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Identification
YMDB IDYMDB00771
Nameaminoacetaldehyde
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionAminoacetaldehyde belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group. Aminoacetaldehyde is a very strong basic compound (based on its pKa). Aminoacetaldehyde exists in both E. coli (prokaryote) and yeast (eukaryote). sulfite, succinic acid, and aminoacetaldehyde can be biosynthesized from taurine and oxoglutaric acid; which is mediated by the enzyme taurine dioxygenase. In yeast, aminoacetaldehyde is involved in the metabolic pathway called the sulfur metabolism pathway.
Structure
Thumb
Synonyms
  • 2-Aminoacetaldehyde
  • 2-Aminoacetaldehyde diethyl acetal
  • 2,2-Diethoxyethanamine
  • 2,2-Diethoxyethylamine
  • Acetaldehyde, amino-, diethyl acetal
  • alpha-Aminoacetaldehyde diethyl acetal
  • Aminoacetaldehyde
  • Aminoacetaldehyde diethyl acetal
  • beta-Aminoacetaldehyde diethyl acetal
  • Ethanamine, 2,2-diethoxy-
  • Glycinaldehyde diethyl acetal
CAS number645-36-3
WeightAverage: 59.0672
Monoisotopic: 59.037113787
InChI KeyLYIIBVSRGJSHAV-UHFFFAOYSA-N
InChIInChI=1S/C2H5NO/c3-1-2-4/h2H,1,3H2
IUPAC Name2-aminoacetaldehyde
Traditional IUPAC Nameaminoacetaldehyde
Chemical FormulaC2H5NO
SMILESNCC=O
Chemical Taxonomy
Description belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentMonoalkylamines
Alternative Parents
Substituents
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Aldehyde
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateLiquid
Charge0
Melting point-78 °C
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility540 g/LALOGPS
logP-1.6ALOGPS
logP-1.3ChemAxon
logS0.96ALOGPS
pKa (Strongest Acidic)16.64ChemAxon
pKa (Strongest Basic)7.81ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area43.09 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity15.08 m³·mol⁻¹ChemAxon
Polarizability5.77 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • cytoplasm
Organoleptic PropertiesNot Available
SMPDB Pathways
Sulfur metabolismPW002483 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways
Sulfur metabolismec00920 Map00920
Taurine and hypotaurine metabolismec00430 Map00430
SMPDB Reactions
Taurine + Oxoglutaric acid + oxygenSulfite + Succinic acid + Carbon dioxide + hydron + aminoacetaldehyde
KEGG Reactions
Oxoglutaric acid + Taurine + oxygenSulfite + Carbon dioxide + hydron + aminoacetaldehyde + Succinic acid
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
References
References:
  • Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). "A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology." Nat Biotechnol 26:1155-1160.18846089
  • Hogan, D. A., Auchtung, T. A., Hausinger, R. P. (1999). "Cloning and characterization of a sulfonate/alpha-ketoglutarate dioxygenase from Saccharomyces cerevisiae." J Bacteriol 181:5876-5879.10482536
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID17628
HMDB IDNot Available
Pubchem Compound ID69524
Kegg IDC06735
ChemSpider ID356
FOODB IDNot Available
Wikipedia IDNot Available
BioCyc IDNot Available

Enzymes

General function:
Involved in oxidoreductase activity
Specific function:
Acts as a alpha-ketoglutarate-dependent dioxygenase active on sulfonates. Although taurine is a poor substrate, a variety of other sulfonates are utilized, with the best natural substrates being isethionate and taurocholate
Gene Name:
JLP1
Uniprot ID:
Q12358
Molecular weight:
46982.30078
Reactions