Structure via PubChem · Public domain (PubChem)
saccharopine
Sign in to saveAlso known as epsilon-N-(L-Glutar-2-yl)-L-lysine, N-[(S)-5-Amino-5-carboxypentyl]-L-glutamic acid, L-Saccharopin, N6-(L-1,3-Dicarboxypropyl)-L-lysine, N-(5-Amino-5-carboxypentyl)-L-glutamic acid, (S)-N-(5-amino-5-carboxypentyl)-L-Glutamic acid, N(6)-(L-1,3-Dicarboxypropyl)-L-lysine, N-[(5S)-5-Amino-5-carboxypentyl]-L-Glutamic acid
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 fungi and euglenids. In mammals and seed plants saccharopine is an intermediate in the degradation of lysine, formed by condensation of lysine and alpha-ketoglutarate.
Chemical data
- Formula
- C11H20N2O6
- Molecular weight
- 276.29 g/mol
- IUPAC name
- (2S)-2-[[(5S)-5-amino-5-carboxypentyl]amino]pentanedioic acid
- SMILES
- C(CCN[C@@H](CCC(=O)O)C(=O)O)C[C@@H](C(=O)O)N
- InChIKey
- ZDGJAHTZVHVLOT-YUMQZZPRSA-N
- XLogP
- -5.5
- Polar surface area
- 150 Ų
- H-bond donors
- 5
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 276.132
Show 5 more facts
- found in taxon
- Phaseolus vulgaris
- chemical formula
- C₁₁H₂₀N₂O₆
- canonical SMILES
- C(CCNC(CCC(=O)O)C(=O)O)CC(C(=O)O)N
- isomeric SMILES
- C(CCN[C@@H](CCC(=O)O)C(=O)O)C[C@@H](C(=O)O)N
- subject has role
- primary metabolite
via Wikidata · CC0
~1 min read
Encyclopedic overview
5 sectionsContents
- Biochemical reactions
- Pathology
- History
- See also
- References
{{chembox | ImageFile = Saccharopine.svg | ImageFile_Ref = | ImageName = Stereo, skeletal formula of saccharopine ((2S)-2-{[(5S)-5-aminopentyl]amino}) | IUPACName = 2-[(5-Amino-5-carboxypentyl)amino]pentanedioic acid | Section1 = | Section2 = | Section3 = }}
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 fungi and euglenids. In mammals and seed plants saccharopine is an intermediate in the degradation of lysine, formed by condensation of lysine and alpha-ketoglutarate.
Excerpted from Wikipedia’s “saccharopine” article, available under the CC BY-SA 4.0 licence.