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| Upon addition to water, GDL is partially ] to ], with the balance between the lactone form and the acid form established as a ]. The rate of ] of GDL is increased by heat and high ].<ref>{{Cite journal | last1 = Pocker | first1 = Y. | last2 = Green | first2 = Edmond | title = Hydrolysis of <small>D</small>-Glucono-δ-lactone. I. General Acid–Base Catalysis, Solvent Deuterium Isotope Effects, and Transition State Characterization | journal = J. Am. Chem. Soc. | volume = 95 | issue = 1 | pages = 113–19 | year = 1973 | pmid = 4682891 | doi = 10.1021/ja00782a019 | postscript = <!--None-->}}</ref> | Upon addition to water, GDL is partially ] to ], with the balance between the lactone form and the acid form established as a ]. The rate of ] of GDL is increased by heat and high ].<ref>{{Cite journal | last1 = Pocker | first1 = Y. | last2 = Green | first2 = Edmond | title = Hydrolysis of <small>D</small>-Glucono-δ-lactone. I. General Acid–Base Catalysis, Solvent Deuterium Isotope Effects, and Transition State Characterization | journal = J. Am. Chem. Soc. | volume = 95 | issue = 1 | pages = 113–19 | year = 1973 | pmid = 4682891 | doi = 10.1021/ja00782a019 | postscript = <!--None-->}}</ref> | ||
| GDL may also be useful in controlling ]s by weakening their ]. | |||
| Termites use GNBP-2 to detect and degrade ]s on the surface of ]. GDL attaches to a crucial pocket on GNBP-2 adjacent to parts of the protein that aid in breaking down microbial ]s.<ref name="thesci_5573">{{cite web|title=Glucose yields sweet pest control - The Scientist|url=http://www.the-scientist.com/blog/display/55753/}} 100405 the-scientist.com</ref><ref name="pnas_12652">{{cite journal |doi=10.1073/pnas.0904063106 |last1=Bulmer |first1=MS |last2=Bachelet |first2=I |last3=Raman |first3=R |last4=Rosengaus |first4=RB |last5=Sasisekharan |first5=R |title=Targeting an antimicrobial effector function in insect immunity as a pest control strategy. |url=http://www.pnas.org/content/106/31/12652 |journal=Proceedings of the National Academy of Sciences of the United States of America |volume=106 |issue=31 |pages=12652–7 |year=2009 | pmid = 19506247 |pmc=2722268 }}</ref> | |||
| <!-- I suspect this effect may apply to humans too --> | |||
| == References == | == References == | ||
Revision as of 22:03, 16 December 2010
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| Names | |||
|---|---|---|---|
| IUPAC name (3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-one | |||
| Other names D-Glucono-1,5-lactone | |||
| Identifiers | |||
| CAS Number | |||
| 3D model (JSmol) | |||
| ChemSpider | |||
| ECHA InfoCard | 100.001.833 
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| E number | E575 (acidity regulators, ...) | ||
| PubChem CID | |||
| UNII | |||
| CompTox Dashboard (EPA) | |||
InChI
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SMILES
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| Properties | |||
| Chemical formula | C6H10O6 | ||
| Molar mass | 178.140 g·mol | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).
 Y verify (what is ?)
Infobox references
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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.
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:10.1021/ja00782a019. PMID 4682891.