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Saccharopine



Saccharopine
IUPAC name 2-[(5-amino-5-carboxy-pentyl) amino] pentanedioic acid
Identifiers
CAS number 997-68-2
PubChem 1087
MeSH Saccharopine
SMILES C(CCNC(CCC(=O)O)C(=O)O)CC(C(=O)O)N
Properties
Molecular formula C11H20N2O6
Molar mass 276.286
Boiling point

257-259°C

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and 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.[1]

See also

References

  1. ^ 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).
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Saccharopine". A list of authors is available in Wikipedia.
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