Saccharopine
From Infogalactic: the planetary knowledge core
Names | |
---|---|
IUPAC name
2-[(5-Amino-5-carboxypentyl)amino]pentanedioic acid[1]
|
|
Identifiers | |
997-68-2 ![]() |
|
3DMet | B01246 |
ChEBI | CHEBI:16927 ![]() |
ChemSpider | 141086 ![]() |
DrugBank | DB04207 ![]() |
Jmol 3D model | Interactive image Interactive image |
KEGG | C00449 ![]() |
MeSH | saccharopine |
PubChem | 160556 |
|
|
|
|
Properties | |
C11H20N2O6 | |
Molar mass | 276.29 g·mol−1 |
Related compounds | |
Related alkanoic acids
|
|
Related compounds
|
Palmitoylethanolamide |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
|
![]() ![]() ![]() |
|
Infobox references | |
Saccharopine is an intermediate in the metabolism of amino acid lysine. It is a precursor of lysine in the alpha-aminoadipate pathway which occurs in a few lower fungi, the higher fungi, and euglenids. In mammals and higher plants saccharopine is an intermediate in the degradation of lysine, formed by condensation of lysine and alpha-ketoglutarate.
Contents
Reaction
The reactions involved, catalysed by saccharopine dehydrogenases, are:
- lysine + alpha-ketoglutarate ⇌ saccharopine ⇌ glutamate + 2-aminoadipate 6-semialdehyde
Pathology
Saccharopinuria (high amounts of saccharopine in the urine) and saccharopinemia (an excess of saccharopine in the blood) are conditions present in some inherited disorders of lysine degradation.
History
Saccharopine was first isolated in 1961 from yeasts (Saccharomyces, hence the name) by Darling and Larsen.[2]