n-Octyl beta-D-thioglucopyranoside

n-Octyl β-D-thioglucopyranoside
Names
IUPAC name
(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-octylsulfanyl-oxane-3,4,5-triol
Other names
(1S)-Octyl-β-D-thioglucoside
Identifiers
85618-21-9
Jmol interactive 3D Image
PubChem 363418
Properties
C14H28O5S
Molar mass 308.434 g/mol
Appearance Colourless Waxy Semi-Solid
Melting point 125 to 131 °C (257 to 268 °F; 398 to 404 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

n-Octyl β-D-thioglucopyranoside (octylthioglucoside, OTG) is a detergent that is used for cell lysis or to solubilise membrane proteins without denaturing them. This is particularly of use in order to crystallise them or to reconstitute them into lipid bilayers. It has a critical micelle concentration of 9 mM.[1]

It is an analog of the commonly used detergent octyl glucoside, the presence of the thioether linkage making it resistant to degradation by beta-glucosidase enzymes.

References

External links

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