Structure via PubChem · Public domain (PubChem)
alpha,alpha-trehalose
Sign in to saveAlso known as trehalose, mycose, α,α-trehalose
thumb|Crystalline trehalose dihydrate powder Trehalose is a sugar derived from two molecules of glucose. Trehalose is a disaccharide formed by a bond between two α-glucose units. It is found in nature as a disaccharide and also as a monomer in some polymers. Two other stereoisomers exist: α,β-trehalose, also called neotrehalose, and β,β-trehalose, also called isotrehalose. Neither of these alternate isomers has been isolated from living organisms, but isotrehalose has been found in starch hydroisolates. Some bacteria, fungi, plants and invertebrate animals synthesize trehalose as a source of e
In the Vinony graph
Within Vinony's link graph, alpha,alpha-trehalose is referenced by 370 other articles, and connects out to hexose, Selaginella and glycosidic bond.
Vinony files it under Carbohydrates, Chemical articles with multiple CAS registry numbers and Chemical articles with multiple compound IDs.
Its subject is documented across 35 Wikipedia language editions.
Chemical data
- Formula
- C12H22O11
- Molecular weight
- 342.3 g/mol
- IUPAC name
- (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-3,4,5-triol
- SMILES
- C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O)O
- InChIKey
- HDTRYLNUVZCQOY-LIZSDCNHSA-N
- XLogP
- -4.2
- Polar surface area
- 190 Ų
- H-bond donors
- 8
- H-bond acceptors
- 11
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 3
- Molecule type
- Oligosaccharide
- Indications
- acute coronary syndrome, non-alcoholic fatty liver, Spinocerebellar ataxia type 3, Alzheimer disease
via ChEMBL · EBI
Wikidata facts
- Mass
- 342.116211524
Show 6 more facts
- Commons category
- Trehalose
- canonical SMILES
- OC[CH]1O[CH](O[CH]2O[CH](CO)[CH](O)[CH](O)[CH]2O)[CH](O)[CH](O)[CH]1O
- chemical formula
- C₁₂H₂₂O₁₁
- isomeric SMILES
- OC[C@H]1O[C@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O
- found in taxon
- Bjerkandera adusta
- subject has role
- primary metabolite
Sources (5)
via Wikidata · CC0
~8 min read
Encyclopedic overview
11 sectionsContents
- Synthesis
- Properties
- Chemical
- Biological
- Nutritional and dietary properties
- Metabolism
- Medical use
- History
- See also
- References
- External links
thumb|Crystalline trehalose dihydrate powder Trehalose is a sugar derived from two molecules of glucose. Trehalose is a disaccharide formed by a bond between two α-glucose units. It is found in nature as a disaccharide and also as a monomer in some polymers. Two other stereoisomers exist: α,β-trehalose, also called neotrehalose, and β,β-trehalose, also called isotrehalose. Neither of these alternate isomers has been isolated from living organisms, but isotrehalose has been found in starch hydroisolates. Some bacteria, fungi, plants and invertebrate animals synthesize trehalose as a source of energy, and to survive freezing and lack of water.
==Synthesis== At least three biological pathways support trehalose biosynthesis. An industrial process can derive trehalose from corn starch.
Excerpted from Wikipedia’s “alpha,alpha-trehalose” article, available under the CC BY-SA 4.0 licence.