Allolactose: Difference between revisions
Goldstrieme (talk | contribs) the nummer pubchem ID 67375559 is changed. |
No edit summary |
||
(One intermediate revision by one other user not shown) | |||
Line 8: | Line 8: | ||
| ImageFile1 = Allolactose-3D-balls.png |
| ImageFile1 = Allolactose-3D-balls.png |
||
| ImageAlt1 = Ball-and-stick model of the allolactose molecule |
| ImageAlt1 = Ball-and-stick model of the allolactose molecule |
||
| IUPACName = <small>(3''R'',4''S'',5''S'',6''R'')-6-<nowiki>[[</nowiki>(2''R'',3''R'',4''S'',5''R'',6''R'')-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol |
| IUPACName = 6-''O''-β-<small>D</small>-Galactopyranosyl-<small>D</small>-glucopyranose |
||
|SystematicName=(3''R'',4''S'',5''S'',6''R'')-6-<nowiki>[[</nowiki>(2''R'',3''R'',4''S'',5''R'',6''R'')-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol |
|||
| OtherNames = 6-''O''-β-<small>D</small>-Galactopyranosyl-<small>D</small>-glucose; β-<small>D</small>-Galactopyranosyl (1→6)-<small>D</small>-glucose |
| OtherNames = 6-''O''-β-<small>D</small>-Galactopyranosyl-<small>D</small>-glucose; β-<small>D</small>-Galactopyranosyl (1→6)-<small>D</small>-glucose |
||
|Section1={{Chembox Identifiers |
|Section1={{Chembox Identifiers |
||
Line 25: | Line 26: | ||
| CASNo_Ref = {{cascite|changed|??}} |
| CASNo_Ref = {{cascite|changed|??}} |
||
| CASNo = 28447-39-4 |
| CASNo = 28447-39-4 |
||
| UNII_Ref = {{fdacite|correct|FDA}} |
|||
| UNII = C7B2C5KXF9 |
|||
}} |
}} |
||
|Section2={{Chembox Properties |
|Section2={{Chembox Properties |
Latest revision as of 00:41, 20 July 2023
Names | |
---|---|
IUPAC name
6-O-β-D-Galactopyranosyl-D-glucopyranose
| |
Systematic 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 | |
Other names
6-O-β-D-Galactopyranosyl-D-glucose; β-D-Galactopyranosyl (1→6)-D-glucose
| |
Identifiers | |
3D model (JSmol)
|
|
ChEBI | |
ChemSpider | |
PubChem CID
|
|
UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
C12H22O11 | |
Molar mass | 342.296 g/mol |
Density | 1.768 g/mL |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
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. A non-hydrolyzable analog of allolactose, isopropyl β-D-1-thiogalactopyranoside (IPTG), is normally used in molecular biology to induce the lac operon.
See also[edit]
External links[edit]
- allolactose at the U.S. National Library of Medicine Medical Subject Headings (MeSH)
- Illustration of function