INTRODUCTION
? Vitamin C is a water soluble vitamin
? Chemical name Ascorbic acid
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? Also known as antiscorbutic factor? Deficiency of vitamin C leads to scurvy (not
known at that time) was discovered during famous
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voyage of Vasco da Gama in 1498? Antiscorbutic factor was isolated in 1930 and
named as hexauronic acid by Albert Szent Gyorgi
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((Nobel prize- 1937)
? In 1933, Howarth established the structure and
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named it as Ascorbic acid(Nobel prize ? 1937)CHEMISTRY
? Ascorbic acid is a hexose derivative & closely
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resembles monosaccharide's in structure .? It is formed as an oxidation product of L- gulunolactone
? Vitamin C exists in two forms:
L ? ascorbic acid (reduces form)
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L ? Dehydro ascorbic acid (oxidized form)? Most animals and plants can synthesize ascorbic acid
from glucose.
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? Man, higher primates, guinea pigs and bats are the onlyspecies which cannot synthesize ascorbic acid (block in
gulono lactone oxidase step)
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Glucose
gulono lactone
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oxidaseAscorbic acid
Gulono lactone
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PROPERTIES? Vitamin C is heat labile
? In the process of cooking about 50% of vitamin
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passes to water & 20% is oxidized? Only L isomers of ascorbic acid and dehydroascorbic
acid have antiscorbutic activity.
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? D-ascorbic acid has no activity.
? Ascorbic acid is a strong reducing agent.
? The strong reducing property of vitamin C depends
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on the double bonded (enediol) carbons.? L-ascorbic acid is the dominant form present in
plasma and tissues.
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METABOLIC ROLE? Ascorbic acid and Dehydroascorbic acid form
a very good redox system.
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? Ascorbic acid has specific roles in the copper-
containing
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hydroxylasesand
the
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-
ketoglutarate-linked
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iron-containinghydroxylases
? It has a number of nonenzymic effects as a
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result of its action as a reducing agent and
oxygen radical quencher
1. Hydroxylation of Proline and Lysine
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? Ascorbic acid is necessary for the post-translationalhydroxylation of proline and lysine residues in proteins such
as collagen.
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? Hydroxyproline and hydroxylysine are essential for theformation of cross links in the collagen, which gives the
tensile strength to the fibers.
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? This process is absolutely necessary for the normalproduction of supporting tissues such as osteoid, collagen
and intercellular cement substance of capillaries.
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? Ascorbic acid & ferrous iron are cofactors? Ascorbic acid is essential to keep the iron in ferrous form
Hydroxylation of Proline
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? Proline
hydroxylase
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catalyzesthe
hydroxylation of proline
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on collagen.
? Ascorbic acid & ferrous
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iron are cofactors .CO2
? Ascorbic acid is essential
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to keep the iron in ferrous
form.
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? It essential for maturation&cross-linking
of
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collagen.
Hydroxylation of lysine
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? Hydroxylation occurs after
the peptide chain synthesis
(posttranslational
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modifications)? Lysine
hydroxylase
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catalyzes
the
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hydroxylation of lysineresidues
present
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oncollagen.
? It helps in formation of
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osteocalcin and the C1q
component of complement
2. Absorption of iron
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? Ascorbic acid enhances the iron absorbtionfrom the intestine
? Ascorbic acid reduces ferric iron to ferrous
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state, which is preferentially absorbed.
3. Tryptophan Metabolism
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? Ascorbic acid is necessary for the hydroxy
lation of tryptophan to 5-hydroxy tryptophan.
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? This is required for the formation of serotonin4. Tyrosine Metabolism
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? Vitamin C helps in theoxidation
of
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parahydroxyphenyl
Ascorbic acid (Cu ++)
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pyruvateto
homogentisic acid
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Ascorbic acid (Cu ++)
? It also helps in the
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oxidationof
homogentisic acid
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5. Synthesis of Bile acids
? In the biosynthesis of
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.
bile acids Cholesterol 7
?hydroxylase,
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catalyzes the formation
of
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7
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?hydroxycholesterol from
cholesterol.
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? In this vitamin C is acofactor
? It is a rate limiting step
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in bile acid synthesis
6. Synthesis of Norepinephrine
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? Dopamine conversion
into norepinephrine
requires vitamin C as
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TYROSINE
HYDROXYLASE
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DOPAthe Co enzyme.
? This is essential for
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synthesis
of
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catecholamines? Adrenal medulla is
Vitamin C
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rich in vitamin C
NOR EPINEPHRINE
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DOPAMINEHYDROXYLASE
7. Synthesis and release of adreno
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-cortical steroid hormone? Adrenal gland possesses high levels of ascorbic
acid
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? Ascorbic acid is necessary for hydroxylation
reactions in the synthesis of corticosteroid
hormones.
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8. Reduction of methemoglobin? It is useful for re-conversion of met-hemoglobin
to hemoglobin.
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9. Folic Acid Metabolism
? Ascorbic acid is helping the enzyme folate
reductase to reduce folic acid to tetrahydrofolic
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acid? Thus it helps in the maturation of RBC.
DHFR
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FOLIC ACID
DIHYDROFOLATE
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DHFRTETRA
HYDROFOLATE
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Vit CVit C
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9. Antioxidant property? It
acts
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as
a
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hydrophilic,chain
breaking antioxidant
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like vitamin E.
? It
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alsoform
a
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relatively
stable
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radicalform,
the
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semidehydroascorbate.
? This is reduced back
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to ascorbic acid byreductase
enzyme
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using
reduced
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glutathione.10. Synthesis of Carnitine.
? Vitamin C needed for Trimethyllysine and -
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butyrobetaine hydroxylases which are requiredfor the synthesis of carnitine
11. Peptide hormone synthesis
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? A number of peptide hormones have a carboxyterminal amide that is derived from a terminal
glycine residue.
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? Hydroxylation of this glycine is carried out bya copper-containing enzyme peptidyl glycine
hydroxylase, which requires vitamin C
12. Phagocytosis
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? Ascorbic acid stimulates phagocytic action of
leukocytes and helps in the formation of
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antibodies.13. Sparing action of other vitamins:
? Ascorbic acid is a strong antioxidant
? It spares vitamin A, E and some B-complex
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vitamins from oxidation
14. Immunological function:
? Vitamin C increases the synthesis of
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immunoglobulins & increases the cell mediated
immunity.
15. Prevention of Cataract
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? Vitamin C is concentrated in the lens of eye.
Regular intake of ascorbic acid reduces the risk
of cataract formation.
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16. Activation of Protein C
? Vitamin C is required for postsynthetic
modification of the precursor of protein C, the
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vitamin K-dependent protease that hydrolyzesactivated factor V in the blood-clotting cascade.
17.Sparing action of other vitamins
? Ascorbic acid is a strong antioxidant
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? It spares vitamin A, E and some B-complexvitamins from oxidation.
18. Preventive role of vitamin C
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? Vitamin C helps in the prevention of cancer,atherosclerosis and delays ageing process.
Metabolism
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? Ascorbic acid is readily absorbed fromgastrointestinal tract.
? The vitamin is excreted in urine.
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? Since vitamin C is a strong reducing agent, theBenedict's test will be positive in the urine
sample after the vitamin administration.
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? Plasma ascorbic acid level - 0.7 to 1.2 mg/dl.
? Oxidation of ascorbic acid yields dehydro ascorbic
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acid, which is oxidized further to oxalic acid throughdiketo-L-gulonic acid
? Ascorbic acid is partly excreted unchanged and partly
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as oxalic acid.? Most of the oxalates in urine are derived from
ascorbic acid, and the rest from glycine metabolism.
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2H H
Dehydro -
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2ODiketo L ?Gulonic
L-Ascorbic acid
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Ascorbic acid
acid
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Oxalic acidDietary Sources of Vitamin C
? Rich sources are amla (Indian gooseberry),guava ,lime,
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lemon,Cabbage and green leafy vegetables.? Germinating pulses contain large amount of vitamin C.
RDA
? Recommended daily allowance is 60 - 75 mg/day
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(equal to 40-50 mL orange juice).
? During pregnancy, lactation, and in aged people
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requirement may be 100 mg/day? Smokers, chronic alcoholics and women on oral
contraceptives require up to125 mg/day.
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DeficiencyCAUSES
? Scurvy is caused by a dietary deficiency of
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vitamin C.? The body's pool of vitamin C can be depleted
in 1-3 months.
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.Risk factors include the following:
? Babies who are fed only cow's milk during the first
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year of life
? Alcoholism
? Cigarette smokers
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? Pregnant and lactating women? Thyrotoxicosis
? Elderly individuals who eat a tea-and-toast diet
? Economically disadvantaged persons
? Refugees
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? People with disease of the small intestine? Those on hemodialysis and peritoneal dialysis.
DEFICIENCY MANIFESTATION
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DEFICIENCY MANIFESTATION1. Scurvy
? The deficiency of ascorbic
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acid results in scurvy? It is due to impaired
collagen formation and
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poor blood vessel support.? Swollen, spongy and
Bleeding gums are the
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characteristic featureDEFICIENCY MANIFESTATION
2. Infantile Scurvy (Barlow's Disease)
? In infants between 6 to 12 months of age
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(period in which weaning from breast milk)
? Infants loose appetite and weight.
? Painful tenderness of the extremities.
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? Bleeding from gums and mucous membrane.DEFICIENCY MANIFESTATION
3. Hemorrhagic Tendency
? Capillary fragility enhances hemorrhagic tendencies
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resulting in bleeding under the skin even on slight
pressure.
? Small dots like patches called petehiae and relatively
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large patches as ecchymoses
? Large accumulation of blood in subcutaneous tissues
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is called haematoma.? In severe cases bleeding may occur from nose
(epistaxis), eye (retinal hemorrhage), urethra
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(hematuria), intestine (malena) etc.DEFICIENCY MANIFESTATION
4. Bones
? Ground substance formed by osteoblasts is
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defective. So the bones become weak and
fracture easily with slightest of trauma or even
pressure.
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? Such bones are called Scorbutic bones.? There may be bleeding into the joints leading
to hemarthrosis.
DEFICIENCY MANIFESTATION
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5. Anemia
? In vitamin C deficiency, microcytic, hypochromic
anemia is seen.
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? Poikilocytosis and anisocytosis are also common in
anemia due to deficiency of vitamin C.
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? 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.
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DEFICIENCY MANIFESTATION6. Poor wound healing
? Vitamin C deficiency is associated with poor
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wound healing.? Because of its power to heal wounds, vitamin
C has been recommended for treatment of
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ulcer, trauma, and burns.7. Myalgia
? Myalgias may occur because of reduced
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carnitine production.Therapeutic Use of Vitamin C
? The beneficial effect of vitamin C is used in the
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treatment of TB
? Clinical dose is 500 mg/day
? Vitamin C is recommended for treatment of ulcer,
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trauma and burns
? There is very little good evidence that high doses of
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vitamin C prevent the common cold, although theymay reduce the duration and severity of symptoms.
Toxicity of vitamin C
? Excess vitamin C is excreted, and is not accumulated
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in the body
? More than 2000 mg may cause iron over load.
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