Shikimic Acid

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shikimic acid

[shə′kim·ik ′as·əd]
(biochemistry)
C7H10O5 A crystalline acid that is a plant constituent, and an intermediate in the biochemical pathway from phosphoenolpyruvic acid to tyrosine.

Shikimic Acid

 

the most important intermediate product of metabolism in microorganisms and higher plants; colorless crystals, with a melting point of 184°C and good solubility in water.

The biochemical role of shikimic acid was elucidated in 1955–58 by the American microbiologist B. Davis while working with mutants of Bacillus coli. The formation of the acid is related to carbohydrate metabolism; its closest precursor is 7-phosphate-3-deoxyarabinoheptulose. Shikimic acid takes part in the biosynthesis of aromatic acids, including the amino acids phenylalanine, tyrosine, and tryptophan; phenol compounds, including phenol alkaloids; coumarins; lignin; and flavonoid pigments and other secondary metabolites.

REFERENCES

Zaprometov, M. N. Osnovy biokhimii fenol’nykh soedinenii. Moscow, 1974.
Biokhimiia rastenii. Moscow, 1968. (Translated from English.)
References in periodicals archive ?
In detail, the scientists used coupled high-resolution mass spectrometry to obtain precise insights into the inhibition mechanism and discovered that 7dSh blocks DHQS (Dehydroquinatesynthase), an enzyme of the shikimate pathway.
Rataj et al., "Caffeoyl shikimate esterase (CSE) is an enzyme in the lignin biosynthetic pathway in arabidopsis," Science, vol.
These were Isocitrate dehydrogenase (Idh1, Idh2), Malic enzyme (Mel, Me2), and Shikimate dehydrogenase (Skdh) that were resolved in a buffer morpholine-citric system pH 7.5 (Ranker et al., 1989), which was run at a constant current of 25 mA for about 6 h.
The seven genes are: arc (carbamate kinase), aroE (shikimate dehydrogenase), glpF (glycerol kinase), gmk (guanylate kinase), pta (phosphate acetyl transferase), tpi (triosephosphateisomerase), yqiL (acetyl coenzyme A acetyl transferase).
Bacteria and plants make three complex amino acids (we call them "aromatic amino acids") in a small biochemical pathway called the "Shikimate Pathway." One of the enzymes of that pathway is called "EPSPS" for short.
While PEPCase plays a role in C4 plants for the CO2 assimilation that produces carbohydrate, EPSPS functions in the shikimate pathway that produces the aromatic amino acids and many aromatic secondary metabolites (Herrmann, 1995).
The efficacy of this herbicide on red rice control resulted from its alternative mode of action, inhibiting 5-enolpyruvylshikimate 3- phosphate synthase (EPSPS), a key enzyme in the shikimate biosynthetic pathway that is necessary for the production of the aromatic amino acids, auxin, phytoalexins, folic acid, lignin, plastoquinones and many other secondary products.
aureus as described previously, including carbamate kinase (arcC), shikimate dehydrogenase (aroE), glycerol kinase (glp), Guanylate kinase (gmk), phosphate acetyltransferase (pta), triosephosphate isomerase (tpi), and acetyl coenzyme A acetyltransferase (yqi).
Allelopathic agents reported from higher plants include coumarins, flavonoids, alkaloids, tannins, certain quinones, hydroxamic acids, sesquiterpene lactones, and various mono-, sesqui-, di-, and triterpenes, among other compounds, synthesized from either the acetate or the shikimate pathways [3].
Shikimic acid, commonly known as its anionic form shikimate, is a cyclohexene, a cyclitol and a cyclohexanecarboxylic acid.