{{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477206979 | Reference= | ImageFile=Aminopropanone.png | ImageSize=150px | PIN = 1-Aminopropan-2-one<ref name=iupac2013>{{cite book | title = Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = The Royal Society of Chemistry | date = 2014 | location = Cambridge | page = 63 | doi = 10.1039/9781849733069-FP001 | isbn = 978-0-85404-182-4}}</ref> | OtherNames = Aminoacetone<ref name=iupac2013 /><br />alpha-Aminoacetone |Section1={{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 17906 | ChemSpiderID = 210 | KEGG_Ref = {{keggcite|correct|kegg}} | KEGG = C01888 | InChI = 1/C3H7NO/c1-3(5)2-4/h2,4H2,1H3 | InChIKey = BCDGQXUMWHRQCB-UHFFFAOYAB | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C3H7NO/c1-3(5)2-4/h2,4H2,1H3 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = BCDGQXUMWHRQCB-UHFFFAOYSA-N | CASNo_Ref = {{cascite|correct|CAS}} | CASNo=298-08-8 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = ZB4ES38S4R | PubChem=215 | SMILES = O=C(C)CN }} |Section2={{Chembox Properties | C=3 | H=7 | N=1 | O=1 | Appearance= | Density= | MeltingPtC= | BoilingPtC= | Solubility= }} |Section3={{Chembox Hazards | MainHazards= | FlashPt= | AutoignitionPt = }} }}
'''Aminoacetone''' is the organic compound with the formula CH<sub>3</sub>C(O)CH<sub>2</sub>NH<sub>2</sub>. Although stable in the gaseous form, once condensed it reacts with itself. The protonated derivative forms isolable salts, e.g. aminoacetone hydrochloride ([CH<sub>3</sub>C(O)CH<sub>2</sub>NH<sub>3</sub>]Cl)). The semicarbazone of the hydrochloride is another bench-stable precursor.<ref>{{cite journal |author=John D. Hepworth|doi=10.15227/orgsyn.045.0001|title=Aminoacetone Semicarbazone Hydrochloride|journal=Organic Syntheses|year=1965|volume=45|page=1}}</ref> Aminoacetone is a metabolite that is implicated in the biosynthesis of methylglyoxal.<ref>{{cite journal |doi=10.1016/j.cbpc.2006.07.004|title=The dual face of endogenous α-aminoketones: Pro-oxidizing metabolic weapons|year=2007|last1=Bechara|first1=Etelvino J.H.|last2=Dutra|first2=Fernando|last3=Cardoso|first3=Vanessa E.S.|last4=Sartori|first4=Adriano|last5=Olympio|first5=Kelly P.K.|last6=Penatti|first6=Carlos A.A.|last7=Adhikari|first7=Avishek|last8=Assunção|first8=Nilson A.|journal=Comparative Biochemistry and Physiology Part C: Toxicology & Pharmacology|volume=146|issue=1–2|pages=88–110|pmid=16920403}}</ref>
Aminoacetone is also produced during catabolism of the amino acid threonine. Threonine is first dehydrogenated to 2-amino-3-oxobutyrate, which is unstable and spontaneously decarboxylates to aminoacetone. Aminoacetone is then oxidized and deaminated, giving 2-oxopropanal (methylglyoxal), which is in turn oxidized to pyruvate. This pathway is the most important catabolic pathway of threonine in mammals.<ref>{{Cite book |last=Dobrota |first=Dušan |title=Lekárska biochémia |publisher=Osveta |year=2016 |isbn=978-80-8063-444-5 |edition=2nd |location=Martin |pages=316{{--}}317 |language=sk |trans-title=Medical biochemistry}}</ref>
==See also== * Propanolamines * Aminoaldehydes and aminoketones
==References== <references/>
{{DEFAULTSORT:Amino-2-Propanol, 1-}} Category:Amines Category:Ketones
{{amine-stub}} {{ketone-stub}}