allolactose

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.

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 Å²
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)

wikidata.org

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Encyclopedic overview

4 sections

Contents

Role in lac operon modeling
See also
References
External links

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.