Lipoamide

Lipoamide
Skeletal formula
Skeletal formula
Space-filling model
Space-filling model
Names
IUPAC name
5-(1,2-Dithiolan-3-yl)pentanamide
Other names
Thioctic acid amide
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
MeSH lipoamide
UNII
  • InChI=1S/C8H15NOS2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H2,9,10)/t7-/m1/s1 checkY
    Key: FCCDDURTIIUXBY-SSDOTTSWSA-N checkY
  • InChI=1/C8H15NOS2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H2,9,10)/t7-/m1/s1
    Key: FCCDDURTIIUXBY-SSDOTTSWBG
  • O=C(N)CCCC[C@H]1SSCC1
Properties
C8H15NOS2
Molar mass 205.343 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X markN verify (what is checkYX markN ?)

Lipoamide is a trivial name for 6,8-dithiooctanoic amide. It is the functional form of lipoic acid, i.e the carboxyl group is attached to protein via an amine with an amide linkage. Illustrative of the biochemical role of lipoamide is in the conversion of pyruvate to acetyl lipoamide.

Lipoamide is found in a large number of plant and animal-based foods.

See also

References

  1. 1 2 "Metabocard for Lipoamide". Human Metabolome Database. 14 September 2021. HMDB0000962. Retrieved 30 November 2022.
  2. ↑ J. M. Berg; J. L. Tymoczko, L. Stryer (2007). Biochemistry (6th ed.). Freeman. ISBN 978-0-7167-8724-2.