galactitol
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 443831933
| ImageFile=Dulcitol.svg
| ImageFile2=D-Galactitol.png
| ImageSize=
| IUPACName=D-Galactitol
|SystematicName=(2R,3S,4R,5S)-hexane-1,2,3,4,5,6-hexol
| OtherNames=Dulcitol
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 11357
| InChI = 1/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5+,6-
| InChIKey = FBPFZTCFMRRESA-GUCUJZIJBM
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C6H14O6/c7-1-3(9)5(11)6(12)4(10)2-8/h3-12H,1-2H2/t3-,4+,5+,6-
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = FBPFZTCFMRRESA-GUCUJZIJSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=608-66-2
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 113ZQ1Y7DD
| PubChem=11850
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 1773904
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 16813
| SMILES = O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)CO
}}
|Section2={{Chembox Properties
| C=6 | H=14 | O=6
| MolarMass=182.172 g/mol
| Appearance=
| Density=
| MeltingPt=
| BoilingPt=
| Solubility=
| MagSus = −112.40·10−6 cm3/mol
}}
|Section3={{Chembox Hazards
| MainHazards=
| FlashPt=
| AutoignitionPt =
}}
}}
Galactitol (dulcitol) is a sugar alcohol, the reduction product of galactose.{{cite web|url=https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=11850|title=Galactitol - Compound Summary |publisher=National Center for Biotechnology Information|access-date=2008-08-06}} It has a slightly sweet taste. In people with galactokinase deficiency, a form of galactosemia, excess dulcitol forms in the lens of the eye leading to cataracts.{{cite web |url = http://www.emedicine.com/ped/TOPIC815.HTM |title = Galactokinase Deficiency |access-date = 2008-08-08 |author = Roth, KS |date = September 10, 2007 |work = eMedicine |publisher = WebMD}}
Galactitol is produced from galactose in a reaction catalyzed by aldose reductase.
The other common galactose metabolism defect is a defect in galactose-1-phosphate uridylyltransferase, an autosomal recessive disorder, which also causes a buildup of galactitol as a result of increased concentrations of galactose-1-phosphate and galactose. This disorder leads to cataracts caused by galactitol buildup.
References
{{reflist}}
External links
- {{Commonscatinline}}
{{Alcohols}}
{{Fructose and galactose metabolic intermediates}}