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 ?
We have come up with new indigenous processes of shikimic acid production for large- scale validation.
Shikimic acid production by a modified strain of E.
The scientists describe a new process for making the drug that does not use shikimic acid.
With shikimic acid fetching between EUR250-EUR500 a kilo on the open market, its production could boost the moribund Welsh timber sector, he said.
5 4 Enzymes tried Esterase (EST), Glucose-6-phosphate dehydrogenase (G6PDH), Malate dehydrogenase (MDH), Malic enzyme (ME), 6-phosphogluconate dehydrogenase (6PGDH), phosphoglucoisomerase (PGI), phosphoglucomutase (PGM), menadione reductase (MR), shikimic acid dehydrogenase (SKDH).
For several years Roche Pharmaceuticals has made the drug with shikimic acid from the pod of the star anise tree, a native of Asia.
And whereas the original yield from shikimic acid [the key input] to oseltamivir was 10 to 12 percent by weight, with the newer methods you can get between 30 and 50 percent.
The other requires specialized lab equipment to measure metabolite levels in leaf tissue samples, because glyphosate inhibits plants' amino acid metabolism in what's known as the shikimic acid pathway.
He notes that glyphosate--the most commonly used herbicide in the United States -- kills plants by interfering with a series of critical metabolic reactions called the shikimic acid pathway.
Natural product classes covered include carbohydrates, amino acids, peptides, proteins, nucleosides, nucleotides, nucleic acids, polyketides, isoprenoids, shikimic acid derivatives and alkaloids.
The Warburg phenotype can contribute to the hemispheric dominance and tridoshas by augmenting the bacterial shikimic acid pathway.
Arrangement for the Production of Influenza Drug Precursor - Consistent with the services provided by Martek in 2006, Martek has been re-engaged to manufacture shikimic acid, the starting material used to produce an anti-viral drug for the treatment of influenza.