Pantetheine
Chemical compound
From Wikipedia, the free encyclopedia
Pantetheine is the cysteamine amide analog of pantothenic acid (vitamin B5). The dimer of this compound, pantethine is more commonly known, and is considered to be the most potent form of vitamin B5. Pantetheine is an intermediate in the catabolism of coenzyme A by the body.[1][2][3]
| |
 | |
| Names | |
|---|---|
| Systematic IUPAC name
(2R)-2,4-Dihydroxy-3,3-dimethyl-N-{3-oxo-3-[(2-sulfanylethyl)amino]propyl}butanamide | |
| Other names
Pantetheine | |
| Identifiers | |
| |
3D model (JSmol) |
|
| 1714196 R | |
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.007.114 |
| EC Number |
|
| KEGG | |
| MeSH | Pantetheine |
PubChem CID |
|
| UNII | |
| |
| |
| Properties | |
| C11H22N2O4S | |
| Molar mass | 278.37 g·molâ1 |
| Related compounds | |
Related compounds |
Pantethine |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Metabolism
Pantetheine is the product of dephosphorylation of phosphopantetheine:
- phosphopantetheine â pantetheine + Pi
In E. coli, this reaction is catalyzed by for example alkaline phosphatase.[4] The reverse reaction, phosphopantetheine synthesis, is catalyzed by various kinases:[5]
- phosphopantetheine + ATP â pantetheine + ADP
These kinases are able to act upon pantothenoic acid as well and are present in both microorganisms and animal livers.[5]
Pantetheine is degraded by pantetheinase, which splits it into cysteamine and pantothenic acid:[3]
- pantetheine â cysteamine + pantothenate
Prebiotic evolution
Since pantetheine is a part of coenzyme A, a common cofactor, it is thought to have been present in prebiotic soup. A synthesis mechanism has also been suggested.[6] Pantetheine may also be a component in prebiotic peptidyl-RNA synthesis. [7]