Glucono-δ-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
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.001.833
EC Number
  • 202-016-5
E number E575 (acidity regulators, ...)
KEGG
UNII
  • 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 Y
    Key: PHOQVHQSTUBQQK-SQOUGZDYSA-N Y
  • 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
  • C([C@@H]1[C@H]([C@@H]([C@H](C(=O)O1)O)O)O)O
Properties
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).
N verify (what is YN ?)
Infobox references

Glucono-δ-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.