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VITAMIN C
Gandham. Rajeev
Department of Biochemistry,
Akash Institute of Medical Sciences
& Research Centre,
Devanahalli, Bangalore,
Karnataka, India.
E-Mail: gandhamrajeev33@gmail.com
o Vitamin C is a water soluble vitamin
o The use of vitamin C in megadoses to cure
everything from common cold to cancer
o Chemically it is known as ascorbic acid
o Ascorbic acid is a hexose derivative & closely
resembles monosaccharide's in structure
o Vitamin C exists in two forms
o L – ascorbic acid (reduces form)
o L – Dehydro ascorbic acid (oxidized form)
o The acidic property of vitamin C is due to the
enolic hydroxyl group
o Vitamin C is strong reducing agent
o L – ascorbic acid undergoes oxidation to form
dehydro ascorbic acid & it is reversible reaction
o Ascorbic acid & dehydro ascorbic acid are
biologically active
o D – ascorbic acid is biologically inactive
o Ascorbic acid is present in all tissue & plasma as
reduced form
o Oxidation of ascorbic acid is rapid in the presence
of copper
o Vitamin C is heat labile
o In the process of cooking about 50% of vitamin
passes to water & 20% is oxidized
o Biosynthesis of ascorbic acid:
o Many animals can synthesize ascorbic acid from
glucose via uronic acid pathway
o Man, other primates, guinea pigs and bats cannot
synthesize ascorbic acid due to deficiency of the
enzyme L – gulonolactone oxidase
o It is readily absorbed from stomach & small
intestine
o Storage:
o Only small amounts of vitamin C are stored in the
body (1 gm)
o It is present in the tissues as ascorbic acid &
dehydro ascorbic acid
o Mainly found in retina, adrenal gland, pituitary &
thymus
o Ascorbate 2-sulfate is urinary excretary form of
ascorbic acid
o Oxalate is another metabolite & is excreted in
urine
o Coenzyme Forms
o Ascorbic acid ( reduced form)
o Dehydro ascorbic acid (oxidized form)
o Involves reversible oxidation – reduction reactions
o Interconversion of ascorbic acid to dehydro
ascorbic acid
o Proline hydroxylase:
o Proline hydroxylase catalyzes the hydroxylation of
proline on collagen
o Ascorbic acid & ferrous iron are cofactors
o Ascorbic acid is essential to keep the iron in
ferrous form
o It essential for maturation &cross-linking of
collagen
Proline
Hydroxy proline
Proline hydroxylase
Ascorbic acid
(Fe++)
O2
H2O
Succinate
α- Ketoglutarate
o Lysine hydroxylase catalyzes the hydroxylation of
(free
lysine residues present on collagen
lysine is not hydroxylated)
o Ascorbic acid & ferrous iron are cofactors
o Ascorbic acid is essential to keep the iron in ferrous
form
o It essential for maturation &cross-linking of collagen
o It is administered after surgery to enhance wound
healing
Lysine
Lysine hydroxylase
Ascorbic acid
(Fe++)
O2
H2O
Succinate
α- Ketoglutarate
Hydroxy lysine
o Hydroxylation occurs after the peptide chain synthesis (post-
translational modifications)
o In vitamin C deficiency, collagen synthesis is defective, delayed
wound healing
o In tyrosine catabolism Parahydroxy phenyl-
pyruvate hydroxylase catalyzes the formation of
homogentisic acid form parahydroxy phenyl
pyruvate
o Ascorbic acid is required for this reaction
Parahydroxyphenyl pyruvate
Homogentisic acid
Parahydroxy phenylpyruvate
hydroxylase
Ascorbic acid
(Cu ++)
O2
o In catecholamine synthesis Dopamine β oxidase
catalyzes the formation of norepinephrine from
dopamine
o This is essential for synthesis of catecholamines
o Adrenal medulla is rich in vitamin C
Dopamine
Norepinephrine
Dopamine β oxidase
Ascorbic acid
o Ferrochelatase catalyzes the formation of heme
from protoporphyrin IX
o Vitamin C is necessary for the incorporation of
Fe++ into protoporphyrin IX to form heme
o Vitamin C keeps the iron in ferrous form
Protoporphyrin IX
Heme
Ferrochelatase
Ascorbic acid , Fe++
o In the biosynthesis of bile acids Cholesterol 7 α
– hydroxylase catalyzes the formation of 7 α –
hydroxycholesterol from cholesterol
o In this vitamin C is a cofactor
o It is a rate limiting step in bile acid synthesis
Cholesterol
Cholesterol 7 α
hydroxylase
NADPH + H+
NADP
7 α - hydroxy Cholesterol
Ascorbic acid
o Bone tissues possess an organic matrix,
collagen & inorganic calcium & phosphate
o Vitamin C is required for bone formation
o Tryptophan metabolism:
o Ascorbic acid is necessary for the hydroxylation
of tryptophan to 5-hydroxytryptophan
o It is required for the formation of serotonin
o Iron metabolism:
o Ascorbic acid increases the iron absorption from
the intestine
o Ascorbic acid reduces ferric iron to ferrous state,
which is commonly absorbed
o Folic acid metabolism:
o Vitamin C needed for the formation of FH4
o In association with FH4, it is involved in
maturation of RBC
o Peptide hormone synthesis:
o Hydroxylation of glycine is carried out by
peptidyl glycine hydroxylase which requires
vitamin C
o Steroid synthesis:
o Adrenal gland possesses high levels of ascorbic
acid
o Ascorbic acid is necessary for hydroxylation
reactions in the synthesis of corticosteroid
hormones
o Sparing action of other vitamins:
o Ascorbic acid is a strong antioxidant
o It spares vitamin A, E and some B-complex
vitamins from oxidation
o Immunological function:
o Vitamin C increases the synthesis of
immunoglobulins & increases the phagocytic
action of leucocytes
o Cataract:
o Vitamin C is concentrated in the lens of eye
o Regular intake of ascorbic acid reduces the risk
of cataract formation
o Anti-oxidant property:
o Vitamin C is an antioxidant
o It reduces the risk of cancer, coronary heart
diseases
o Rich sources are fruits & vegetables such as
lemon,oranges, grapes, spinach and tomatoes
o Milk is a poor source of vitamin
60 mg/day
60 mg/day
80 mg/day
o Men
o Women
o Pregnancy
o Lactation 100 mg/day
RDA
o Inadequate intake mainly caused by dietary
deficiency
o Impaired absorption is due to intestinal diseases
o Increased demand of vitamin C is seen in
pregnancy, lactation, surgery and burns
o Features:
o The deficiency of ascorbic acid results in scurvy
o Infantile scurvy (Barlow’s disease)
o In infants between 6 to 12 months of age, diet
should be supplemented with vitamin C sources
o Hemorrhagic tendency:
o In ascorbic acid deficiency, collagen is abnormal
& the intracellular cement substance is bretile
o So capillaries are fragile, leading to the
tendency to bleed even under minor pressure
o Petechial hemorrhages:
o Due to rupture of capillaries, resulting from lack
of intracellular substances
o Ecchymoses or even hematoma in severe
conditions
o Internal bleeding:
o In severe cases, hemorrhage may occur in the
conjunctiva & retina
o Oral cavity:
o In severe cases of scurvy, the gums becomes
painful, swollen & spongy
o The pulp is separated from the dentine and
finally teeth are lost
o Wound healing may be delayed
o Bones:
o In the bones, the deficiency results in the failure
of the osteoblasts to form the intracellular
substance, osteoid
o Without the normal ground substance, the
deposition of bone is arrested
o The bones become weak and fractures easily
o Hemorrhage into joint cavities
o Vitamin C & vitamin B are essential nutrients to
maintain bone density & bone quality
o Anemia
o In vitamin C deficiency deficiency,
normochromic, normocytic (due to bleeding),
megaloblastic ( due to reduced erythropoiesis)
and microcytic hypochromic anemia (due to
impaired iron absorption & impaired heme
synthesis) are seen
o Fatigue, depression, & susceptibility to
infections are associated with vitamin C
deficiency
o The beneficial effect of vitamin C is used in the
treatment of TB
o Clinical dose is 500 mg/day
o Vitamin C is recommended for treatment of ulcer,
trauma and burns
o Toxicity of vitamin C:
o Excess vitamin C is excreted, and is not
accumulated in the body
o More than 2000 mg may cause iron over load
o Decreased plasma, platelet and leukocyte
ascorbic acid levels
Harper’s Biochemistry 25th Edition.
Fundamentals of Clinical Chemistry by Tietz.
Text Book of Medical Biochemistry-A R Aroor.
Text Book of Biochemistry-DM Vasudevan
Text Book of Biochemistry-MN Chatterjea
Text Book of Biochemistry-Dr.U.Satyanarana

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vit c.pptx

  • 1. VITAMIN C Gandham. Rajeev Department of Biochemistry, Akash Institute of Medical Sciences & Research Centre, Devanahalli, Bangalore, Karnataka, India. E-Mail: gandhamrajeev33@gmail.com
  • 2.
  • 3. o Vitamin C is a water soluble vitamin o The use of vitamin C in megadoses to cure everything from common cold to cancer o Chemically it is known as ascorbic acid o Ascorbic acid is a hexose derivative & closely resembles monosaccharide's in structure o Vitamin C exists in two forms o L – ascorbic acid (reduces form) o L – Dehydro ascorbic acid (oxidized form)
  • 4. o The acidic property of vitamin C is due to the enolic hydroxyl group o Vitamin C is strong reducing agent o L – ascorbic acid undergoes oxidation to form dehydro ascorbic acid & it is reversible reaction
  • 5. o Ascorbic acid & dehydro ascorbic acid are biologically active o D – ascorbic acid is biologically inactive o Ascorbic acid is present in all tissue & plasma as reduced form o Oxidation of ascorbic acid is rapid in the presence of copper
  • 6.
  • 7. o Vitamin C is heat labile o In the process of cooking about 50% of vitamin passes to water & 20% is oxidized o Biosynthesis of ascorbic acid: o Many animals can synthesize ascorbic acid from glucose via uronic acid pathway o Man, other primates, guinea pigs and bats cannot synthesize ascorbic acid due to deficiency of the enzyme L – gulonolactone oxidase
  • 8. o It is readily absorbed from stomach & small intestine o Storage: o Only small amounts of vitamin C are stored in the body (1 gm) o It is present in the tissues as ascorbic acid & dehydro ascorbic acid o Mainly found in retina, adrenal gland, pituitary & thymus
  • 9. o Ascorbate 2-sulfate is urinary excretary form of ascorbic acid o Oxalate is another metabolite & is excreted in urine
  • 10. o Coenzyme Forms o Ascorbic acid ( reduced form) o Dehydro ascorbic acid (oxidized form) o Involves reversible oxidation – reduction reactions o Interconversion of ascorbic acid to dehydro ascorbic acid
  • 11. o Proline hydroxylase: o Proline hydroxylase catalyzes the hydroxylation of proline on collagen o Ascorbic acid & ferrous iron are cofactors o Ascorbic acid is essential to keep the iron in ferrous form o It essential for maturation &cross-linking of collagen
  • 12. Proline Hydroxy proline Proline hydroxylase Ascorbic acid (Fe++) O2 H2O Succinate α- Ketoglutarate
  • 13. o Lysine hydroxylase catalyzes the hydroxylation of (free lysine residues present on collagen lysine is not hydroxylated) o Ascorbic acid & ferrous iron are cofactors o Ascorbic acid is essential to keep the iron in ferrous form o It essential for maturation &cross-linking of collagen
  • 14. o It is administered after surgery to enhance wound healing Lysine Lysine hydroxylase Ascorbic acid (Fe++) O2 H2O Succinate α- Ketoglutarate Hydroxy lysine o Hydroxylation occurs after the peptide chain synthesis (post- translational modifications) o In vitamin C deficiency, collagen synthesis is defective, delayed wound healing
  • 15. o In tyrosine catabolism Parahydroxy phenyl- pyruvate hydroxylase catalyzes the formation of homogentisic acid form parahydroxy phenyl pyruvate o Ascorbic acid is required for this reaction Parahydroxyphenyl pyruvate Homogentisic acid Parahydroxy phenylpyruvate hydroxylase Ascorbic acid (Cu ++) O2
  • 16. o In catecholamine synthesis Dopamine β oxidase catalyzes the formation of norepinephrine from dopamine o This is essential for synthesis of catecholamines o Adrenal medulla is rich in vitamin C Dopamine Norepinephrine Dopamine β oxidase Ascorbic acid
  • 17. o Ferrochelatase catalyzes the formation of heme from protoporphyrin IX o Vitamin C is necessary for the incorporation of Fe++ into protoporphyrin IX to form heme o Vitamin C keeps the iron in ferrous form Protoporphyrin IX Heme Ferrochelatase Ascorbic acid , Fe++
  • 18. o In the biosynthesis of bile acids Cholesterol 7 α – hydroxylase catalyzes the formation of 7 α – hydroxycholesterol from cholesterol o In this vitamin C is a cofactor o It is a rate limiting step in bile acid synthesis Cholesterol Cholesterol 7 α hydroxylase NADPH + H+ NADP 7 α - hydroxy Cholesterol Ascorbic acid
  • 19. o Bone tissues possess an organic matrix, collagen & inorganic calcium & phosphate o Vitamin C is required for bone formation o Tryptophan metabolism: o Ascorbic acid is necessary for the hydroxylation of tryptophan to 5-hydroxytryptophan o It is required for the formation of serotonin
  • 20. o Iron metabolism: o Ascorbic acid increases the iron absorption from the intestine o Ascorbic acid reduces ferric iron to ferrous state, which is commonly absorbed o Folic acid metabolism: o Vitamin C needed for the formation of FH4 o In association with FH4, it is involved in maturation of RBC
  • 21. o Peptide hormone synthesis: o Hydroxylation of glycine is carried out by peptidyl glycine hydroxylase which requires vitamin C o Steroid synthesis: o Adrenal gland possesses high levels of ascorbic acid o Ascorbic acid is necessary for hydroxylation reactions in the synthesis of corticosteroid hormones
  • 22. o Sparing action of other vitamins: o Ascorbic acid is a strong antioxidant o It spares vitamin A, E and some B-complex vitamins from oxidation o Immunological function: o Vitamin C increases the synthesis of immunoglobulins & increases the phagocytic action of leucocytes
  • 23. o Cataract: o Vitamin C is concentrated in the lens of eye o Regular intake of ascorbic acid reduces the risk of cataract formation o Anti-oxidant property: o Vitamin C is an antioxidant o It reduces the risk of cancer, coronary heart diseases
  • 24. o Rich sources are fruits & vegetables such as lemon,oranges, grapes, spinach and tomatoes o Milk is a poor source of vitamin 60 mg/day 60 mg/day 80 mg/day o Men o Women o Pregnancy o Lactation 100 mg/day RDA
  • 25.
  • 26. o Inadequate intake mainly caused by dietary deficiency o Impaired absorption is due to intestinal diseases o Increased demand of vitamin C is seen in pregnancy, lactation, surgery and burns o Features: o The deficiency of ascorbic acid results in scurvy
  • 27. o Infantile scurvy (Barlow’s disease) o In infants between 6 to 12 months of age, diet should be supplemented with vitamin C sources o Hemorrhagic tendency: o In ascorbic acid deficiency, collagen is abnormal & the intracellular cement substance is bretile o So capillaries are fragile, leading to the tendency to bleed even under minor pressure
  • 28. o Petechial hemorrhages: o Due to rupture of capillaries, resulting from lack of intracellular substances o Ecchymoses or even hematoma in severe conditions o Internal bleeding: o In severe cases, hemorrhage may occur in the conjunctiva & retina
  • 29.
  • 30. o Oral cavity: o In severe cases of scurvy, the gums becomes painful, swollen & spongy o The pulp is separated from the dentine and finally teeth are lost o Wound healing may be delayed o Bones: o In the bones, the deficiency results in the failure of the osteoblasts to form the intracellular substance, osteoid
  • 31. o Without the normal ground substance, the deposition of bone is arrested o The bones become weak and fractures easily o Hemorrhage into joint cavities o Vitamin C & vitamin B are essential nutrients to maintain bone density & bone quality
  • 32. o Anemia o In vitamin C deficiency deficiency, normochromic, normocytic (due to bleeding), megaloblastic ( due to reduced erythropoiesis) and microcytic hypochromic anemia (due to impaired iron absorption & impaired heme synthesis) are seen o Fatigue, depression, & susceptibility to infections are associated with vitamin C deficiency
  • 33. o The beneficial effect of vitamin C is used in the treatment of TB o Clinical dose is 500 mg/day o Vitamin C is recommended for treatment of ulcer, trauma and burns o Toxicity of vitamin C: o Excess vitamin C is excreted, and is not accumulated in the body o More than 2000 mg may cause iron over load
  • 34. o Decreased plasma, platelet and leukocyte ascorbic acid levels
  • 35.
  • 36. Harper’s Biochemistry 25th Edition. Fundamentals of Clinical Chemistry by Tietz. Text Book of Medical Biochemistry-A R Aroor. Text Book of Biochemistry-DM Vasudevan Text Book of Biochemistry-MN Chatterjea Text Book of Biochemistry-Dr.U.Satyanarana