| D-Gluconic acid δ-lactone[1][2] | |
|---|---|
 |
 |
| IUPAC name |
D-Glucono-1,5-lactone
|
| Identifiers | |
| CAS number | 90-80-2  |
| PubChem | 736 |
| EC-number | 202-016-5 |
| SMILES |
C(C1C(C(C(C(=O)O1)O)O)O)O
|
| 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
|
| ChemSpider ID | 6760 |
| Properties | |
| Molecular formula | C6H10O6 |
| Molar mass | 178.14 g/mol |
| (what is this?) (verify) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
|
| Infobox references | |
Glucono delta-lactone (GDL) E575 is a naturally-occurring food additive used as a sequestrant, an acidifier, or a curing, pickling, or leavening agent. It is a lactone (cyclic ester) of D-gluconic acid. Pure GDL is a white odorless crystalline powder.
GDL is commonly found in honey, fruit juices, and wine. GDL is neutral, but hydrolyses in water to gluconic acid which is acidic, adding a tangy taste to foods, though it has roughly a third of the sourness of citric acid. It is metabolized to glucose; one gram of GDL yields roughly the same amount of metabolic energy as one gram of sugar.
Upon addition to water, GDL is partially hydrolysed to gluconic acid, with the balance between the lactone form and the acid form established as a chemical equilibrium. The rate of hydrolysis of GDL is increased by heat and high pH.[3]
GDL may also be useful in controlling termites by weakening their immune system.[4]
References
- ^ Budavari, Susan, ed. (2001), The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (13th ed.), Merck, ISBN 0911910131, 4469.
- ^ Beil. 18, V, 5, 11
- ^ Pocker, Y.; Green, Edmond (1973), "Hydrolysis of D-Glucono-δ-lactone. I. General Acid–Base Catalysis, Solvent Deuterium Isotope Effects, and Transition State Characterization", J. Am. Chem. Soc. 95 (1): 113–19, doi:, PMID 4682891
- ^ [1]
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