Shikimic acid pathway is "metabolic pathway. "
,means metabolites are organic compounds synthesized by plant using enzyme mediated chemical reactions called metabolic pathway .
Now the metabolites are two types primary and secondary metabolites. The shikimic acid pathway is biosynthesis of secondary metabolites of phenylalanine, tyrosine and tryptophan(amino acid).
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Shikimic Acid Pathway Explained
1. Shikimic Acid Pathway
Rina suresh patil
T.Y B pharmacy ,Roll No.Dsp 06
Principle: Dr.Amol .D. Landge sir.
Guided By : prof.M. K . Kachhava sir.
2. ■ what is the Shikimic acid. pathway?
■ Explain the Shikimic acid pathway and its
there significance?
Learning Outcomes
3. Shikimic acid pathway
• The shikimic acid pathway is a metabolic
pathway. for the bio synthesis of aromatic
amino acids.
Phenylalanine,tyrosine and tryptophan.
• The shikimic acid is a key intermediate from .
carbohydrates for the bio synthesis of C6 – C3
units (phenyl propane derivatives).
4.
5. • The seven enzyme involved in the shikimate
pathway are DAHP synthesis, 3 –
dehydroquinate synthesis, 3- dehydroquinate
dehydratase, shikimate dehydrogenase ,
shikimate kinase , EPSP synthesis, and
chorismate synthesis.
• the pathway starts with two substrates ,
phosphoenol pyruvate and Erythrose -4-
phosphate and ends with chorismate.
• A substrate for the three aromatic amino acids.
8. • Phosphoenolpyruvate and erythrose -4-phosphate react to
from 2-keto-3-deoxy-phosphoglucoheptonic acid, in a reaction
catalyzed by the enzyme DAHP synthesis.
Shikimic acid pathway
• 2-keto-deoxy-7-phosphoglucoheptonic acid is then transformed to
3-dehydroquinate (DHQ) is a reaction catalyzed by DHQ synthese.
9. • DHQ is dehydrated to 3-dehydroshikimic acid by the enzyme -
dehydroquinate dehydratase,which is reduced to shikimic acid by the
enzyme shikimate dehydrogenase , which uses nicotinamide adenine
dinucleotide phosphate (NADPH) as a contractor.
• the next enzyme involved is shikimic kinase, an enzyme that catalyzes
the ATP dependent phosphorylation of shikimate to form shikimate 3–
phosphate. Shikimate 3 -phosphate is then coupled with
phosphoenolpyruvate to give 5-enolpyruvylshikimate-3- phosphate via
the enzyme 5-enolpyruvylshikimate-3- phosphate synthese (EPSP).
10. • Then 5-enolpyruvylshikimate-3-phosphate is transformed
into chorismate by a chorismate synthase.
• Prephenic acid is then synthesized by a claisen
rearrangement of chorismate by chorismate mutate.
11. • Prephenate is Oxidatively decarboxylated with
retention of the hydroxyl group by prephenate
dehydrogenase to give p-hydroxyphenylpyruvate ,
which is transaminated using glutamate as the
nitrogen source to give tyrosine and alpha-
ketoglutarate.
• Now this prephenic acid give phenypyruvic acid on the
aromatization by enzyme prephenate dehydrogenase
which further on transamination give phenylalanine .
• Tyrosine and phenylalanine both are act as a
precursor for the bio synthesis of phenylpropanoids.
• Example: flavonoids and lignin. Etc.
12. • Shikimic acid is the starting point in the bio synthesis of many
phenolic compounds.
• Through shikimic acid pathway phenylalanine and tyrosine are
obtained which act as a precursor for the bio synthesis of
phenypropanoids .
• The phenylpropanoids are then used to produce flavonoids,
coumarins, lignin and tannins.
• Tryptophan produce from shikimic acid is a precursor of
Indole,Indole derivatives example for reserpine (Rauwolfia),
vincristine and vinblastin ( Vinka ) .
Significance
13. • Some many alkoinds are examples Quinine
(cinchona)and papaverine (Opium ).
• And other aromatic metabolites are examples for
vanilline and arbutine.
• As a intermediate in gallic acid synthesis pathways .