Chapter 16 Amino Acids, Proteins, and Enzymes 16.9 Enzyme Cofactors Function of Coenzymes A coenzyme prepares the active site for catalytic activity.

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Transcript Chapter 16 Amino Acids, Proteins, and Enzymes 16.9 Enzyme Cofactors Function of Coenzymes A coenzyme prepares the active site for catalytic activity.

Chapter 16 Amino Acids,
Proteins, and Enzymes
16.9
Enzyme Cofactors
1
Function of Coenzymes
A coenzyme prepares the active site for catalytic activity.
2
Water-Soluble Vitamins
Water-soluble vitamins are
• soluble in aqueous solutions.
• cofactors for many enzymes.
• not stored in the body.
Copyright © 2005 by Pearson Education, Inc.
Publishing as Benjamin Cummings
3
Fat-Soluble Vitamins
Fat-soluble vitamins
• are A, D, E, and K.
• are soluble in lipids, but not in aqueous solutions.
• are important in vision, bone formation, antioxidants,
and blood clotting.
• are stored in the body.
Copyright © 2005 by Pearson Education, Inc.
Publishing as Benjamin Cummings
4
Learning Check
Identify each compound as a
1) water-soluble vitamin 2) fat-soluble vitamin.
A.
B.
C.
D.
E.
Folic acid
Retinol (Vitamin A)
Vitamin C
Vitamin E
Niacin
5
Solution
Identify each compound as a
1) water-soluble vitamin 2) fat-soluble vitamin.
A. 1 Folic acid
B. 2 Retinol (Vitamin A)
C. 1 Vitamin C
D. 2 Vitamin E
E. 1 Niacin
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Thiamin (Vitamin B1)
Thiamin
• was the first B vitamin identified.
• is part of the coenzyme thiamin pyrophosphate (TPP),
required in the decarboxylation of -keto carboxylic
acids.
• deficiency results in beriberi (fatigue, weight loss, and
nerve degeneration).
7
Riboflavin (Vitamin B2)
Riboflavin is
• made of the sugar alcohol ribitol and flavin.
• part of the coenzymes flavin adenine dinucleotide (FAD)
and flavin mononucleotide (FMN).
• needed for good vision and healthy skin.
O
H3C
N
H3C
N
N
N
H
O
D-Ribitol
CH2 CH CH CH CH 2 OH
OH OH OH
8
Niacin (Vitamin B3)
Niacin
• is part of the coenzyme
nicotinamide adenine
dinucleotide (NAD+)
involved in oxidationreduction reactions.
• deficiency can result in
dermatitis, muscle fatigue,
and loss of appetite.
• is found in meats, rice, and
whole grains.
O
C
OH
N
9
Pantothenic Acid (Vitamin B5)
Pantothenic acid
• is part of coenzyme A needed for energy production
as well as glucose and cholesterol synthesis.
• deficiency can result in fatigue, retarded growth,
cramps, and anemia.
• is found in salmon, meat, eggs, whole grains, and
vegetables.
CH 3 OH O
HO CH2 C
CH 3
O
CH C N CH 2
CH2 C OH
H
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Cobalamin (Vitamin B12)
Cobalamin
• consists of four pyrrole
rings with a Co2+.
• is a coenzyme for
enzymes that transfer
methyl groups and
produce red blood cells.
• deficiency can lead to
pernicious anemia and
nerve damage.
11
Ascorbic Acid (Vitamin C)
Vitamin C
• is required in collagen
synthesis.
• deficiency can lead to
weakened connective
tissue, slow-healing
wounds, and anemia.
• is found in blueberries,
citrus fruits, tomatoes,
broccoli, red and green
vegetables.
CH2OH
O
HO
O
CHOH
OH
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Folic Acid (Folate)
Folic acid (folate)
• consists of pyrimidine,
p-aminobenzoic acid, and
glutamate.
• forms the coenzyme THF
used in the transfer of
carbon groups and the
synthesis of nucleic
acids.
• deficiency can lead to
abnormal red blood cells,
anemia, and poor growth.
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Vitamin A
Vitamin A
• is obtained from meats and beta-carotenes in plants.
• has beta-carotenes that are converted by liver
enzymes to vitamin A (retinol).
H3C
CH3
CH3
Beta-carotene
CH3
CH3
CH3
H3C
H3C
CH3
CH3
CH3
CH3
H3C
CH3
CH3
CH2OH
Retinol (vitamin A)
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Vitamin D
Vitamin D (D3)
• is synthesized in skin
exposed to sunlight.
• regulates the absorption of
phosphorus and calcium
during bone growth.
• deficiency can result in
weakened bones.
• sources include cod liver
oil, egg yolk, and enriched
milk.
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Vitamin E
Vitamin E
• is an antioxidant in cells.
• may prevent the oxidation of unsaturated fatty acids.
• is found in vegetable oils, whole grains, and
vegetables.
CH 3
HO
CH 3
H 3C
O
CH 3
CH 3
CH 3
CH 3
CH 3
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Vitamin K
• Vitamin K1 in plants has a saturated side chain.
• Vitamin K2 in animals has a long unsaturated side
chain.
• Vitamin K2 is needed for the synthesis of zymogens for
blood clotting.
O
O
CH3
CH3
CH3
CH3
3
O
CH3
CH3
Vitamin K1 (phylloquinone)
n
O
CH3
CH3
Vitamin K2 (menaquinone)
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Learning Check
Identify the vitamin associated with each
1) Thiamin (B1)
2) Vitamin A
3) Vitamin K
4) Vitamin D
5) Ascorbic Acid
A.
B.
C.
D.
E.
Collagen formation
Beriberi
Absorption of phosphorus and calcium in bone
Vision
Blood clotting
18
Solution
Identify the vitamin associated with each
1) Thiamin (B1)
2) Vitamin A
3) Vitamin K
4) Vitamin D
5) Ascorbic Acid
A.
B.
C.
D.
E.
5
1
4
2
3
Collagen formation
Beriberi
Absorption of phosphorus and calcium in bone
Vision
Blood clotting
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