BIOL 1306 Lecture Notes, Lecture notes of Biology

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2023/2024

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Chapter 4
Carbon and the Molecular Diversity of Life
Key Concepts or Important Topics:
Carbon atoms can form diverse molecules by
bonding to four other atoms
Isomers and their importance
Valences of major molecules
Function groups- molecular formula and
compounds they are found in
Organic chemistry is the study of compounds that
contain carbon, regardless of origin
Organic compounds contain carbon and can range
from simple molecules to colossal ones
CONCEPT 4.1: Organic chemistry is key to the origin of
life
Figure 4.2
Can organic molecules form under conditions estimated to
simulate those on the early Earth?
Stanley Miller’s classic experiment
demonstrated the abiotic synthesis
of organic compounds
Experiments support the idea that
abiotic synthesis of organic
compounds, perhaps near volcanoes,
could have been a stage in the origin
of life
Organic molecules and the Origin of Life
on Earth
Belief that organic molecules arise only
within living organisms was disproved
when chemists synthesized these
compounds
Stanley Miller’s classic experiment
demonstrated the abiotic synthesis of
organic compounds
Carbon has four valence electrons so it can
form 4 covalent bonds with a variety of atoms.
Forms large and diverse molecules
Carbon chains form carbon skeleton of organic
molecules
CONCEPT 4.2: Carbon atoms can form diverse
molecules by bonding to four other atoms
Figure 4.3
The shapes of three simple organic molecules
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Chapter 4

Carbon and the Molecular Diversity of Life

Key Concepts or Important Topics:

  • Carbon atoms can form diverse molecules by bonding to four other atoms
  • Isomers and their importance
  • Valences of major molecules
  • Function groups- molecular formula and compounds they are found in - Organic chemistry is the study of compounds that contain carbon, regardless of origin - Organic compounds contain carbon and can range from simple molecules to colossal ones

CONCEPT 4.1: Organic chemistry is key to the origin of life

Figure 4. Can organic molecules form under conditions estimated to simulate those on the early Earth?

  • Stanley Miller’s classic experiment demonstrated the abiotic synthesis of organic compounds
  • Experiments support the idea that abiotic synthesis of organic compounds, perhaps near volcanoes, could have been a stage in the origin of life

Organic molecules and the Origin of Life

on Earth

  • Belief that organic molecules arise only

within living organisms was disproved

when chemists synthesized these

compounds

  • Stanley Miller’s classic experiment

demonstrated the abiotic synthesis of

organic compounds

  • Carbon has four valence electrons so it can

form 4 covalent bonds with a variety of atoms.

  • Forms large and diverse molecules
  • Carbon chains form carbon skeleton of organic

molecules

CONCEPT 4.2: Carbon atoms can form diverse molecules by bonding to four other atoms

Figure 4. The shapes of three simple organic molecules

Fig. 4-

Hydrogen (valence = 1)

Oxygen (valence = 2)

Nitrogen (valence = 3)

Carbon (valence = 4)

H O N C

The number of unpaired electrons in the valence shell of an atom is generally equal to its valence , the number of covalent bonds it can form

Molecular Diversity Arising from Variation in

Carbon Skeletons

  • Carbon atoms can partner with atoms other than

hydrogen, such as the following:

  • Carbon dioxide: CO (^2) O ൌ C ൌ O - Urea: CO(NH 2 ) 2

Figure 4. Four ways that carbon skeletons can vary

  • Carbon chains form the skeletons of most organic molecules
  • Carbon chains vary in length and shape

Hydrocarbons

  • Hydrocarbons are organic molecules consisting of only carbon and hydrogen
  • Many organic molecules, such as fats , have hydrocarbon components
  • Hydrocarbons can undergo reactions that release a large amount of energy

Figure 4.

Isomers are compounds with the same molecular formula but different structures and properties

Isomers

Types of Isomers

  • Structural isomers have different covalent arrangements of their atoms
  • Geometric isomers differ in spatial arrangements of atoms around the double bonds
  • Enantiomers are isomers that are mirror images of each other
  • The seven functional groups that are

most important in the chemistry of life:

OH Hydroxyl Polar — CO Carbonyl Polar —COOH Carboxyl Polar (Acidic) —NH 2 Amino Polar (Basic) —SH Sulfhydryl Polar — PO 4 Phosphate Polar —CH 3 Methyl Non-polar

Propanal, an aldehyde Acetone, the simplest ketone Sugars with ketone groups are called ketoses; those with aldehydes are called aldoses. Compound name: Ketone or aldehyde

Carbonyl group ( CO)

Figure 4.9aa

Ethanol, the alcohol present in alcoholic beverages Polar due to electronegative oxygen. Forms hydrogen bonds with water. Compound name: Alcohol

Hydroxyl group (—OH)

(may be written HO—)

Hydroxyl and Carbonyl Groups: Present in Sugars

Acetic acid, which gives vinegar its sour taste Acts as an acid. Compound name: Carboxylic acid, or organic acid

Carboxyl group (—COOH)

Ionized form of —COOH (carboxylate ion), found in cells

Glycine, an amino acid (note its carboxyl group)

Acts as a base. Compound name: Amine

Amino group (—NH 2 )

Ionized form of —NH 2 , found in cells

Carboxyl and Amino Groups are present in Amino Acids

Cysteine

Glycerol phosphate

Organic phosphate

Sulfhydryl group (—SH) Thiol

Phosphate group (—OPO 32 −)

Methyl group (—CH 3 ) Methylated compound 5-Methyl cytosine

Chemical Group Compound Name Examples

Sulfhydryl group is present in amino acid Cysteine Phosphate group is present in DNA, RNA & ATP Methyl group bound to DNA plays a role in gene expression

ATP: An important Source of Energy

for Cellular Processes

  • One phosphate molecule, adenosine

triphosphate ( ATP ), is the primary energy-

transferring molecule in the cell

  • ATP consists of an organic molecule called

adenosine attached to a string of three

phosphate groups

Think/Pair/Share

A B^ C

1. Which structure shows a carbonyl group?

2. Which structure shows a hydroxyl group?

3. Which structure shows an amino group?

The general structure of amino acids are shown in this figure. What functional groups are highlighted in salmon and yellow, respectively?

a) Amino and carbonyl b) Hydroxyl and carbonyl c) Amino and carboxyl d) Methyl and carboxyl e) Methyl and hydroxyl

You Should now be able to:

  1. Explain how carbon’s electron configuration explains its ability to form large, complex, diverse organic molecules
  2. Describe how carbon skeletons may vary and explain how this variation contributes to the diversity and complexity of organic molecules
  3. Distinguish among the three types of isomers: structural, geometric, and enantiomer
  4. Name the major functional groups found in organic molecules; describe the basic structure of each functional group and outline the chemical properties of the organic molecules in which they occur