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Biological Chemistry Session 4

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Biochem Session 4 RL

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Page 1: Biochem Session 4 RL

Biological Chemistry

Session 4

Page 2: Biochem Session 4 RL

Squamish The Chief

Page 3: Biochem Session 4 RL

Functional Groups in Organic Compounds

v  Most organic compounds are chains or rings of carbon and hydrogen

v  What makes organic molecules different from each other are their functional groups

v  “R” is a general symbol used to represent the functional group (also known as a radical group)

Page 4: Biochem Session 4 RL

1. Alcohols

l  General formula: OH

l  Group called hydroxyl group

l  General name: ends in “ol”

l  OH group is polar (.:water soluble)

l  Can have more than one OH group

l  Examples: v  ethanol (drinking alcohol), cholesterol, glycerol

l  Many are toxic v  eg. methanol (wood alcohol), can cause blindness

Page 5: Biochem Session 4 RL

2. Aldehydes

l  General formula: CHO

l  General name: ends in “al”

l  The C = O group is called the carbonyl group

v  Polar (.:water soluble)

l  Examples:

v  formaldehyde (methanal): embalming fluid

v  acetaldehyde (ethanal): smog

Page 6: Biochem Session 4 RL

3. Ketones

l  General formula: (on board)

l  General name: ends in “one”

l  Polar carbonyl group ∴ water soluble

l  Often used as solvents

l  Examples: v  Acetone

v  Cortisone

v  Progesterone

Page 7: Biochem Session 4 RL

4. Organic Acids/ Carboxylic Acids

l  General formula: COOH

l  General name: ends in “(o)ic acid”

l  Called carboxyl group

l  Acidic: R—COOH → R—COO- + H+

l  If chain is short → water soluble

l  If have long hydrocarbon chains → fatty acids

l  Examples:

v  acetic acid, vinegar

v  formic acid, ant/bee stings

Page 8: Biochem Session 4 RL

5. Amines

l  General formula: NH2

l  Group is called amino group

l  General name: ends in “amine”

l  Water soluble

l  Weak bases: R-NH2 + H+ → R-NH3+

l  Example:

v  amino acid

Page 9: Biochem Session 4 RL

6. Ethers

l  General formula: O

l  General name: ends in “ether”

l  Examples:

v  diethyl ether, decongestant

Page 10: Biochem Session 4 RL

7. Esters

l  General formula: (on board)

l  General name: ends in “(o)ate”

l  Responsible for flavour/odor of many foods

l  Fats and oils are esters

l  Examples:

v  ethyl formate, rum

v  pentyl acetate, banana

v  octyl acetate, orange

Page 11: Biochem Session 4 RL

Chemical “Food” Artificial Strawberry Flavour

Source: Fast Food Nation, Eric Schlosser, page 125-126

Page 12: Biochem Session 4 RL

8. Amides l  General formula: (see board)

l  General name: ends in “amide”

l  Examples:

v  eg. proteins and nylon

Page 13: Biochem Session 4 RL

9. Sulfhydryls

l  General formula: SH

l  Group called thiol group

l  General name: ends in “thiol”

l  Small thiols produce foul odors

l  Examples:

v  butenethiol: skunks

v  propanethiol: onions/garlic

Page 14: Biochem Session 4 RL

10. Disulfides

l  General formula: S S

l  Thiols in proteins form disulfide bridges

l  Important in determining the characteristic shape of proteins

Page 15: Biochem Session 4 RL

11. Phosphates l  General formula: (see board diagram)

l  Group called phosphate group

l  Present in ATP (adenosine triphosphate)

Page 16: Biochem Session 4 RL

•  Assignment #3 •  Work on it for remainder of class •  Hand in today if done •  Hand in next class if need more

time •  Homework

•  Review Chapter 10 •  Next class

•  Chapters 12, 13, 14