Structure via PubChem · Public domain (PubChem)
allolactose
Sign in to saveAllolactose is a disaccharide similar to lactose. It consists of the monosaccharides D-galactose and D-glucose linked through a β1-6 glycosidic linkage instead of the β1-4 linkage of lactose. It may arise from the occasional transglycosylation of lactose by β-galactosidase.
In the Vinony graph
Within Vinony's link graph, allolactose is referenced by 10 other articles, and connects out to mass density, Wayback Machine and glucose.
It sits within the topics Chembox image size set and Disaccharides.
Its subject is documented across 14 Wikipedia language editions.
Chemical data
- Formula
- C12H22O11
- Molecular weight
- 342.3 g/mol
- IUPAC name
- (3R,4S,5S,6R)-6-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol
- SMILES
- C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H](C(O2)O)O)O)O)O)O)O)O
- InChIKey
- DLRVVLDZNNYCBX-VDGMBKLFSA-N
- XLogP
- -4.7
- Polar surface area
- 190 Ų
- H-bond donors
- 8
- H-bond acceptors
- 11
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- disaccharide
- Has part
- hydrogen
- Mass
- 342.116212
Show 5 more facts
- chemical formula
- C₁₂H₂₂O₁₁
- canonical SMILES
- C(C1C(C(C(C(O1)OCC2C(C(C(C(O2)O)O)O)O)O)O)O)O
- isomeric SMILES
- C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H](C(O2)O)O)O)O)O)O)O)O
- Commons category
- Allolactose
- found in taxon
- Escherichia coli
Sources (1)
via Wikidata · CC0
~4 min read
Encyclopedic overview
4 sectionsContents
- Role in lac operon modeling
- See also
- References
- External links
Allolactose is a disaccharide similar to lactose. It consists of the monosaccharides D-galactose and D-glucose linked through a β1-6 glycosidic linkage instead of the β1-4 linkage of lactose. It may arise from the occasional transglycosylation of lactose by β-galactosidase.
It is an inducer of the lac operon in Escherichia coli and many other enteric bacteria. It binds to a subunit of the tetrameric lac repressor, which results in conformational changes and reduces the binding affinity of the lac repressor to the lac operator, thereby dissociating it from the lac operator. The absence of the repressor allows the transcription of the lac operon to proceed.
Excerpted from Wikipedia’s “allolactose” article, available under the CC BY-SA 4.0 licence.