L-2-Aminoadipate 6-semialdehyde (BioCAD00000012909)

blood urine

Metabolite Card

Formula: C6H11NO3 (145.0739)
SMILES: N[C@@H](CCCC=O)C(O)=O

Synonyms [en]

L-2-Aminoadipate 6-semialdehyde; L-allysine; allysine; 2-aminoadipate semialdehyde; 2-AMINO-6-OXO-HEXANOIC ACID; (S)-2-Amino-6-oxohexanoate

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

L-2-Aminoadipate 6-semialdehyde. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000012909). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Allysine (CAS: 1962-83-0), also known as 2-amino-6-oxohexanoic acid or 6-oxonorleucine, belongs to the class of organic compounds known as alpha-amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Outside of the human body, allysine has been detected, but not quantified in, several different foods, such as winged beans, wasabi, common verbena, arrowhead, and oats. This could make allysine a potential biomarker for the consumption of these foods. Allysine is a derivative of lysine used in the production of elastin and collagen. It is produced by the actions of the enzyme lysyl oxidase in the extracellular matrix and is essential in the crosslink formation that stabilizes collagen and elastin.

Cytoplasm Mitochondria
Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 6665-12-9
  • PubChem: 160603
  • ChEBI: ChEBI:17027
  • ChEBI: ChEBI:17917
  • HMDB: HMDB0001263
  • KEGG: C04076
  • BioCyc: ALLYSINE
  • NCBI MeSH: allysine
  • Wikipedia: Allysine
  • DrugBank: DB02571
  • RefMet: RM0136845
  • Metlin: METLIN_63455
  • Coconut NaturalProduct: CNP0258672.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00446 1.4.1.18 L-lysine:NAD+ 6-oxidoreductase (deaminating)
KEGG:R00453 2.6.1.71 L-lysine:pyruvate aminotransferase
KEGG:R00457 2.6.1.36 L-lysine:2-oxoglutarate 6-aminotransferase
KEGG:R02313 1.5.1.9 N6-(L-1,3-dicarboxypropyl)-L-lysine:NAD+ oxidoreductase;
KEGG:R02315 1.5.1.10 N6-(L-1,3-dicarboxypropyl)-L-lysine:NADP+ oxidoreductase
KEGG:R02317 1.2.1.31 (S)-2-amino-6-oxohexanoate hydro-lyase (spontaneous)
KEGG:R03102 1.2.1.31 L-2-aminoadipate-6-semialdehyde:NAD+ 6-oxidoreductase
KEGG:R03103 1.2.1.31 L-2-aminoadipate-6-semialdehyde:NADP+ 6-oxidoreductase
KEGG:R04390 1.2.1.95 L-2-aminoadipate-6-semialdehyde:NADP+ 6-oxidoreductase
KEGG:R07598 1.4.3.20 L-lysine:oxygen 6-oxidoreductase (deaminating)
KEGG:R09495 1.5.3.18 L-saccharopine:oxygen oxidoreductase (L-glutamate forming)
KEGG:R10270 4.2.3.134 (5R)-5-phosphooxy-L-lysine phosphate-lyase (deaminating; (S)-2-amino-6-oxohexanoate-forming)
KEGG:R10699 2.6.1.105 L-lysine:8-amino-7-oxononanoate aminotransferase
KEGG:R11679 1.2.1.95 (S)-2-amino-6-oxohexanoate:NADP+ oxidoreductase (ATP-forming)
KEGG:R13037 C04076<=>C00956
BioCyc:RXN-10744 1.5.3.18 SACCHAROPINE + OXYGEN-MOLECULE + WATER --> ALLYSINE + GLT + HYDROGEN-PEROXIDE
BioCyc:RXN-8808 LYS + NAD + WATER --> PROTON + ALLYSINE + NADH + AMMONIUM
BioCyc:RXN3O-127 1.5.1.10 PROTON + GLT + ALLYSINE + NADPH --> SACCHAROPINE + NADP + WATER
BioCyc:RXN-16756 1.2.1.95 CPD-468 + ATP + NADPH + PROTON --> ALLYSINE + AMP + PPI + NADP
BioCyc:1.4.3.20-RXN 1.4.3.20 LYS + OXYGEN-MOLECULE + WATER --> ALLYSINE + HYDROGEN-PEROXIDE + AMMONIUM
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Organism Source

Taxonomy Source

  1. Homo sapiens [ncbi taxid: 9606]
  2. Mus musculus [ncbi taxid: 10090]
  3. Saccharomyces cerevisiae [ncbi taxid: 4932]

Pathway Synthetic

pathway id name
BioCyc:PCHR_LYSINE-AMINOAD-PWY lysine biosynthesis IV
BioCyc:MOUSE_LYSINE-DEG1-PWY lysine degradation II
WikiPathways:WP3604 Biochemical pathways: part I
WikiPathways:WP5355 Metabolic Epileptic Disorders
PathBank:SMP0002434 Lysine Metabolism
View All Pathways