Alpha-aminoadipate pathway

 The α-aminoadipate pathway is a biochemical pathway for the synthesis of the amino acid L-lysine. In the eukaryotes, this pathway is unique to the higher fungi (containing chitin in their cell walls) and the euglenids.[1] It has also been reported from bacteria of the genus Thermus.[2]

The amino acid L-lysine

Pathway overviewEdit

Homocitrate is initially synthesised from acetyl-CoA and 2-oxoglutarate by homocitrate synthase. This is then converted to homoaconitate by homoaconitase and then to homoisocitrate by homoisocitrate dehydrogenase. A nitrogen atom is added from glutamate by aminoadipate aminotransferase to form the α-aminoadipate from which this pathway gets its name. This is then reduced by aminoadipate reductase via an acyl-enzyme intermediate to a semialdehyde. Reaction with glutamate by one class of saccharopine dehydrogenase yields saccharopine which is then cleaved by a second saccharopine dehydrogenase to yield lysine and oxoglutarate.[3]

alpha-Aminoadipic acidEdit

α-Aminoadipic acid
Alpha-aminoadipic acid.svg
Names
IUPAC name
2-aminohexanedioic acid
Identifiers
CAS Number
  • 542-32-5 check
3D model (JSmol)
  • Interactive image
  • Interactive image
ChEBI
  • CHEBI:37024 check
ChEMBL
  • ChEMBL433238 check
ChemSpider
  • 456 check
MeSH2-Aminoadipic+Acid
PubChem CID
  • 469
UNII
  • 1K7B1OED4N check
Properties
Chemical formula
C6H11NO4
Molar mass161.156 g/mol
AppearanceCrystalline
Density1.333 g/mL
Melting point196 °C (385 °F; 469 K)
Boiling point364 °C (687 °F; 637 K)
Hazards
Main hazardsIrritant
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒ verify (what is check☒ ?)
Infobox references

α-Aminoadipic acid is an intermediate in the α-Aminoadipic acid pathway for the metabolism of lysine and saccharopine. It is synthesised from homoisocitrate by aminoadipate aminotransferase and reduced by aminoadipate reductase to form the semialdehyde.

A 2013 study identified α-Aminoadipic acid (2-aminoadipic acid) as a novel predictor of the development of diabetes and suggested that it is a potential modulator of glucose homeostasis in humans.[4]

This article uses material from the Wikipedia article
 Metasyntactic variable, which is released under the 
Creative Commons
Attribution-ShareAlike 3.0 Unported License