Maltoside

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File:Decyl-beta-D-maltoside.svg
Chemical structure of n-decyl-β-D-maltopyranoside (DM)

A maltoside is a glycoside with maltose as the glycone (sugar) functional group. Among the most common are alkyl maltosides, which contain hydrophobic alkyl chains as the aglycone. Given their amphiphilic properties, these comprise a class of detergents, where variation in the alkyl chain confers a range of detergent properties including CMC and solubility. Maltosides are most often used for the solubilization and purification of membrane proteins.

History

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In 1980 Ferguson-Miller et al. at Michigan State developed n-dodecyl-β-D-maltopyranoside (DDM) as part of a successful effort to purify an active, stable, monodisperse form of cytochrome c oxidase.[1] Maltosides have been used extensively to stabilize membrane proteins for biophysical and structural studies.

Table of detergent properties

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Maltoside abbr. CMC (mM) MW (g/mol) Micelle (kDa)
n-Decyl-β-D-maltopyranoside DM 1.8 [2] (H2O) 482.6 ~33 (69 molecules)
n-Dodecyl-β-D-maltopyranoside DDM 0.17 [3] 510.6 ~72 (~78-149 molecules)[4]
6-Cyclohexyl-1-hexyl-β-D-maltopyranoside Cymal-6 0.56 508.5 46.3

References

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