Niacin

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NIACIN

(NICOTINIC ACID)
Chemistry of Vit B3
• Chemically is Pyridine -3-carboxylic acid.

COOH CO-NH2
3

1
N N
• Forms white needle shaped crystals.
• Thermostable, Photostable.
• Soluble in water, glycerol and alcohol.

• In tissues occurs as amides (nicotinamide).


• In this form it enters into physiologically active
combination.
Biologically active form

• NAD+ : coenzyme I, cozymase or


codehydrogenase.
• The compound contains:
• 1 molecule of nicotinamide
• 2 molecules of D-Ribose
• 2 molecules of phosphoric acid
• 1 molecule of adenine
• NADP+ : coenzyme II
• It contains an additional phosphoric acid.
NH2 N
N
COOH

N N
O O N
o
O CH2-O-P-O-P-O-H2C

OH OH

OH OH
OH OH
NH2 N
N
CO-NH2

N N
O O N
o
O CH2-O-P-O-P-O-H2C

OH OH

OH OH
OH OH

Nicotinamide mononucleotide
Adenine mononucleotide
Sources

• Meat, poultry, fish


• Whole-grain and
enriched breads
and cereals, Dried
yeast, legumes
• Nuts
All protein-
containing foods

RDA:Adult-15-20mg
Infants – 6mg
Biosynthesis
• Amino Acid tryptophan is a precursor of nicotinic acid.
• Pyridoxal phosphate (PLP) acts as a coenzyme in this reaction.
• Tryptophan dietary nicotinic acid
PRPP

PPi
• N-R-P Des amido-NAD+
Glutamine
ATP
ATP PPi
Glutamic acid

• NADP+ NAD+
Biochemical functions
• The coenzymes NAD+ and NADP+ are involved in oxidation
reduction reactions.
• Enzymes belonging to class oxido-reductases are dependent on
them.
NAD+ dependent enzymes
• Lactate dehydrogenase
• Glyceraldehyde-3-P- dehydrogenase
• Pyruvate dehydrogenase
• -keto glutarate dehydrogenase
• Glutamate dehydrogenase
• Malate Dehydrogenase
COOH
pyruvate
C=O
CH3
LDH
NADH+H +

NAD

COOH Lactate

H – C - OH
CH3
H-C=O
Glyceraldehyde-3-phosphate
H-C-OH

CH2O.P
GLYCERALDEHYDE-3-
NAD+ PHOSPHATE DEHYDROGENASE

NADH+H+

O= C-O ~ P
1, 3
H - C - OH bisphosphoglycerate

CH2.O.P
COOH COOH

CH2 CH2

HC OH NAD+ NADH+H+ CO

COOH COOH

OXALO - ACETATE
MALATE
ENZYME: MALATE DEHYDROGENASE
O = C- COOH CH2-COOH
Co.A-SH CO2
CH2 CH2

NAD+ NADH+H+ CO-S.COA


CH2-COOH.

ALPHA KETO - GLUTARATE SUCCINYL CoA.

ENZYME : ALPHA KETO – GLUTARATE


DEHYDROGENASE
NADPH+ generating reactions
• Glucose –6-phosphate dehydrogenase

• 6 phosphogluconate dehydrogenase

• Malic enzyme

• Cytoplasmic isocitrate dehydrogenase


O

HO C H C

C NADP+ NADP+H+ H C OH
H OH

H O
H
H HO C
HO C
O
H C OH
H C OH G6PD

H C
H C

CH2-O-P
CH2-O-P

6
Glucose 6 P phosphogluconolactone
COOH COOH

C NADP+ NADP+H+ H C OH
H OH

H
H C O
HO C

H C OH
H C OH
6 Phosphogluconate DH
H C OH
H C OH

CH2-O-P
CH2-O-P

6 phosphogluconate 3 keto6 phosphogluconate


Malic enzyme
• Malate Pyruvate
NADPH utilizing reactions
• Folate DHFA THFA

• Meth Hb Hb

• Phenyl alanine Tyrosine

• HMG COA Mevalonate


Conversion of Phe. To Tyr.
NH2
NADP+ NADPH + H+
CH2 – CH-COOH
Tetrahydrobiopterin Dihydrobiopterin
O2
NAD+
Phe.hydroxylase

H2O Dihydrobiopterin NADH+H+

HO NH2
CH2 – CH-COOH
Pellagra
• Dermatitis
• Diarrhea 3 D’s
• Dementia
• The disease involves skin , gastrointestinal tract and central nervous
system.
Niacin Deficiency
• Dermititis- reddened, brown, thickened & scaly
• Dementia -anxiety, irritability, poor memory, insomnia
• Diarrhea
• Death
Dermatitis of Pellegra
Precipitating factors

• High corn diet [maize, Jowar ]


• Drug- INH
• Diseases – Hartnup disease
- Carcinoid syndrome
-Vitamin B6 deficiency
-Infections
Therapeutic uses

• In high doses – Reduce Lipoprotein a


Management
• Nicotinamide – 100mg every 6 hours

• Nutritious diet, high in protein

• Vitamin B complex, Fe, Folic acid

• Alcohol avoided

• Infection treatment
THANK YOU

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