Pantetheine

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 production of coenzyme A by the body.[1][2][3]

Pantetheine
Stereo, skeletal formula of pantetheine (R)
Pantetheine molecule
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)
3DMet
1714196 R
ChEBI
ChemSpider
ECHA InfoCard 100.007.114
EC Number
  • 207-824-1
KEGG
MeSH Pantetheine
UNII
  • InChI=1S/C11H22N2O4S/c1-11(2,7-14)9(16)10(17)13-4-3-8(15)12-5-6-18/h9,14,16,18H,3-7H2,1-2H3,(H,12,15)(H,13,17) checkY
    Key: ZNXZGRMVNNHPCA-UHFFFAOYSA-N checkY
  • CC(C)(CO)C(O)C(=O)NCCC(=O)NCCS
Properties
C11H22N2O4S
Molar mass 278.37 g·mol−1
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).
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Infobox references

References

  1. MB Hoagland, GD Novelli (1954). "Biosynthesis of coenzyme A from phosphopantetheine and of pantetheine from pantothenate". Journal of Biological Chemistry. 207 (2): 767–773. doi:10.1016/S0021-9258(18)65696-0. PMID 13163064.
  2. Cronan, John E. (2014). "The Chain-Flipping Mechanism of ACP (Acyl Carrier Protein)-Dependent enzymes Appears Universal". Biochemical Journal. 460 (2): 157–163. doi:10.1042/BJ20140239. PMID 24825445.
  3. Nitto, Takeaki; Onodera, Kenji (2013). "The Linkage Between Coenzyme a Metabolism and Inflammation: Roles of Pantetheinase". Journal of Pharmacological Sciences. 123 (1): 1–8. doi:10.1254/jphs.13R01CP. PMID 23978960.
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