Pathway Tools
Intro Tutorial
discounted registration ends Sept 5, 2015 (Sat)
Pathway Tools
Intro Tutorial
discounted registration ends Sept 5, 2015 (Sat)
Pathway Tools
Intro Tutorial
discounted registration ends Sept 5, 2015 (Sat)
Pathway Tools
Intro Tutorial
discounted registration ends Sept 5, 2015 (Sat)
Pathway Tools
Intro Tutorial
discounted registration ends Sept 5, 2015 (Sat)
twitter

Escherichia coli K-12 substr. MG1655 Compound: acetaldehyde

Synonyms: acetic aldehyde, ethanal, aldehyde, ethyl aldehyde

Superclasses: an aldehyde or ketone an aldehyde an n-alkanal

Chemical Formula: C2H4O

Molecular Weight: 44.053 Daltons

Monoisotopic Molecular Weight: 44.026214750499996 Daltons

acetaldehyde compound structure

SMILES: C[CH]=O

InChI: InChI=1S/C2H4O/c1-2-3/h2H,1H3

InChIKey: InChIKey=IKHGUXGNUITLKF-UHFFFAOYSA-N

Unification Links: CAS:75-07-0 , ChEBI:15343 , ChemSpider:172 , HMDB:HMDB00990 , IAF1260:33792 , KEGG:C00084 , MetaboLights:MTBLC15343 , PubChem:177 , UMBBD-Compounds:c0160

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -33.4

Reactions known to consume the compound:

Not in pathways:
acetaldehyde + NADP+ + H2O → acetate + NADPH + 2 H+
pyruvate + acetaldehyde + H+ → acetoin + CO2

Not in pathways:
an aldehyde + NADP+ + H2O → a carboxylate + NADPH + 2 H+

Reactions known to produce the compound:

ethanolamine utilization :
ethanolamine → ammonium + acetaldehyde

L-threonine degradation IV :
L-threonine → acetaldehyde + glycine

preQ0 biosynthesis :
7,8-dihydroneopterin 3'-triphosphate + H2O → 6-carboxy-5,6,7,8-tetrahydropterin + PPPi + acetaldehyde + 2 H+

Not in pathways:
1-ethyladenine + 2-oxoglutarate + oxygen → adenine + CO2 + acetaldehyde + succinate

two-component alkanesulfonate monooxygenase :
an alkylsulfonate + FMNH2 + oxygen → an aldehyde + sulfite + FMN + H2O + 2 H+

Not in pathways:
an aliphatic amine[periplasmic space] + H2O[periplasmic space] + oxygen[periplasmic space]an aldehyde[periplasmic space] + ammonium[periplasmic space] + hydrogen peroxide[periplasmic space]
a primary amine[periplasmic space] + H2O[periplasmic space] + oxygen[periplasmic space]an aldehyde[periplasmic space] + ammonium[periplasmic space] + hydrogen peroxide[periplasmic space]

Reactions known to both consume and produce the compound:

2'-deoxy-α-D-ribose 1-phosphate degradation :
2-deoxy-D-ribose 5-phosphate ↔ acetaldehyde + D-glyceraldehyde 3-phosphate
acetaldehyde + coenzyme A + NAD+ ↔ acetyl-CoA + NADH + H+

2-oxopentenoate degradation :
4-hydroxy-2-oxopentanoate ↔ acetaldehyde + pyruvate
acetaldehyde + coenzyme A + NAD+ ↔ acetyl-CoA + NADH + H+

ethanol degradation I :
ethanol + NAD+acetaldehyde + NADH + H+
acetaldehyde + coenzyme A + NAD+ ↔ acetyl-CoA + NADH + H+

L-threonine degradation IV :
acetaldehyde + coenzyme A + NAD+ ↔ acetyl-CoA + NADH + H+

mixed acid fermentation :
ethanol + NAD+acetaldehyde + NADH + H+
acetaldehyde + coenzyme A + NAD+ ↔ acetyl-CoA + NADH + H+

Not in pathways:
L-allo-threonine ↔ glycine + acetaldehyde
DL-allothreonine ↔ acetaldehyde + glycine

Not in pathways:
a primary alcohol + NAD+an aldehyde + NADH + H+

In Reactions of unknown directionality:

Not in pathways:
an aldehyde[periplasmic space] + FAD[periplasmic space] + H2O[periplasmic space] = a carboxylate[periplasmic space] + FADH2[periplasmic space]
an alcohol + NADP+ = an aldehyde + NADPH + H+

Enzymes inhibited by acetaldehyde, sorted by the type of inhibition, are:

Inhibitor (Competitive) of: betaine aldehyde dehydrogenase [Falkenberg90] , 2-keto-4-hydroxyglutarate aldolase

This compound has been characterized as an alternative substrate of the following enzymes: methylglyoxal reductase (NADPH-dependent) , aldehyde reductase , rhamnulose-1-phosphate aldolase , aldehyde reductase


References

Falkenberg90: Falkenberg P, Strom AR (1990). "Purification and characterization of osmoregulatory betaine aldehyde dehydrogenase of Escherichia coli." Biochim Biophys Acta 1990;1034(3);253-9. PMID: 2194570


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
Page generated by SRI International Pathway Tools version 19.0 on Thu Sep 3, 2015, biocyc14.