Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Shikimic acid, more commonly known as its anionic form shikimate, is a cyclohexene, a cyclitol and a cyclohexanecarboxylic acid. It is an important biochemical metabolite in plants and microorganisms. Its name comes from the Japanese flower shikimi (シキミ, the Japanese star anise, Illicium anisatum), from which it was first isolated in 1885 by Johan Fredrik Eykman.[1] The elucidation of its structure was made nearly 50 years later.[2]
^Eykman, J. F. (1881). "The botanical relations of Illicium religiosum Sieb., Illicium anisatum Lour". American Journal of Pharmacy. 53 (8).
^Enrich, Liza B.; Scheuermann, Margaret L.; Mohadjer, Ashley; Matthias, Kathryn R.; Eller, Chrystal F.; Newman, M. Scott; Fujinaka, Michael; Poon, Thomas (April 2008). "Liquidambar styraciflua: a renewable source of shikimic acid". Tetrahedron Letters. 49 (16): 2503–2505. doi:10.1016/j.tetlet.2008.02.140.
Shikimicacid, more commonly known as its anionic form shikimate, is a cyclohexene, a cyclitol and a cyclohexanecarboxylic acid. It is an important biochemical...
The shikimate pathway (shikimicacid pathway) is a seven-step metabolic pathway used by bacteria, archaea, fungi, algae, some protozoans, and plants for...
make chewing gum. L. styraciflua seeds may be a renewable source of shikimicacid. Traditionally, sweet gum has been used in Chinese medicine to treat...
world's annual star anise crop to produce oseltamivir (Tamiflu) via shikimicacid. Illicium comes from the Latin illicio meaning "entice" or "seduce"...
name Tamiflu. Its commercial production starts from the biomolecule shikimicacid harvested from Chinese star anise and from recombinant E. coli. Control...
that are biosynthesized by plants from the amino acids phenylalanine and tyrosine in the shikimicacid pathway. Their name is derived from the six-carbon...
the shikimic-chorismic acid pathway. Shikimicacid is made from the precursor compounds erythrose-4-phosphate, and phosphoenolpyruvate. Shikimicacid is...
hydroxylation produces the caffeic acid ester of shikimicacid, which converts to chlorogenic acid. It is the precursor to ferulic acid, coniferyl alcohol, and sinapyl...
discovered by scientists at Gilead Sciences using shikimicacid as a starting point for synthesis; shikimicacid was originally available only as an extract...
are toxic. It is recommended to fully cook fiddleheads to destroy the shikimicacid. Ostrich fern (Matteuccia struthiopteris) is not thought to cause cancer...
sugars to shikimicacid which is then converted to cyclohexylcarboxylic acid-CoA esters that serve as primers for omega-alicyclic fatty acid synthesis...
protecting groups may often shorten an enantioselective synthesis (e.g. shikimicacid for oseltamivir). As a rule, the introduction of a protecting group...
metabolites such as methyldiaminocyclohexane, shikimicacid, hippuric acid, quinic acid, hydroxyhippuric acid, and methyldiaminocyclohexane dimer. The composition...
a response to salt or water stress. Some cyclitols (e.g. quinic or shikimicacid) are parts of hydrolysable tannins. Unsubstituted cyclitols with the...
the shikimicacid pathway in plants. Syringic acid can be prepared by selectively hydrolyzing (demethylating) eudesmic acid with 20% sulfuric acid. Syringic...
around a six-membered carbocyclic ring. Aminoshikimic acid is also an alternative to shikimicacid as a starting material for the synthesis of neuraminidase...
the edible Chinese star anise and are used to identify its toxicity. Shikimicacid, a substance also present in Japanese star anise, is so-called after...
as antibiotics or industrial chemicals such as 1,3-propanediol and shikimicacid. These genetic modifications usually aim to reduce the amount of energy...
acid, ketoglutaric acid, fumaric acid, shikimicacid and traces of succinic acid were detected. Malic and ascorbic acids were the most abundant compounds...
Phosphoenolpyruvic acid (PEP) and Erythrose 4-phosphate to form shikimicacid, which then further reacts to form specific aromatic amino acids. L-phenylalanine...
proteins. Plants and microorganisms commonly synthesize tryptophan from shikimicacid or anthranilate: anthranilate condenses with phosphoribosylpyrophosphate...
(1980). "The herbicide glyphosate is a potent inhibitor of 5-enolpyruvyl-shikimicacid-3-phosphate synthase". Biochemical and Biophysical Research Communications...
quinic or shikimicacids). The hydroxyl groups of the carbohydrate are partially or totally esterified with phenolic groups such as gallic acid in gallotannins...