3-Hydroxypropanal (BioCAD00000003592)

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Metabolite Card

Formula: C3H6O2 (74.0368)
SMILES: OCCC=O

Synonyms [en]

3-hydroxypropanal; Reuterin; 3-Hydroxypropionaldehyde; 3-oxo-1-propanol; b-Hydroxypropanal; Hydracrolein

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

3-Hydroxypropanal. 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: BioCAD00000003592). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

3-Hydroxypropanal is a broad-spectrum antimicrobial substance termed reuterin produced by Lactobacillus reuteri. L. reuteri resides in the gastrointestinal tract of healthy humans and animals, and is believed to. function as a symbiont in the enteric ecosystem. Synthesis of such an antimicrobial substance by an enteric resident raises a number of interesting questions and possibilities as to the role these residents may play in the health of the host. (PMID 3245697). In vivo, glycerol is converted in one enzymatic step into 3-Hydroxypropanal. The 3-Hydroxypropanal -producing Lactobacillus reuteri is used as a probiotic in the health care of humans and animals. 3-Hydroxypropanal forms, together with Hydroxypropanal-hydrate and Hydroxypropanal-dimer, a dynamic, multi-component system (Hydroxypropanal system) used in food preservation, as a precursor for many modern chemicals such as acrolein, acrylic acid, and 1,3-propanediol (1,3-PDO), and for polymer production. 3-Hydroxypropanal can be obtained both through traditional chemistry and bacterial fermentation. To date, 3-HPA has been produced from petrochemical resources as an intermediate in 1,3-PDO production. The biotechnological production of 3-Hydroxypropanal from renewable resources is desirable both for use of 3-Hydroxypropanal in foods and for the production of bulk chemicals. The main challenge will be the efficient production and recovery of pure 3-Hydroxypropanal. (PMID 14669058).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 118606-97-6
  • CAS Registry Number: 2134-29-4
  • PubChem: 75049
  • ChEBI: ChEBI:17871
  • HMDB: HMDB0003453
  • KEGG: C00969
  • BioCyc: HYDROXYPROPANAL
  • NCBI MeSH: 3-hydroxypropionaldehyde
  • Wikipedia: Reuterin
  • RefMet: RM0040299
  • Coconut NaturalProduct: CNP0525339.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R01047 4.2.1.30 glycerol hydro-lyase (3-hydroxypropanal-forming)
KEGG:R03119 1.1.1.202 propane-1,3-diol:NAD+ 1-oxidoreductase
BioCyc:RXN-20077 2 HYDROXYPROPANAL --> CPD-21702
BioCyc:RXN-20079 HYDROXYPROPANAL + WATER --> CPD-21703
BioCyc:RXN0-5455 1.2.1.99 HYDROXYPROPANAL + NAD-P-OR-NOP + WATER --> 3-HYDROXY-PROPIONATE + NADH-P-OR-NOP + 2 PROTON
BioCyc:RXN0-6487 1.1.1.- CPD-347 + NADP<=>HYDROXYPROPANAL + NADPH + PROTON
Rhea:RHEA:19766 4.2.1.30 glycerol => 3-hydroxypropanal + H2O
Rhea:RHEA:19767 4.2.1.30 3-hydroxypropanal + H2O => glycerol
Rhea:RHEA:19768 4.2.1.30 glycerol <=> 3-hydroxypropanal + H2O
Rhea:RHEA:23189 1.1.1.202 propane-1,3-diol + NAD+ => 3-hydroxypropanal + NADH + H+
Rhea:RHEA:23190 1.1.1.202 3-hydroxypropanal + NADH + H+ => propane-1,3-diol + NAD+
Rhea:RHEA:23191 1.1.1.202 propane-1,3-diol + NAD+ <=> 3-hydroxypropanal + NADH + H+
Rhea:RHEA:35600 propane-1,3-diol + NADP+ => 3-hydroxypropanal + NADPH + H+
Rhea:RHEA:35601 3-hydroxypropanal + NADPH + H+ => propane-1,3-diol + NADP+
Rhea:RHEA:35602 propane-1,3-diol + NADP+ <=> 3-hydroxypropanal + NADPH + H+
Rhea:RHEA:59429 3-hydroxypropanal + NADP+ + H2O => 3-hydroxypropanoate + NADPH + 2 H+
Rhea:RHEA:59430 3-hydroxypropanoate + NADPH + 2 H+ => 3-hydroxypropanal + NADP+ + H2O
Rhea:RHEA:59431 3-hydroxypropanal + NADP+ + H2O <=> 3-hydroxypropanoate + NADPH + 2 H+
Rhea:RHEA:59433 3-hydroxypropanal + NAD+ + H2O => 3-hydroxypropanoate + NADH + 2 H+
Rhea:RHEA:59434 3-hydroxypropanoate + NADH + 2 H+ => 3-hydroxypropanal + NAD+ + H2O
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
BioCyc:META_PWY-6130 glycerol degradation III
BioCyc:META_PWY-7385 1,3-propanediol biosynthesis (engineered)
BioCyc:META_GOLPDLCAT-PWY superpathway of glycerol degradation to 1,3-propanediol
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