Shikimate pathway

shikimic acid pathwayShikimate acid pathwaypathwayshikimic acid biosynthesis pathway
The shikimate pathway (shikimic acid pathway) is a seven step metabolic route used by bacteria, archaea, fungi, algae, some protozoan, and plants for the biosynthesis of folates and aromatic amino acids (phenylalanine, tyrosine, and tryptophan).wikipedia
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DAHP synthase

3-deoxy-7-phosphoheptulonate synthase
The seven enzymes involved in the shikimate pathway are DAHP synthase, 3-dehydroquinate synthase, 3-dehydroquinate dehydratase, shikimate dehydrogenase, shikimate kinase, EPSP synthase, and chorismate synthase.
3-Deoxy-D-arabinoheptulosonate 7-phosphate (DAHP) synthase is the first enzyme in a series of metabolic reactions known as the shikimate pathway, which is responsible for the biosynthesis of the amino acids phenylalanine, tyrosine, and tryptophan.

Tyrosine

Tyrtyrosine metabolismphosphotyrosine
The shikimate pathway (shikimic acid pathway) is a seven step metabolic route used by bacteria, archaea, fungi, algae, some protozoan, and plants for the biosynthesis of folates and aromatic amino acids (phenylalanine, tyrosine, and tryptophan).
In plants and most microorganisms, tyr is produced via prephenate, an intermediate on the shikimate pathway.

3-dehydroquinate synthase

The seven enzymes involved in the shikimate pathway are DAHP synthase, 3-dehydroquinate synthase, 3-dehydroquinate dehydratase, shikimate dehydrogenase, shikimate kinase, EPSP synthase, and chorismate synthase.
This reaction is part of the shikimate pathway which is involved in the biosynthesis of aromatic amino acids.

Chorismate mutase

c'''horismate mutaseCM_mono2
Prephenic acid is then synthesized by a Claisen rearrangement of chorismate by chorismate mutase.
In enzymology, chorismate mutase is an enzyme that catalyzes the chemical reaction for the conversion of chorismate to prephenate in the pathway to the production of phenylalanine and tyrosine, also known as the shikimate pathway.

Aromatic amino acid

aromatic amino acidsaromaticaromatic residues
The shikimate pathway (shikimic acid pathway) is a seven step metabolic route used by bacteria, archaea, fungi, algae, some protozoan, and plants for the biosynthesis of folates and aromatic amino acids (phenylalanine, tyrosine, and tryptophan).
Animals obtain aromatic amino acids from their diet, but all plants and micro-organisms must synthesize their aromatic amino acids through the metabolically costly shikimate pathway in order to make them.

3-dehydroquinate dehydratase

The seven enzymes involved in the shikimate pathway are DAHP synthase, 3-dehydroquinate synthase, 3-dehydroquinate dehydratase, shikimate dehydrogenase, shikimate kinase, EPSP synthase, and chorismate synthase.
In fungi, dehydroquinase is part of a multifunctional enzyme which catalyses five consecutive steps in the shikimate pathway.

EPSP synthase

5-enolpyruvylshikimate-3-phosphate synthase5-enolpyruvylshikimate-3-phosphate3-phosphoshikimate 1-carboxyvinyltransferase
The seven enzymes involved in the shikimate pathway are DAHP synthase, 3-dehydroquinate synthase, 3-dehydroquinate dehydratase, shikimate dehydrogenase, shikimate kinase, EPSP synthase, and chorismate synthase.
Glyphosate is a competitive inhibitor of PEP, acting as a transition state analog that binds more tightly to the EPSPS-S3P complex than PEP and inhibits the shikimate pathway.

3-Dehydroquinic acid

3-dehydroquinate
3-Dehydroquinic acid (DHQ) is the first carbocyclic intermediate of the shikimate pathway.

Cinnamaldehyde

cinnamic aldehydecinnamylaldehydealdehyde
It is a flavonoid that is naturally synthesized by the shikimate pathway.

3-Deoxy-D-arabino-heptulosonic acid 7-phosphate

3-deoxy-D-arabinoheptulosonate-7-phosphate3-deoxy-D-arabinoheptulosonate 7-phosphate (DAHP)DAHP
This compound is found in the shikimic acid biosynthesis pathway and is an intermediate in the production of aromatic amino acids.

Angelicin

Subsequently, the carbohydrates become the substrates of the shikimic acid pathway where they are converted to phenylalanine and tyrosine.

Natural product

naturally occurringnatural productsnatural
Shikimate pathway → aromatic amino acids and phenylpropanoids

3-Dehydroshikimic acid

3-dehydroshikimate3-DHS
3-DHS is available in large quantity through engineering of the shikimic acid pathway.

Harmine

telepathine
The Shikimate acid pathway yields the aromatic amino acid, L-tryptophan.

Umbelliferone

7-hydroxycoumarin
Umbelliferone is a phenylpropanoid and as such is synthesized from L-phenylalanine, which in turn is produced via the shikimate pathway.

Glyphosate

Roundupsuperweedsglyphosates
Glyphosate interferes with the shikimate pathway, which produces the aromatic amino acids phenylalanine, tyrosine and tryptophan in plants – but does not exist in the genome of mammals, including humans.

4-Hydroxyphenylglycine

hydroxyphenylglycine
HPG is synthesized from the shikimic acid pathway and requires four enzymes to synthesize: Both L - and D -HPG are used in the vancomycin class of antibiotics.

(6S)-6-Fluoroshikimic acid

6-fluoroshikimic acid
The molecule is targeting the enzymes of the shikimate pathway.

Phenols

phenolicnatural phenolphenol
The aromatic amino acid phenylalanine, synthesized in the shikimic acid pathway, is the common precursor of phenol containing amino acids and phenolic compounds.

Indole

indolicindolesindole ring
Indole is biosynthesized in the shikimate pathway via anthranilate.

Melatonin

melatonergic
L -tryptophan is produced in the shikimate pathway from chorismate or is acquired from protein catabolism.

2,3-Dihydroxybenzoic acid

2,3-dihydroxybenzoate2,3-dihydroxybenzoichypogallic acid
The colorless solid occurs naturally, being formed via the shikimate pathway.

Kaempferol

campherol
The amino acid phenylalanine is formed from the Shikimate pathway, which is the pathway that plants use in order to make aromatic amino acids.

Rubicordifolin

Naphthoquinones can be traced back to the shikimate pathway in plants.