4 Carbon

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Chapter 4

Carbon and the Molecular


Diversity of Life

PowerPoint® Lecture Presentations for

Biology
Eighth Edition
Neil Campbell and Jane Reece

Lectures by Chris Romero, updated by Erin Barley with contributions from Joan Sharp
Copyright © 2008 Pearson Education, Inc., publishing as Pearson Benjamin Cummings
Overview: Carbon: The Backbone of Life

• Although cells are 70–95% water, the rest


consists mostly of carbon-based compounds.
• Carbon forms large, complex, and diverse
molecules because each carbon atom makes 4
bonds.
• Proteins, DNA, carbohydrates, and other
molecules that distinguish living matter are all
composed of carbon compounds.

Copyright © 2008 Pearson Education, Inc., publishing as Pearson Benjamin Cummings


Organic chemistry is the study of carbon compounds

• Most contain hydrogen atoms


• The Formation of Bonds with Carbon
– four valence electrons (outer shell)  4
covalent bonds
– Tetrahedral shape: carbon bonded to four
atoms
– Flat (Linar): two carbon atoms are joined by a
double bond

Copyright © 2008 Pearson Education, Inc., publishing as Pearson Benjamin Cummings


The Shapes of Tree Dimensional Organic Molecules

Molecular Structural Ball-and-Stick Space-Filling


Name Formula Formula Model Model
(a) Methane

(b) Ethane

(c) Ethene
(ethylene)
Valences of the major elements of organic molecules

Carbon is versatile and most frequently bonds with: H, O,


N, and other C atoms.

Hydrogen Oxygen Nitrogen Carbon


(valence = 1) (valence = 2) (valence = 3) (valence = 4)

H O N C
• Carbon atoms partner with other atoms to form
compounds such as: Carbon dioxide: CO2,
Urea: CO(NH2)2, Glucose: C6H12O6

• Carbon chains: skeletons of organic molecules.


Hydrocarbons

• carbon and hydrogen.

• Fats: long hydrocarbon chains

• release a large amount of energy


Copyright © 2008 Pearson Education, Inc., publishing as Pearson Benjamin Cummings
Variation in carbon skeletons

Ethane Propane
1-Butene 2-Butene
(a) Length (c) Double bonds

Butane 2-Methylpropane
(commonly called isobutane) Cyclohexane Benzene
(b) Branching (d) Rings
The role of hydrocarbons in fats - fatty acids (H-C chains)

Fat droplets (stained red)

100 µm
(a) Mammalian adipose cells (b) A fat molecule
Isomers

• same molecular formula but different structures and


properties:
– Structural isomers: different atom covalent
arrangements
– Geometric isomers: same covalent
arrangements but differ in spatial arrangements.
– Enantiomers: mirror images isomers

• pharmaceutical industry

Copyright © 2008 Pearson Education, Inc., publishing as Pearson Benjamin Cummings


Three
types of
Isomers
Pentane 2-methyl butane

(a) Structural isomers

cis isomer: The two Xs are trans isomer: The two Xs are
on the same side. on opposite sides.

(b) Geometric isomers

L isomer D isomer

(c) Enantiomers
The pharmacological importance of enantiomers

Effective Ineffective
Drug Condition
Enantiomer Enantiomer

Ibuprofen Pain;
inflammation
S-Ibuprofen R-Ibuprofen

Albuterol Asthma

R-Albuterol S-Albuterol
Functional groups

• characteristic groups attached to molecule

• involved in chemical reactions.


• number and arrangement gives its unique properties

• 7 functional groups
– Hydroxyl group: -OH; Carbonyl group: -C=O
– Carboxyl group: -COOH Amino group: -NH2
– Sulfhydryl group: -SH Methyl group: -CH3
– Phosphate group: -OPO32-

Copyright © 2008 Pearson Education, Inc., publishing as Pearson Benjamin Cummings


A comparison of chemical groups of female (estradiol) and male
(testosterone) sex hormones

Estradiol

Testosterone
ATP: An Important Source of Energy for Cellular
Processes
• One phosphate molecule, adenosine
triphosphate (ATP), is the primary energy-
transferring molecule in the cell.
– adenosine

– three phosphate groups.

Copyright © 2008 Pearson Education, Inc., publishing as Pearson Benjamin Cummings


ATP

Adenosine
Reacts
with H2O
P P P Adenosine Pi P P Adenosine Energy
ATP Inorganic ADP
phosphate

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