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ASCORBIC ACID
(VITAMIN C)
CHEMISTRY
• Structural formula closely resembles that of
carbohydrates
• The strong reducing
property of vitamin C
depends on the double
bonded (enediol)
carbons.
• Only L-ascorbic acid
and dehydroascorbic
acid have
antiscorbutic activity.
D-ascorbic acid has no
activity.
BIOSYNTHESIS OF
ASCORBIC ACID IN ANIMALS
• Most animals and plants can synthesize
• Man, higher primates, guineapigs and bats are the
only species which cannot synthesize ascorbic acid
(block in gulono lactone oxidase step) -lack the
genes responsible for the synthesis of this enzyme
Dietary Sources of Vitamin C
• Rich sources are amla (Indian gooseberry) (700
mg/100 g), guava (300 mg/100 g), lime, lemon and
green leafy vegetables
Requirement of Vitamin C
• Recommended daily allowance is 75 mg/day (equal to
50 mL orange juice).
• During pregnancy, lactation, and in aged people : 100
mg/day.
METABOLISM
• Readily absorbed from gastrointestinal tract & excreted
in urine.
• Oxidation of ascorbic acid yields dehydro-ascorbic acid,
which is oxidized further to oxalic acid through diketo-
L-gulonic acid
• Ascorbic acid is partly excreted unchanged and partly
as oxalic acid.
• Most of the oxalates in urine are derived from
ascorbic acid, and the rest from glycine metabolism.
BIOCHEMICAL FUNCTIONS
1. Hydroxylation of Proline and Lysine
• post-translational hydroxylation - essential for the
formation of cross links in the collagen
2. Tryptophan Metabolism
• Hydroxylation of tryptophan to 5-hydroxy tryptophan
for the formation of serotonin
Oxidation-reduction : It can change between ascorbic
acid and dehydroascorbic acid.
3. Tyrosine Metabolism
• Vitamin C helps in the oxidation of parahydroxyphenyl
pyruvate to homogentisic acid
4. Iron Metabolism
• Ascorbic acid enhances the iron absorption from the
intestine, by reducing ferric iron to ferrous state, which is
preferentially absorbed.
5. Hemoglobin Metabolism
• re-conversion of met-hemoglobin to hemoglobin.
6. Folic Acid Metabolism
• Ascorbic acid is helping the enzyme folate reductase to
reduce folic acid to tetrahydrofolic acid - helps in the
maturation & proliferation of RBC. – purine amd
thymidylate synthesis
7. Phagocytosis
• Ascorbic acid stimulates phagocytic action of leukocytes
and helps in the formation of antibodies.
8. Anti-oxidant Property
• Prevents cancer formation.
• Aniline dyes are known to induce bladder cancer in
factory workers. Daily intake of vitamin C reduces this risk
for cancer.
9. Steroid Synthesis
• Large quantities of vitamin C are present in adrenal
cortex.
• The ascorbic acid is depleted by ACTH stimulation. So
the vitamin has some role in adrenal steroidogenesis.
• Vitamin C helps in the synthesis of bile acids from
cholesterol. The initial 7-alpha-hydroxylase step is
stimulated by the vitamin.
10. Cataract
• Vitamin C is concentrated in the lens of eye.
• Regular intake of ascorbic acid reduces the risk of
cataract formation.
• Hydroxylation of Proline and Lysine
• Tryptophan Metabolism
• Tyrosine Metabolism
• Iron metabolism
• Hemoglobin
• Folic acid metabolism
• Antioxidant
• Phagocytosis
• Cataract
• Steroidogenesis
DEFICIENCY
MANIFESTATIONS
• Scurvy : Gross deficiency of vitamin C
• Infantile Scurvy (Barlow’s Disease) : In infants
between 6 to 12 months of age (weaning period) the
diet should be supplemented with vitamin C sources.
Otherwise, deficiency of vitamin is seen.
• Hemorrhagic Tendency : collagen is abnormal and the
intercellular cement substance is brittle ; So capillaries
are fragile, leading to the tendency to bleed even under
minor pressure.
Subcutaneous hemorrhage : petechiae in
mild deficiency and as ecchymoses or hematoma in
severe conditions.
If a sphygmomanometer cuff is placed in the
forearm, and the pressure is kept for 5 minutes,
petechiae :under the skin.
• Internal Hemorrhage : In severe cases, hemorrhage in
the conjunctiva and retina. Internal bleeding may be
seen as epistaxis, hematuria or melena.
• Oral Cavity: gum becomes painful, swollen, and spongy
; The pulp is separated from the dentine and finally
teeth are lost.
• Wound healing may be delayed.
• Bones : failure of the osteoblasts to form the intercellular
substance, osteoid. Resulting scorbutic bone is weak and
fractures easily.
There may be hemorrhage into joint cavities. Painful
swelling of joints may prevent locomotion
• Anemia : microcytic, hypochromic anemia
The reasons for anemia may be:
a. Loss of blood by hemorrhage
b. Decreased iron absorption
c. Decreased tetrahydrofolic acid
d. Accumulation of met-hemoglobin.
TOXICITY OF VITAMIN C
• Since it is a water soluble substance, excess vitamin C is
excreted, and not accumulated in the body.
• However, more than 2000 mg of vitamin C daily for a long time
can cause iron overload, because vitamin C helps in absorption
of iron.

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vitamin c.pptx

  • 2. CHEMISTRY • Structural formula closely resembles that of carbohydrates • The strong reducing property of vitamin C depends on the double bonded (enediol) carbons. • Only L-ascorbic acid and dehydroascorbic acid have antiscorbutic activity. D-ascorbic acid has no activity.
  • 3. BIOSYNTHESIS OF ASCORBIC ACID IN ANIMALS • Most animals and plants can synthesize • Man, higher primates, guineapigs and bats are the only species which cannot synthesize ascorbic acid (block in gulono lactone oxidase step) -lack the genes responsible for the synthesis of this enzyme
  • 4.
  • 5. Dietary Sources of Vitamin C • Rich sources are amla (Indian gooseberry) (700 mg/100 g), guava (300 mg/100 g), lime, lemon and green leafy vegetables Requirement of Vitamin C • Recommended daily allowance is 75 mg/day (equal to 50 mL orange juice). • During pregnancy, lactation, and in aged people : 100 mg/day.
  • 6.
  • 7. METABOLISM • Readily absorbed from gastrointestinal tract & excreted in urine. • Oxidation of ascorbic acid yields dehydro-ascorbic acid, which is oxidized further to oxalic acid through diketo- L-gulonic acid
  • 8. • Ascorbic acid is partly excreted unchanged and partly as oxalic acid. • Most of the oxalates in urine are derived from ascorbic acid, and the rest from glycine metabolism.
  • 9. BIOCHEMICAL FUNCTIONS 1. Hydroxylation of Proline and Lysine • post-translational hydroxylation - essential for the formation of cross links in the collagen
  • 10. 2. Tryptophan Metabolism • Hydroxylation of tryptophan to 5-hydroxy tryptophan for the formation of serotonin Oxidation-reduction : It can change between ascorbic acid and dehydroascorbic acid. 3. Tyrosine Metabolism • Vitamin C helps in the oxidation of parahydroxyphenyl pyruvate to homogentisic acid
  • 11. 4. Iron Metabolism • Ascorbic acid enhances the iron absorption from the intestine, by reducing ferric iron to ferrous state, which is preferentially absorbed. 5. Hemoglobin Metabolism • re-conversion of met-hemoglobin to hemoglobin. 6. Folic Acid Metabolism • Ascorbic acid is helping the enzyme folate reductase to reduce folic acid to tetrahydrofolic acid - helps in the maturation & proliferation of RBC. – purine amd thymidylate synthesis
  • 12. 7. Phagocytosis • Ascorbic acid stimulates phagocytic action of leukocytes and helps in the formation of antibodies. 8. Anti-oxidant Property • Prevents cancer formation. • Aniline dyes are known to induce bladder cancer in factory workers. Daily intake of vitamin C reduces this risk for cancer.
  • 13. 9. Steroid Synthesis • Large quantities of vitamin C are present in adrenal cortex. • The ascorbic acid is depleted by ACTH stimulation. So the vitamin has some role in adrenal steroidogenesis. • Vitamin C helps in the synthesis of bile acids from cholesterol. The initial 7-alpha-hydroxylase step is stimulated by the vitamin. 10. Cataract • Vitamin C is concentrated in the lens of eye. • Regular intake of ascorbic acid reduces the risk of cataract formation.
  • 14. • Hydroxylation of Proline and Lysine • Tryptophan Metabolism • Tyrosine Metabolism • Iron metabolism • Hemoglobin • Folic acid metabolism • Antioxidant • Phagocytosis • Cataract • Steroidogenesis
  • 15. DEFICIENCY MANIFESTATIONS • Scurvy : Gross deficiency of vitamin C • Infantile Scurvy (Barlow’s Disease) : In infants between 6 to 12 months of age (weaning period) the diet should be supplemented with vitamin C sources. Otherwise, deficiency of vitamin is seen.
  • 16. • Hemorrhagic Tendency : collagen is abnormal and the intercellular cement substance is brittle ; So capillaries are fragile, leading to the tendency to bleed even under minor pressure. Subcutaneous hemorrhage : petechiae in mild deficiency and as ecchymoses or hematoma in severe conditions. If a sphygmomanometer cuff is placed in the forearm, and the pressure is kept for 5 minutes, petechiae :under the skin.
  • 17. • Internal Hemorrhage : In severe cases, hemorrhage in the conjunctiva and retina. Internal bleeding may be seen as epistaxis, hematuria or melena. • Oral Cavity: gum becomes painful, swollen, and spongy ; The pulp is separated from the dentine and finally teeth are lost. • Wound healing may be delayed.
  • 18.
  • 19. • Bones : failure of the osteoblasts to form the intercellular substance, osteoid. Resulting scorbutic bone is weak and fractures easily. There may be hemorrhage into joint cavities. Painful swelling of joints may prevent locomotion • Anemia : microcytic, hypochromic anemia The reasons for anemia may be: a. Loss of blood by hemorrhage b. Decreased iron absorption c. Decreased tetrahydrofolic acid d. Accumulation of met-hemoglobin.
  • 20. TOXICITY OF VITAMIN C • Since it is a water soluble substance, excess vitamin C is excreted, and not accumulated in the body. • However, more than 2000 mg of vitamin C daily for a long time can cause iron overload, because vitamin C helps in absorption of iron.