Common Name3-hydroxypropanal
Description3-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 ).
Structure
Molecular FormulaC3H6O2
Average Mass74.07850
Monoisotopic Mass74.03678
IUPAC Name3-hydroxypropanal
Traditional Name3-hydroxypropanal
CAS Registry Number2134-29-4
SMILESO=CCCO
InChI IdentifierInChI=1S/C3H6O2/c4-2-1-3-5/h2,5H,1,3H2
InChI KeyAKXKFZDCRYJKTF-UHFFFAOYSA-N
CHEBI IDCHEBI:17871
HMDB IDHMDB0003453
StateSolid
Water Solubility6.45e+02 g/l
logP-0.74
logS0.94
pKa (Strongest Acidic)13.42
pKa (Strongest Basic)-2.44
Hydrogen Acceptor Count2
Hydrogen Donor Count1
Polar Surface Area37.3 Ų
Rotatable Bond Count2
Physiological Charge0
Formal Charge0
Refractivity18.12 m³·mol⁻¹
Polarizability7.26

We require the use of cookies for essential features like storing your previously submitted BASys2 queries. Rejecting the usage of cookies will result in certain features being disabled. By clicking ACCEPT or continuing to use the website you are agreeing to our use of cookies.

ACCEPT