Saccharopine
From Wikipedia, the free encyclopedia
Names | |
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IUPAC name
2-[(5-Amino-5-carboxypentyl)amino]pentanedioic acid[1]
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Identifiers | |
997-68-2 | |
3D model (Jmol) | Interactive image Interactive image |
3DMet | B01246 |
ChEBI | CHEBI:16927 |
ChemSpider | 141086 |
DrugBank | DB04207 |
KEGG | C00449 |
MeSH | saccharopine |
PubChem | 160556 |
UNII | WBQ73O8W32 |
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Properties | |
C11H20N2O6 | |
Molar mass | 276.29 g·mol−1 |
Related compounds | |
Related alkanoic acids
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Related compounds
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Palmitoylethanolamide |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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verify (what is ?) | |
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[edit]
The reactions involved, catalysed by saccharopine dehydrogenases, are:
- lysine + alpha-ketoglutarate ⇌ saccharopine ⇌ glutamate + 2-aminoadipate 6-semialdehyde
Pathology[edit]
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[edit]
Saccharopine was first isolated in 1961 from yeasts (Saccharomyces, hence the name) by Darling and Larsen.[2]
See also[edit]
References[edit]
- ^ "N-(5-AMINO-5-CARBOXYPENTYL)GLUTAMIC ACID - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 23 June 2005. Identification. Retrieved 11 July 2012.
- ^ Darling, S., and Larsen, P. O., Saccharopine, a new amino acid in Baker's and Brewer's yeast: I. Isolation and properties. Acta Chem. Scand., 15, 743 (1961).