Thioester; Serves as a Major Intermediate in Food Processing, Cosmetic and Medicinal Products, and Even In the Production of Polymer Materials

Poonam Cmi
3 min readMay 11, 2022

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Thioester
Thioester

Thioester is an organosulfur compound used in the synthesis of pharmaceutical, industrial, as well as natural products. It is an important intermediate in various biochemical pathways such as metabolism of oils and fats and the synthesis of steroids. In the metabolism of lipids, they are the principal form of activated carboxylate groups. Thioesters are employed as acyl carriers, assisting with transfer of acyl groups such as fatty acids from one acyl X substrate to another. Furthermore, Thioester serves as a major intermediate in food processing, cosmetic products, medicinal products, and even in the production of polymer materials.

They also participate in the synthesis of many other cellular components, such as porphyrins, terpenes, sterols, fatty acids, peptides, and others. A Thioester is a posttranslationally modified protein, typically formed when two amino acids are linked together with a Thioester bond. The two amino acids involved in the Thioester crosslink are the carbamide group and the cysteine side chain. This posttranslational modification essentially makes Thioester a more stable form of original amino acid. Thioester bond is a good choice for many purposes, such as preventing the formation of hydrogen-bonds and allowing a protein to be made more easily.

Thioesters are common biosynthetic intermediates. They are used in the biosynthesis of fatty acids and also utilized in their degradation. They also act as precursors of steroids. Thioesters are often formed from acyl carrier proteins, such as the acmethanes and fatty acid-containing polypeptides. Furthermore, Thioesters are a component of acetogenesis. The fatty acyl group in Thioester is ready for transfer to glycerol, where it forms an ester. Thioester is more reactive than an ester, for example, because a thiolate (RS-) is a weaker base and better leaving group than an alcoxide (RO-). Esters are less reactive than Thioester.

Among its many uses, Thioesters are essential for the biosynthesis of fatty acids. They are also used in the degradation of fatty acids and the formation of mevalonate. They are also a part of a thiosynthetic reaction that converts reactive peroxide groups into the alcohol. This process supports long-term thermal stabilization of organic compounds. This is especially useful in the chemistry, where these molecules are important intermediates. Thioester-containing proteins are posttranslationally modified. Thioester crosslink forms between two amino acids, typically the cysteine side chain and the carboxamide group.

The amino acid itself is component of the Thioester and therefore, it is important to ensure the dietary intake of this essential nutrient. It is also necessary for humans to have adequate levels of vitamin D and pantothenic acid, which are acquired from their intestinal flora. Thioester Antioxidants are FDA (Food and Drug Administration) sanctioned auxiliary stabilizers used to promote long-term ambient aging properties as well as allow for excellent color and processing. They can be deprotected by acidic or basic hydrolysis to give thiols, but, due to the sensitivity of some substrates under these conditions, alternative reductive methods can be employed.

Thioesters are common intermediates in biochemistry, for example, in acetyl-CoA, malonyl-CoA, acetoacetyl-CoA, and propionyl-CoA. It is used as stabilizer in polymer processing such as polyethylene, polypropylene, polyethylene, and synthetic rubbers, against heat and light.

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