Glucono delta-lactone

D-Gluconic acid δ-lactone
Names
	IUPAC name D-Glucono-1,5-lactone
	Systematic IUPAC name (3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-one
Identifiers
CAS Number	90-80-2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:16217 ;
ChEMBL	ChEMBL1200829 ;
ChemSpider	6760 ;
DrugBank	DB04564 ;
ECHA InfoCard	100.001.833
EC Number	202-016-5;
E number	E575 (acidity regulators, ...)
KEGG	D04332 ;
PubChem CID	736;
UNII	WQ29KQ9POT ;
CompTox Dashboard (EPA)	DTXSID0026549 ;
	InChI InChI=1S/C6H10O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-5,7-10H,1H2/t2-,3-,4+,5-/m1/s1 Key: PHOQVHQSTUBQQK-SQOUGZDYSA-N ; InChI=1/C6H10O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-5,7-10H,1H2/t2-,3-,4+,5-/m1/s1 Key: PHOQVHQSTUBQQK-SQOUGZDYBO;
	SMILES C([C@@H]1[C@H]([C@@H]([C@H](C(=O)O1)O)O)O)O;
Properties
Chemical formula	C6H10O6
Molar mass	178.140 g·mol−1
Melting point	150–153 °C (302–307 °F; 423–426 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Glucono-delta-lactone (GDL), also known as gluconolactone, is an organic compound with the formula (HOCH)₃(HOCH₂CH)CO₂. A colorless solid, it is an oxidized derivative of glucose.

It is typically produced by the aerobic oxidation of glucose in the presence of the enzyme glucose oxidase. The conversion cogenerates hydrogen peroxide, which is often the key product of the enzyme:

C₆H₁₂O₆ + O₂ → C₆H₁₀O₆ + H₂O₂

Gluconolactone spontaneously hydrolyzes to gluconic acid:

C₆H₁₀O₆ + H₂O → C₆H₁₂O₇

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.