A trimethyl cyclohexenyl ring
An all trans configured chain with four double bonds.
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Retinoic acid
TYPES
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Retinol - when R is -CH2OH
Retinal - when R is -CHO
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Retinoic acid ?when R is -COOHFORMS OF VITAMIN A
VITAMIN A1 ? found in major species of animals.
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VITAMIN A2- found in fresh water fish.NEOVITAMIN A- stereoisomer of vitamin A1
COMPARISON
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VIT A1
VIT A2
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1.Found in major species of
animals
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1.
Found in freshwater
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fish2.
Only one double bond in beta
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ionone ring.
2.
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Two double bonds inbeta ionone ring
3.
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More potent
3.
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Activity 40% of A14.
Can be obtained through
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carotenes
4.
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Carotenes can not giverise to vitamin A2
DIETARY SOURCES
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Animal sources- liver oil,butter,milk,cheese,egg- yolk,
Plant sources- tomatoes,carrots,green yellow
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vegetables,spinach and fruits like
mangoes,papayas,corn,sweet potatoes
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Recommended DailyAllowance
v Adult male- 3000 IU
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v Adult female- 3000 IU
v Recommended daily allowance is 6000IU
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v 1 IU=0.3 micro gms of RetinolABSORPTION, STORAGE &
TRANSPORT
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ABSORBED IN SMALL INTESTINEFREE retinol is absorbed
Retinol is transported in association
with a specific retinol binding protein .
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Stored as retinyl ester (normally as
retinyl palmitate)
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Retinoic acid is transported inassociation with a specific retinoic
acid binding protein .
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ROLE IN VISION
Overall mechanism through which it works is known as
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Wald's visual cycle /rhodopsin cycle.Rods contain ?photosensitive pigment called rhodopsin
or visual purple.
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Visual purple ?opsin
retinine/retinal or
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retinaldehyde
Bathorhodopsin
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RHODOPSIN
Light
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LumirhodopsinMetarhodopsin-I
Dark
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Metarhodopsin-II
Isomerase
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opsinopsin
Cis-retinal
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Trans-retinal
Blue light
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Retinene reductaseRetinene reductase
Isomerase
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Trans-retinol
Cis-retinol
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Blue lightWALD'S VISUAL CYCLE
EPITHELIAIZATON
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Epithelial structures show gross
structural changes in deficiency
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Skin-dry,rough& scalyCornea-epithilium keratinised,opaque
Bitot's spot
Lacrimal glands-similar changes
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leading to dryness ofconjunctiva&cornea(xerophthalmia)
Respiratory tract ?keratinzation-
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susceptibility to infection.
BONE AND TEETH FORMATION
Deficiency results in slowing of endochondral bone
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formation and reduced osteoblastic activity.
Thinning of enamel and deposit of chalky deposit on the
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surface of the teeth.ROLE IN REPRODUCTION
EXPERIMENTS ON RATS-
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Deficient male-ill developed testes, immature sperms
Deficient female-unable to carry pregnancy to full term
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.ROLE IN METABOLISM-
Protein synthesis
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DNA metabolism
Beta-Carotene as an
antioxidant and anticancer
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In addition to its antioxidant property, Beta- Carotene
also has been shown to have anticancer action.
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It increases the number of receptors on WBC for amolecule known as "major histocompatibility complex
I".
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OCULAR MENIFASTATIONS- VITAMIN A
DEFICIENCY
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Night blindness/ Nyctalopia-first symptomConjunctival xerosis-first clinical sign
Bitot's spot-frequently bilateral
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Corneal xerosis-cornea dry & nonwettable
Keratomalacia-ulceration of cornea.
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Extra ocular manifestations
vitamin A deficiency
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Follicular hyperkeratosisAnorexia
Growth retardation
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Increased respiratory & intestinal infection
HYPER VITAMINOSIS A
Alteration of skin
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Hepatic dysfunctionHeadache
Drowsiness
CHRONIC EFFECTS-
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Roughening of skin,desquamationIrritability
Coarsening of skin&falling of hair
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Anorexia
Wt loss
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THERAPEUTIC USES OFRETINOIC ACID
Oral leukoplakia
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Promyelocytic leukaemia
MCQ
Worldwide, the most common vitamin
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deficiency is that of
(A) Ascorbic acid (B) Folic acid
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(C) Vitamin A (D) Vitamin DVitamin A or retinal is a
(A) Steroid
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(B) Polyisoprenoid compound containing a
cyclohexenyl ring
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(C) Benzoquinone derivative(D) 6-Hydroxychromane
-Carotene, precursor of vitamin A, is
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oxidatively cleaved by(A) -Carotene dioxygenase
(B) Oxygenase
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(C) Hydroxylase
(D) Transferase
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The international unit of vitamin A isequivalent to the activity caused by
(A) 0.3 g of Vitamin A alcohol
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(B) 0.344 g of Vitamin A alcohol
(C) 0.6 g of Vitamin A alcohol
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(D) 1.0 g of Vitamin A alcoholRetinol is transported in blood bound to
(A) Aporetinol binding protein
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(B) 2-Globulin(C) -Globulin
(D) Albumin
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Deficiency of Vitamin A causes
(A) Xeropthalmia
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(B) Hypoprothrombinemia(C) Megaloblastic anemia
(D) Pernicious anemia
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Retinal is a component of(A) Iodopsin (B) Rhodopsin
(C) Cardiolipin (D) Glycoproteins
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An important function of vitamin A is
(A) To act as coenzyme for a few enzymes
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(B) To play an integral role in protein synthesis(C) To prevent hemorrhages
(D) To maintain the integrity of epithelial tissue
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Conversion of all-trans-retinal into alltrans-retinol requires
(A) NAD (B) NADH
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(C) NADP (D) NADPH
Two molecules of vitamin A can be formed
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from 1 molecule of(A) -Carotene (B) -Carotene
(C) -Carotene (D) All of these
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