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VITAMIN-C
(ASCORBIC ACID)
Contents
• History
• Sources
• Structure and Biochemistry
• Functions
• Biosynthesis
• Absorption and Transport
• Metabolism
• Role in Disease States
• Hyperascorbemia
• Hypoascorbemia
1595 Dutch fleet sailed with 249 men and returned with only 88.
1620 Mayflower lost 50 out of 120 men due to scurvy.
1747 James Lind first identified affective treatment for scurvy.
Six different treatments were applied on 6 pairs.
i. A quart of cider a day
ii. 25 drops of vitriol
iii. Vinegar 3 times a day
iv. Half a pint of sea water
v. A purgative electuary
vi. 2 oranges and 1 lemon
• The last pair recovered and did not show any symptoms of scurvy.
1912 Casimir Funk recognized scurvy as a result of dietary deficiency.
The lacking agent of these diseases was termed as Vital amines or
Vitamins.
1928 Albert Szent-Gyorgyi isolated hexuronic acid as powerful reducing
agent. First isolated from animal source. He and colleague Walter
Norman Haworth later isolated the molecule from lemons and paprika.
Szent-Gyorgyi was awarded the Nobel Prize in Physiology or Medicine in
1937; the same year, Haworth received the prize in chemistry.
1932 Hexuronic acid was revealed to be Vitamin C or Ascorbic Acid.
History of Vitamin C
Sources
Citrus fruit and juices:
• lemons
• oranges,
• peaches,
• strawberries,
• bananas,
• grapefruits.
 Vegetables
• cabbage,
• broccoli,
• cauliflower,
• leaf lettuce,
• tomatoes,
• potatoes,
• beans.
Structure and Biochemistry
GSSH GSH
NADP+ NADPH
• L-ascorbic acid is a dibasic
acid that contains:
• an enediol group
• five membered
heterocyclic lactone ring.
• Strong reducing agent.
• Thousands of tons of
ascorbic acid commercially
produced from D-glucose.
• Regeneration of Vitamin E
Donates electrons to Vitamin E
radical to regenerate α-tocopherol
(active form) of Vitamin E.
α-tocopherol acts as an antioxidant
and prevents lipid peroxidation of
cell membrane.
• Iron bioavailability
Maintains non-heme iron in the ferrous (Fe2+)
state.
Promotes activity of duodenal ferric reductase
Vitamin C
(Menega et al,.)
Collagen Synthesis As Coenzyme Carnitine Synthesis
Proline
(Prolyl 4-hydroxylase)
Lysine
(Lysyl hydroxylase)
Vit-C maintains Fe2+
OH-Proline OH-Lysine
Collagen Cross Linking
Dopamine
Dopamine-β-
Hydroxylase
Norepinephrine
Vit-C
Trimethyllysine
Hydroxylase
Trimethyllysine
3-Hydroxy-N-Trimethyllysine
Functions
Gamma-Butyrobetaine
Gamma-Butyrobetaine
Hydroxylase
Carnitine
Vit-C
Fe2+
Vit-C
Fe2+
Vitamin C
Functions
(Amanda K. Schlueter et al,.)
Vitamin C
Tyrosine degradation As a cofactor
- Tyrosine can be degraded when
needed to produce energy
- Two vitamin C depend
hydroxylases are needed to
catabolize tyrosine
- Vitamin C functions as a reducing
agent, reducing ferric iron back to
ferrous iron.
Vitamin C reduces Cu2+ to Cu+ in
Peptidyl-glycine alpha -amidating
monooxygenase dioxygenase
Synthesis of neuro-transmitters and
hormones including: Calcitonin,
Oxytocin, Vasopressin.
(Martin et al,.)
Vitamin C
Role as Anti-histamine
• Vitamin C acts as a natural antihistamine by
reducing the amount of histamine your body
produces in response to an allergen.
• Destroys the imizadole ring of histamine.
• As a result, reduces cold severity and allergy.
Antioxidant Activity
• Protects against oxidative damage by donating
its two hydrogens with their electrons to free
radicals.
• Vitamin C reduces several oxygen center
radicals: hydroxyl radical, superoxide radical,
hydrogen peroxide.
(Amanda K. Schlueter et al,.)
Biosynthesis of Vitamin C
• All green plants (Smirnoff’s Wheeler
pathway) , and most higher animals
(Gluronic acid pathway) can
synthesize Vitamin C
• L-glunolactone oxidase deficiency
in fishes, birds, cats, pigs ,fruit bats,
humans (Linster and Van
Schaftingen 2007)
Absorption and Transport of Vitamin C
• (SVCTs) → L-ascorbic
acid
• (GLUTs) → Dehydro-
ascorbic acid
Metabolism of Vitamin C ( Oxidation)
Vitamin C and disease States
Common cold :
• Antihistamine action
• Chemotaxis promotion
• Respiratory tract antioxidant
Cardiovascular health :
• Anti atherogenic action
• Reduce Bp, Arterial stifness,
CRP
• Endothelial Compliance
Cancer:
• Promoting collagen synthesis
• Gastric juice antioxidant (H. pylori)
• Pro Oxidative action (ROS formation )
Immunity :
• Stimlulate production of interferons,Ab
• Chemotaxis of neutrophills
• Antioxidant , Anti histamine action
Hyperascorbemia
• Doses >1000mg/d cause gastrointestinal
distress, osmotic diarrhea, nausea.
• In hemochromatosis, iron overload and
damage body tissues.
• Increase Destruction of B12 in gut (
controversial)
• Oxlate kidney stones.
• Higher doses has less bioavailability (Levine M,
Conry-Cantilena C, Wang Y, et al. Vitamin C)
Hypoascorbemia
• Congenital Metabolic Disease, Scurvy
• Swelling of the lower extremities
• Bleeding gums
• Fatigue, Bruising ,Corkscrew hairs
• Hemorrhaging ,Anemia
• Psychological Symptoms Depression,
Hysteria, and Social Introversion.
M.N.Chatterjea
Maintaining adequate vitamin C
• RDI for Vitamin C range from 45mg/d to 90mg/d
(WHO)
• Natural and synthetic sources of Vitamin C are
equally Bioavaible (Mangels AR, Block G, Frey
CM, et al.)
• Oxygen , pH, Heat Metallic ions disturbs
vitamin C stability
• Well preserved in frozen foods , loss during
cooking and storage.( Ascorbigen)
Thank You

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Vitamin C.pptx You will learn a more knowledge

  • 2. Contents • History • Sources • Structure and Biochemistry • Functions • Biosynthesis • Absorption and Transport • Metabolism • Role in Disease States • Hyperascorbemia • Hypoascorbemia
  • 3. 1595 Dutch fleet sailed with 249 men and returned with only 88. 1620 Mayflower lost 50 out of 120 men due to scurvy. 1747 James Lind first identified affective treatment for scurvy. Six different treatments were applied on 6 pairs. i. A quart of cider a day ii. 25 drops of vitriol iii. Vinegar 3 times a day iv. Half a pint of sea water v. A purgative electuary vi. 2 oranges and 1 lemon • The last pair recovered and did not show any symptoms of scurvy. 1912 Casimir Funk recognized scurvy as a result of dietary deficiency. The lacking agent of these diseases was termed as Vital amines or Vitamins. 1928 Albert Szent-Gyorgyi isolated hexuronic acid as powerful reducing agent. First isolated from animal source. He and colleague Walter Norman Haworth later isolated the molecule from lemons and paprika. Szent-Gyorgyi was awarded the Nobel Prize in Physiology or Medicine in 1937; the same year, Haworth received the prize in chemistry. 1932 Hexuronic acid was revealed to be Vitamin C or Ascorbic Acid. History of Vitamin C
  • 4. Sources Citrus fruit and juices: • lemons • oranges, • peaches, • strawberries, • bananas, • grapefruits.  Vegetables • cabbage, • broccoli, • cauliflower, • leaf lettuce, • tomatoes, • potatoes, • beans.
  • 5. Structure and Biochemistry GSSH GSH NADP+ NADPH • L-ascorbic acid is a dibasic acid that contains: • an enediol group • five membered heterocyclic lactone ring. • Strong reducing agent. • Thousands of tons of ascorbic acid commercially produced from D-glucose.
  • 6. • Regeneration of Vitamin E Donates electrons to Vitamin E radical to regenerate α-tocopherol (active form) of Vitamin E. α-tocopherol acts as an antioxidant and prevents lipid peroxidation of cell membrane. • Iron bioavailability Maintains non-heme iron in the ferrous (Fe2+) state. Promotes activity of duodenal ferric reductase Vitamin C (Menega et al,.)
  • 7. Collagen Synthesis As Coenzyme Carnitine Synthesis Proline (Prolyl 4-hydroxylase) Lysine (Lysyl hydroxylase) Vit-C maintains Fe2+ OH-Proline OH-Lysine Collagen Cross Linking Dopamine Dopamine-β- Hydroxylase Norepinephrine Vit-C Trimethyllysine Hydroxylase Trimethyllysine 3-Hydroxy-N-Trimethyllysine Functions Gamma-Butyrobetaine Gamma-Butyrobetaine Hydroxylase Carnitine Vit-C Fe2+ Vit-C Fe2+ Vitamin C Functions (Amanda K. Schlueter et al,.)
  • 8. Vitamin C Tyrosine degradation As a cofactor - Tyrosine can be degraded when needed to produce energy - Two vitamin C depend hydroxylases are needed to catabolize tyrosine - Vitamin C functions as a reducing agent, reducing ferric iron back to ferrous iron. Vitamin C reduces Cu2+ to Cu+ in Peptidyl-glycine alpha -amidating monooxygenase dioxygenase Synthesis of neuro-transmitters and hormones including: Calcitonin, Oxytocin, Vasopressin. (Martin et al,.)
  • 9. Vitamin C Role as Anti-histamine • Vitamin C acts as a natural antihistamine by reducing the amount of histamine your body produces in response to an allergen. • Destroys the imizadole ring of histamine. • As a result, reduces cold severity and allergy. Antioxidant Activity • Protects against oxidative damage by donating its two hydrogens with their electrons to free radicals. • Vitamin C reduces several oxygen center radicals: hydroxyl radical, superoxide radical, hydrogen peroxide. (Amanda K. Schlueter et al,.)
  • 10. Biosynthesis of Vitamin C • All green plants (Smirnoff’s Wheeler pathway) , and most higher animals (Gluronic acid pathway) can synthesize Vitamin C • L-glunolactone oxidase deficiency in fishes, birds, cats, pigs ,fruit bats, humans (Linster and Van Schaftingen 2007)
  • 11.
  • 12. Absorption and Transport of Vitamin C • (SVCTs) → L-ascorbic acid • (GLUTs) → Dehydro- ascorbic acid
  • 13.
  • 14. Metabolism of Vitamin C ( Oxidation)
  • 15. Vitamin C and disease States Common cold : • Antihistamine action • Chemotaxis promotion • Respiratory tract antioxidant Cardiovascular health : • Anti atherogenic action • Reduce Bp, Arterial stifness, CRP • Endothelial Compliance Cancer: • Promoting collagen synthesis • Gastric juice antioxidant (H. pylori) • Pro Oxidative action (ROS formation ) Immunity : • Stimlulate production of interferons,Ab • Chemotaxis of neutrophills • Antioxidant , Anti histamine action
  • 16.
  • 17. Hyperascorbemia • Doses >1000mg/d cause gastrointestinal distress, osmotic diarrhea, nausea. • In hemochromatosis, iron overload and damage body tissues. • Increase Destruction of B12 in gut ( controversial) • Oxlate kidney stones. • Higher doses has less bioavailability (Levine M, Conry-Cantilena C, Wang Y, et al. Vitamin C)
  • 18. Hypoascorbemia • Congenital Metabolic Disease, Scurvy • Swelling of the lower extremities • Bleeding gums • Fatigue, Bruising ,Corkscrew hairs • Hemorrhaging ,Anemia • Psychological Symptoms Depression, Hysteria, and Social Introversion. M.N.Chatterjea
  • 19. Maintaining adequate vitamin C • RDI for Vitamin C range from 45mg/d to 90mg/d (WHO) • Natural and synthetic sources of Vitamin C are equally Bioavaible (Mangels AR, Block G, Frey CM, et al.) • Oxygen , pH, Heat Metallic ions disturbs vitamin C stability • Well preserved in frozen foods , loss during cooking and storage.( Ascorbigen)