Thioester
Thioester
Thioester (/θaɪ.oʊˈɛstər/) is a functional group in organic chemistry. It is similar to an ester, but with a sulfur atom replacing the oxygen atom in the ester group. The word "thioester" is derived from the Greek word "theion" meaning sulfur, and "ester", a term coined by German chemist Leopold Gmelin in the 19th century.
Structure
A thioester is characterized by the functional group R-S-CO-R', where R and R' are any organic groups. The C-S bond in a thioester is typically stronger than the C-O bond in an ester, which has implications for the reactivity and stability of these compounds.
Synthesis
Thioesters can be synthesized in several ways. One common method is the reaction of a carboxylic acid with a thiol in the presence of a dehydrating agent. Another method is the reaction of an acyl chloride with a thiol.
Reactions
Thioesters are known for their involvement in several important biochemical reactions, including the Citric Acid Cycle and Fatty Acid Synthesis. They are also used in the production of some polymers and in the synthesis of certain drugs.
Related Terms
External links
- Medical encyclopedia article on Thioester
- Wikipedia's article - Thioester
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