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.[1] Illustrative of the biochemical role of lipoamide is in the conversion of pyruvate to acetyl lipoamide.[2]

Lipoamide
Skeletal formula
Space-filling model
Names
IUPAC name
5-(1,2-Dithiolan-3-yl)pentanamide
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).
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Lipoamide is found in a large number of plant and animal-based foods.[1]

See also

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References

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  1. ^ a b "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.
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