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The current production method is based on the first scalable synthesis developed by Gilead Sciences [4] starting from naturally occurring quinic acid or shikimic acid.Due to lower yields and the extra steps required (because of the additional dehydration), the quinic acid route was dropped in favour of the one based on shikimic acid, which received further improvements by Hoffmann-La Roche.
Shikimic acid can also be extracted from the seeds of the sweetgum (Liquidambar styraciflua) fruit, [2] which is abundant in North America, in yields of around 1.5%. For example, 4 kg (8.8 lb) of sweetgum seeds is needed for fourteen packages of Tamiflu. By comparison, star anise has been reported to yield 3% to 7% shikimic acid.
Oseltamivir, sold under the brand name Tamiflu among others, is an antiviral medication used to treat and prevent influenza A and influenza B, viruses that cause the flu. [5] Many medical organizations recommend it in people who have complications or are at high risk of complications within 48 hours of first symptoms of infection. [ 6 ]
It was originally synthesised from shikimic acid extracted from the star anise plant. Oseltamivir is a prodrug that requires metabolism in the liver to the active form, oseltamivir carboxylate. This binds at the active site of the neuraminidase enzyme , preventing it from cleaving sialic acid to release the virus particle from the host cell.
Grass is a natural source of nutrition for a horse. Equine nutrition is the feeding of horses, ponies, mules, donkeys, and other equines. Correct and balanced nutrition is a critical component of proper horse care. Horses are non-ruminant herbivores of a type known as a "hindgut fermenter." Horses have only one stomach, as do humans.
[10] [11] [12] An industrial method for the production of shikimic acid using fermentation of E. coli bacteria was discovered in 2005, [13] [14] and applied in the 2009 swine flu pandemic to address Tamiflu shortages, eventually reversing price increases for star anise as a raw material of shikimic acid. [15]
The shikimate pathway (shikimic acid pathway) is a seven-step metabolic pathway used by bacteria, archaea, fungi, algae, some protozoans, and plants for the biosynthesis of folates and aromatic amino acids (tryptophan, phenylalanine, and tyrosine). This pathway is not found in mammals.
Dunham worked tirelessly to perfect his breed of horses, traveling to France to learn from other breeders. He imported over 1,300 horses from the country by 1883. Oaklawn Farm was soon internationally recognized as an important breeding establishment. In 1888, it was estimated that one-fifth of all imported French horses lived at Oaklawn.
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