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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.
■ what is the Shikimic acid. pathway?
■ Explain the Shikimic acid pathway and its
there significance?
Learning Outcomes
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).
• 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.
Reflection Spot
What is basic metabolic pathway ? and
it’s their example ?
• 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.
• 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).
• 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.
• 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.
• 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
• 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 .
Got any questions ...
Questions
References
• Dr.M.G.kalaskar ,Dr.D.B.sanghai and S.B.Ghokhale , “A
textbook of pharmacognosy and phytochemistry –II ”,Nirali
prakashan ,fourth edition, January 2022,page no. 1.4 to 1.7.
• “ Plants Secondary Metabolism ” , by David. S.Seigler .page
no .94
• https://www.chips.ac.in/pages/downloads/PPTs/Pcognosy/shikimika
cidpathway.pdf
Thank You!!

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Shikimic acid pathway.pptx

  • 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.
  • 6. Reflection Spot What is basic metabolic pathway ? and it’s their example ?
  • 7.
  • 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 .
  • 14. Got any questions ... Questions
  • 15. References • Dr.M.G.kalaskar ,Dr.D.B.sanghai and S.B.Ghokhale , “A textbook of pharmacognosy and phytochemistry –II ”,Nirali prakashan ,fourth edition, January 2022,page no. 1.4 to 1.7. • “ Plants Secondary Metabolism ” , by David. S.Seigler .page no .94 • https://www.chips.ac.in/pages/downloads/PPTs/Pcognosy/shikimika cidpathway.pdf