Hydroxyacetone
Hydroxyacetone, also known as acetol or acetone alcohol, belongs to the class of organic compounds known as alpha-hydroxy ketones. These are organic compounds containing a carboxylic acid, and an amine group attached to the alpha carbon atom, relative to the C=O group. Hydroxyacetone exists in all living organisms, ranging from bacteria to humans. Hydroxyacetone is a sweet, caramel, and ethereal tasting compound. hydroxyacetone has been detected, but not quantified in several different foods, such as bog bilberries, cardoons, amaranths, black salsifies, and komatsuna. This could make hydroxyacetone a potential biomarker for the consumption of these foods. Hydroxyacetone is an intermediate in glycine, serine, and threonine metabolism.
| ID | EC Number | Name |
|---|---|---|
| KEGG:R02528 | 1.1.1.- | C00546 + C00005 + C00080<=>C05235 + C00006 |
| KEGG:R10717 | 1.1.1.6 | propane-1,2-diol:NAD+ 2-oxidoreductase |
| KEGG:R10718 | 1.1.1.- | hydroxyacetone:NAD+ 1-oxidoreductase |
| KEGG:R12150 | 4.1.99.24 | L-tyrosine:D-ribulose-5-phosphate lyase (isonitrile-forming) |
| KEGG:R12151 | 4.1.99.25 | L-tryptophan:D-ribulose-5-phosphate lyase (isonitrile-forming) |
| KEGG:R12764 | 4.4.1.41 | (2S)-2,3-dihydroxypropane-1-sulfonate sulfite-lyase |
| BioCyc:RXN0-4281 | 1.1.1.21 | PROTON + METHYL-GLYOXAL + NADPH --> ACETOL + NADP |
| BioCyc:RXN-8632 | PROPANE-1-2-DIOL + NAD<=>ACETOL + NADH + PROTON | |
| BioCyc:RXN0-5213 | 1.1.1.- | PROTON + METHYL-GLYOXAL + NADH --> ACETOL + NAD |
| Rhea:RHEA:27987 | hydroxyacetone + NADP+ => methylglyoxal + NADPH + H+ | |
| Rhea:RHEA:27988 | methylglyoxal + NADPH + H+ => hydroxyacetone + NADP+ | |
| Rhea:RHEA:27989 | hydroxyacetone + NADP+ <=> methylglyoxal + NADPH + H+ | |
| Rhea:RHEA:28668 | hydroxyacetone + NADH + H+ => (S)-propane-1,2-diol + NAD+ | |
| Rhea:RHEA:28669 | (S)-propane-1,2-diol + NAD+ => hydroxyacetone + NADH + H+ | |
| Rhea:RHEA:28670 | hydroxyacetone + NADH + H+ <=> (S)-propane-1,2-diol + NAD+ | |
| Rhea:RHEA:35616 | hydroxyacetone + NAD+ => methylglyoxal + NADH + H+ | |
| Rhea:RHEA:35617 | methylglyoxal + NADH + H+ => hydroxyacetone + NAD+ | |
| Rhea:RHEA:35618 | hydroxyacetone + NAD+ <=> methylglyoxal + NADH + H+ | |
| Rhea:RHEA:45733 | 4.1.99.24 | D-ribulose 5-phosphate + L-tyrosine => (2S)-3-(4-hydroxyphenyl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O + H+ |
| Rhea:RHEA:45734 | 4.1.99.24 | (2S)-3-(4-hydroxyphenyl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O + H+ => D-ribulose 5-phosphate + L-tyrosine |
| Rhea:RHEA:45735 | 4.1.99.24 | D-ribulose 5-phosphate + L-tyrosine <=> (2S)-3-(4-hydroxyphenyl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O + H+ |
| Rhea:RHEA:55789 | acetone + NADH + O2 + H+ => hydroxyacetone + NAD+ + H2O | |
| Rhea:RHEA:55790 | hydroxyacetone + NAD+ + H2O => acetone + NADH + O2 + H+ | |
| Rhea:RHEA:55791 | acetone + NADH + O2 + H+ <=> hydroxyacetone + NAD+ + H2O | |
| Rhea:RHEA:56697 | 4.1.99.25 | D-ribulose 5-phosphate + L-tryptophan => (2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O + H+ |
| Rhea:RHEA:56698 | 4.1.99.25 | (2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O + H+ => D-ribulose 5-phosphate + L-tryptophan |
| Rhea:RHEA:56699 | 4.1.99.25 | D-ribulose 5-phosphate + L-tryptophan <=> (2S)-3-(1H-indol-3-yl)-2-isocyanopropanoate + hydroxyacetone + formaldehyde + phosphate + H2O + H+ |
| Rhea:RHEA:68605 | 4.4.1.41 | (2S)-3-sulfopropanediol => hydroxyacetone + sulfite + H+ |
| Rhea:RHEA:68606 | 4.4.1.41 | hydroxyacetone + sulfite + H+ => (2S)-3-sulfopropanediol |
| Rhea:RHEA:68607 | 4.4.1.41 | (2S)-3-sulfopropanediol <=> hydroxyacetone + sulfite + H+ |