4,5-Dihydroxy-2,3-pentanedione

4,5-Dihydroxy-2,3-pentanedione
Names
	Preferred IUPAC name 4,5-Dihydroxypentane-2,3-dione
	Other names 1-Deoxypento-2,4-diulose; 1-Deoxypentosone; Dihydroxy-2,3-pentanedione; DPD
Identifiers
CAS Number	142937-55-1;
3D model ( JSmol)	Interactive image;
ChEMBL	ChEMBL247773;
ChemSpider	391652;
PubChem CID	443434;
UNII	KZE5WQK34F ;
	InChI InChI=1S/C5H8O4/c1-3(7)5(9)4(8)2-6/h4,6,8H,2H2,1H3 Key: UYTRITJAZOPLCZ-UHFFFAOYSA-N;
	SMILES CC(=O)C(=O)C(CO)O;
Properties
Chemical formula	C5H8O4
Molar mass	132.115 g·mol−1
Appearance	Colorless
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

4,5-Dihydroxy-2,3-pentanedione (DPD) is an

keto group has added water to give the geminal diol

.

DPD is produced by degradation of S-adenosylhomocysteine by the action of the enzyme S-ribosylhomocysteinase.^[1] The compound probably does not exist as depicted above, but as an equilibrium mixture of three hydrates.

Hydrated derivatives of dihydroxypentanedione.^[2]

DPD is a precursor to

Gram-negative and Gram-positive bacteria.^[3]^[4] AI-2 is synthesized by the reaction of DPD with boric acid^[5] and is recognized by the two-component sensor kinase LuxPQ in Vibrionaceae

.