms Made of Cells?

Page 47: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

6

Page 48: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Copyright 2001 by Harcourt, Inc.

Individual Cells May Specialize for Different TasksIndividual Cells May Specialize for Different Tasks

Cellular organization allows organisms to make a division Cellular organization allows organisms to make a division of labor among specialized cells.of labor among specialized cells.

If you were one big cell, organizing your body to perform If you were one big cell, organizing your body to perform all its different jobs would be difficult.all its different jobs would be difficult.

MulticellularityMulticellularity allows individual specialization.allows individual specialization.For example, your red blood cells specialize in carrying oxygen For example, your red blood cells specialize in carrying oxygen and your heart cells function to pump blood throughout your bodyand your heart cells function to pump blood throughout your body..

Why Are All Organisms Made of Cells?Why Are All Organisms Made of Cells?

Page 49: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
Page 50: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
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Page 53: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
Page 54: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

3-D Animation of Vessel Trafficking© 1995 Robert Ezzell

Traffic Through the Golgi Apparatus© 1997 The Mona Group LLC

The Endomembrane System in Action© 1997 The Mona Group LLC

Lysosome and Mitochondria Transport© Mark Cooper

Golgi Bodies© 1994 Cytographics

Endoplasmic Reticulum Extension© Mark Cooper

Videos and AnimationsChapter 9: Protein Sorting and Transport: The Endoplasmic Reticulum,

Golgi Apparatus, and Lysosomes

Page 55: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Dynamic mitochondria

Page 56: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
Page 57: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
Page 58: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Microtubule Assembly and Breakdown© 1997 The Mona Group LLC

Organization of a Thin Filament in Skeletal Muscle© 1997 The Mona Group LLC

Assembly of an Actin Filament© 1997 The Mona Group LLC

Gelsolin Catalyzes the Breakdown of Actin Filaments© 1997 The Mona Group LLC

A Flagellum© 1997 The Mona Group LLC

Kinesin is a Motor Protein© 1997 The Mona Group LLC

Videos and AnimationsChapter 11: The Cytoskeleton and Cell Movement

Page 59: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

Ca2+ Wave at Fertilization of Xenopus Egg© L. Jaffe and Linda Runft

Neuronal Growth Cone Motility© Paul Forscher Laboratory, Dept. Molecular, Cellular & Developmental Biology, Yale University

Cell Locomotion in a Flagellate,Part 2© Sidney Tamm

Cell Locomotion in a Flagellate,Part 1© Sidney Tamm

Proteus Swarm Cells© 1995 James Shapiro[swarm_cells.mov]

Slime Mold Morphogenesis© 1991 John Bonner[slimemold.mov]

Videos and AnimationsChapter 12: The Cell Surface

Page 60: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3
Page 61: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

WHAT DO MEMBRANES DO?

– Membranes are essential boundaries that separate the inside from the outside;

– Membranes regulate the contents of the spaces they enclose;

– Membranes serve as a “workbench” for a variety of biochemical reactions;

– Membranes participate in energy conversions.

Why Are All Organisms Made of Cells?

Page 62: Biological Molecules. The hydrocarbon skeleton provides a basic framework: Biological Molecules Small and Large Figure 3-3

membrane

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